From the Corner Office

Rick has been the Executive Director of Samaritan Counseling Services, based in Sarasota, since 1999. A native of Tampa, he earned a master’s in Divinity and a master’s in Theology at the Southern Baptist Theological Seminary in Louisville. He was ordained into the ministry in 1986. On this episode, Business Observer Managing Editor Mark Gordon and Rick talked about how and why he got his start in counseling — it was a personal experience of high stress — and how that’s helped him be a better leader. They also talked about why he believes passion is a No. 1 leadership attribute and how looking out for teammates and employees as a leader is never time wasted. And listen for a cool story about his first car — and a teenage trip to London.   3 Takeaways: (11:00) Passion sustains you through hard times (14:30) You are not solely responsible for the success of your organization (15:30) If you see a turtle on a fencepost, you know it didn’t get there itself Timestamps: (00:00) Introducing Rick Howell, executive director, Samaritan Counseling Services (04:05) What is Samaritan Counseling Services? (06:00) How did you get into this line of work? (08:00) Day-to-day role (09:30) What trends are you seeing in your clients? (10:45) What characteristic does every leader need to have? (13:00) Listening versus speaking as a leader (14:10) What do you wish you knew earlier as a leader? (15:30) Who are some of your mentors and what did you learn from them? (17:45) Leading in uncertain times (19:50) What is coming up for Samaritan Counseling Services?  Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Matthew is a senior vice president of partnerships and events for The Real American Beer, based in Tampa. Prior to Real American Beer, he worked for several companies and brands, including Yaymaker, Groupon and CitySearch. On this episode, Business Observer Managing Editor Mark Gordon and Matthew talked about the value of great storytelling in leadership and what truly makes for an authentic leader. They also talked about “attention currency” and why it’s important. And listen for Matthew’s advice and tips on how to grow your career to the C-suite level. 3 Takeaways: (10:00) Leaders need to get information from all departments (13:15) Be cautious and you can’t win everyone over (17:00) People don’t want to be sold to, but they want to hear a story Timestamps: (00:00) Introducing Matthew Rolnick, senior vice president, partnerships and events, Real American Beer (03:00) What is Real American Beer? (05:40) Matthew’s career trajectory (08:00) Lessons from working at Groupon (09:45) Leadership characteristics (12:55) Lesson you wish you knew earlier (15:10) Mark and Matthew’s connection (17:00) Storytelling in leadership (18:00) Cameo (20:20) Advice to a young person (22:10) 2026 with Real American Beer Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Jeff has been a leader at two family-run homebuilding businesses in the Sarasota-Manatee market. The first was Eslinger Homes, which operated from 1991 to 2010. In 2017, he co-founded E/M Custom Homes. On this episode, Business Observer Managing Editor Mark Gordon and Jeff talked about the leadership lessons learned in shutting down one company, when the housing market collapsed in 2008-2010 and launching a new one. He also talked about what he learned from his mentors in the business. 3 Takeaways: (07:30) Patience and good listening are must-have leadership characteristics (09:30) There is only one way to do things, the right way (16:05) It’s not about you, it’s about who you surround yourself with Timestamps: (00:00) Introducing Jeff Eslinger, president, E/M Custom Homes (04:35) What is E/M Custom Homes? (05:40) An opportunity but no company (07:25) Must-have leadership characteristics (08:30) Balancing patience and decision making (10:10) Jeff’s leadership influences (12:15) Lessons from Jeff’s grandfather (13:40) Hard decisions (16:05) Best leadership advice (16:35) Hard feedback (18:00) What is coming up in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Jack Cox has been with Sarasota-based Halfacre Construction since 1985 and is now president and owner. He’s also chairman of the board at Lakewood Ranch based-FCCI Insurance. On this episode, Business Observer Managing Editor Mark Gordon and Jack talked about Halfacre’s long history of projects in the Sarasota-Manatee region and his role in continuing the company’s legacy. He also talked about what he looks for in hiring and promoting leaders, and what he’s learned about leadership from being on community nonprofit boards 3 Takeaways: (09:00) Leaders need consistency (10:00) Set the vision by giving guardrails, let employees do the rest (13:00) Learn from others and adapt your leadership approach Description: (00:00) Introducing Jack Cox, president and owner, Halfacre Construction (04:25) About Halfacre Construction (06:45) Landmark projects (08:00) Why be involved in nonprofits? (09:00) What does every leader need? (10:00) Setting the vision (13:00) Leadership approach (14:10) Accepting feedback (15:30) Making tough decisions (16:30) Leadership legacy (18:10) Halfacre Construction in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

A nationally recognized workplace expert, Linda, based in Sarasota, is the architect of the Spectator-Free Workplace methodology, which fosters shared ownership of performance and revitalizes engagement, productivity and morale. Linda worked in journalism and corporate communications, with GE and AlliedSignal, before starting her own firm. Business Observer Managing Editor Mark Gordon and Linda talked about her work in helping leaders break down silos and become better listeners to the entire team. She also talked about some key lessons learned from her entrepreneurial parents to legendary GE executive Jack Welch.   3 Takeaways: (04:50) People make the success in business (07:30) You can’t lead with a void of knowledge (12:45) Use AI to spark creativity Timestamps: (00:00) Introducing Linda Dulye, founder, Dulye & Co. (04:30) What is Dulye & Co.? (06:40) How do you advise your clients? (09:00) Creating a better culture (10:20) AI-proofing your career (12:30) Using AI as a tool (14:30) Linda’s career trajectory (17:30) Must-have leadership characteristics (19:00) Using feedback (20:10) Mentors (23:30) Syracuse Basketball and Dulye & Co. in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Michael Arrieta founded Garden City Equity after working in Silicon Valley for tech companies, including a stint as a global vice president and chief of staff to the CEO at DocuSign. Garden City, he says, is dedicated to making people-first investments in family and founder-owned businesses in the Southeast. One of its recent investments is in Venice-based outdoor aluminum and pool cage material manufacturer Commercial Residential Aluminum.  On this episode, Business Observer Managing Editor Mark Gordon and Michael talked about key business and leadership lessons he learned from DocuSign and other tech companies. They also talked about his mentors and his vision on what makes for a strong and sustainable company culture.  3 Takeaways: (11:20) Give employees a clear path of growth (13:15) People support what they help create (14:45) To be a good leader, you need to be a servant Timestamps: (00:00) Introducing Michael Arrieta, founder and managing partner, Garden City Equity (03:40) What is Garden City Equity? (05:55) Michael’s career arch (08:40) What is a good company culture? (13:00) Clarity is kindness (14:45) What made you the leader you are today? (16:55) Lessons from Docusign (18:20) Vulnerability (22:00) Leadership legacy (24:00) What's coming up for Garden City Equity? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Aakash Patel founded Elevate Inc. in 2012. The firm provides community relations, targeted networking, and social media consultation. Aakash is also on the board of Hillsborough College and the Early Learning Coalition of Hillsborough County. On this episode, Business Observer Managing Editor Mark Gordon and Aakash talked about his unique backstory in launching his company and his tricks and tips for networking. They also talked about his mentors and role models and what motivates him to give back to the community in nonprofit board roles.   3 Takeaways: (06:45) When people are giving you guidance, it is because they care (07:05) Good leaders communicate well and listen well (13:30) Lead with integrity Timestamps: (00:00) Introducing Aakash Patel, Founder and President of Elevate (02:30) What is Elevate, Inc? (04:20) How did you build this network? (05:20) Learning from mentors (06:30) Responding to feedback (07:05) What characteristics make a good leader? (07:45) Community involvement (09:40) Advice for those interested in joining boards (10:40) Running for office (12:10) Making tough decisions (13:30) Best leadership advice? (14:35) What do you hope people remember about Elevate? (15:15) What is coming up in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Bruce Cassidy has owned the Concession Golf Club in east Manatee County since 2009. The Concession has been in the news lately, as it is hosting the 2026 Senior PGA Championship in April. Prior to the Concession, Bruce ran global manufacturing and mining businesses in Ohio. On this episode, Business Observer Managing Editor Mark Gordon and Bruce talked about how he ended up owning a golf course — which at first was the last thing he wanted to do. Bruce also talked about what he looks for in building high-performing teams.   3 Takeaways: (08:00) As a leader, you have to look like the house is not on fire (10:40) Focus on what you can control (12:00) Hiring a great team is the most important aspect of leadership Timestamps: (00:00) Introducing Bruce Cassidy, Owner, Concession Golf Club (02:30) How did you come to own Concessions Golf Club? (04:15) Hosting the Senior PGA Championship (06:40) Bruce’s career before Concession Golf Club (07:20) Leading as a manufacturer (09:00) Leadership influences (10:25) Leadership lessons (11:20) How do you give feedback? (13:00) How do you know an employee is not the right fit? (16:00) What is the story behind the name “Concession?” (17:20) Stories from the course - Playing with Jack Nicklaus (19:35) What is coming up for Concessions Golf Club?  Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Chuck Wolfe has been CEO of the Chiles Group since 2018. The company oversees several assets, including the organic Gamble Creek Farms in Manatee County. The company previously owned and operated three waterfront restaurants in Manatee. Prior to hospitality, Chuck was in politics and strategic planning, including a 12-year stint as CEO for the Victory Fund, a national advocacy group supporting LGBTQ candidates. Chuck was also a senior aide to the late Florida Gov. Lawton Chiles for seven years. On this episode, Business Observer Managing Editor Mark Gordon and Chuck talked about leadership — and life lessons — he learned from everything from the boy scouts to political campaigns. They also talked about his process for making key decisions and how he overcomes setbacks.      3 Takeaways: (15:10) Listen more than you speak (16:45) Direction is more important than certainty (23:50) Hiring is the most important thing you can do Timestamps: (00:00) Introducing Chuck Wolfe, CEO, Chiles Group (07:30) What is the Chiles Group? (10:00) Working with Lawton Chiles (13:30) What did you learn from Governor Chiles? (15:55) Leading with certainty when so much is uncertain (20:05) Who influenced your leadership? (23:10) What leadership characteristics do you look for? (27:45) What is coming up in 2026 for the Chiles Group? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Toni founded her fractional CEO firm, The C Society, in June 2025. One of her goals is to bring high-level leadership to restaurant and hospitality companies with the overhead. She was previously president of restaurant brand Perkins and managing director for Little Ceaser’s Pizza, Canada. On this episode, Business Observer Managing Editor Mark Gordon and Toni talked about her career, both with large brands and now, leading a consulting firm. They talked about how she builds high-performing teams and how leadership is more than a position, it’s a seat at the table that shapes the entire organization.   3 Takeaways: (09:30) Great brands and great leaders do not grow on their own (13:15) Root your strategy in data (20:40) Feedback is a gift, but consider the source Timestamps: (00:00) Introducing Toni Ronayne, founder and fractional CEO, the C Society (07:00) What The C Society? (10:05) Toni’s role at Perkins (12:35) Handling the visioning of a legacy brand (15:50) Leadership mentors (19:30) Imposter Phenomenon (20:30) Valuable feedback (26:32) What is coming up in 2026 with The C Society? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Jon Kaupla was appointed to run the Center for Executive and Leadership Education at the USF Muma College of Business last July. The center is designed to deliver practical, high-impact learning experiences for current and emerging leaders. Prior to USF, Jon spent nearly a decade leading the Center for Professional & Executive Development at the Wisconsin School of Business. On this episode, Business Observer Managing Editor Mark Gordon and Jon talked about the power of being vulnerable and admitting mistakes as a leader, and he’s personally taken that approach to advance his career.   3 Takeaways: (07:15) Peer relationships are key in management (13:30) The power of the pause (16:00) Reprioritization is key throughout your career Timestamps: (00:00) Introducing Jon Kaupla, Executive Director, Center for Executive and Leadership Education (05:00) What is the Center for Executive and Leadership Education? (06:50) What makes good leaders? (10:00) Adapting to feedback (11:30) Mentors (13:20) Handling conflict as a leader (15:15) Tough decisions (17:20) What is coming in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Ronde is one of the most recognized professional athletes in Tampa Bay, having played 16 seasons for the Buccaneers in a Hall of Fame career that included a Super Bowl win. Ronde has remained active in the region’s sports and philanthropic communities since his 2012 retirement, and is general chairman of Copperhead Charities, which puts on the Valspar Championship PGA Tour event every March. On this episode, Business Observer Managing Editor Mark Gordon and Ronde talked about how being doubted and overlooked fueled his career — even as he reached the pinnacle of his sport. They also talked about the coaches he learned the most from, including Mike Tomlin and Tony Dungy.  3 Takeaways: (09:10) You’re either getting worse or better, staying the same is impossible (24:00) Leadership does not always come from the top (24:30) Being in a position of power does not make you powerful, empowering others does Timestamps: (00:00) Introducing Ronde Barber, Pro Football Hall of Famer (04:45) What is the Valspar Championship? (07:40) Making the Valspar Championship bigger (10:10) Learning from his mother (15:40) Being doubted and overlooked (20:50) Learning from legendary coaches (22:55) Being coached by Jeff Hafley (25:17) Updates to the experience of the Valspar Championship Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Craig Albernaz was named manager of the Baltimore Orioles — who host spring training in Sarasota — last October. Craig played college baseball at Eckerd College in St. Petersburg and then in the minor leagues for eight seasons, including seven with the Tampa Bay Rays. On this episode, Business Observer Managing Editor Mark Gordon and Craig talked about his rise in baseball, from working in the minor leagues in the Tampa Bay Rays organization to being a coach with the San Francisco Giants and the Cleveland Guardians. A key lesson in all those stops, says Craig: constant communication, on things good and bad, is essential.  Takeaways: (06:10) Cultivate an environment where people can thrive (07:00) Have the conversation before the conversation (09:40) Know the purpose of your role (12:10) “No second class citizens” (17:30) You spend too much time with coworkers to not hire great people Timestamps: (00:00) Introducing Craig Albernaz, Manager, Baltimore Orioles (04:00) Being named Manager of the Baltimore Orioles (05:40) Learning from Stephen Vogt an elite communicator and Cleveland Guardians Manager (09:15) Midwest League Coach of the Year (11:20) Learning from the Rays organization (13:30) Lessons from parents (15:05) Top priorities when going to Spring Training (17:10) What do you look for when hiring a staff? (19:00) Pete Alonzo joining the Orioles Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Lee Wetherington founded Lee Wetherington Homes in Sarasota in 1981. He has since moved the company, one of the largest-builders in the Sarasota-Manatee region, to Lakewood Ranch. On this episode, Business Observer Managing Editor Mark Gordon and Lee talked about the ups and downs of being in the homebuilding business in Florida for more than 40 years, and the key decisions he had to make — in both good and bad times. They also talked about what he learned about leading from his time serving in combat in the Vietnam War.  3 Takeaways: (12:00) Be patient, give clear and concise commands (13:30) Build trust with transparency and truth (20:00) Always know your numbers Timestamps: (00:00) Introducing Lee Wetherington, founder, Lee Wetherington Homes (03:05) What is Lee Wetherington Homes? (05:00) Starting Lee Wetherington Homes when interest rates were 18% (06:40) Restructuring the company in 2010 (10:40) Lessons from the recession (11:45) Lessons from the Marines in Vietnam (13:30) How do you build trust in teams? (16:20) Leading with certainty (18:30) Mentors (20:00) Advice to young entrepreneurs (21:00) Being involved in philanthropy (25:30) What are you looking forward to in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Debbie LaPinska has been chief people office of CabinetWorks Group, based in Michigan, since November 2024. Prior to CabinetWorks, she worked at Venice-based window and door manufacturer PGT Innovations for 31 years, rising to chief human resources officer, and after that, chief customer officer. She joined several other former PGT executives at CabinetWorks Group. On this episode, Business Observer Managing Editor Mark Gordon and Debbie talked about the shifts in her career and she dealt with what she thought, at the time, was a major setback. They also talked about how she won over a group of 50 truck drivers in one leadership role, partially by meeting them as their day started at 3:30 a.m.   3 Takeaways: (08:15) Sometimes you have to make unpopular decisions as the leader (11:20) Being honest and transparent is key in hard decisions (15:50) If you are good with people, you can lead any function Timestamps: (00:00) Introducing Debbie LaPinska, Chief People Officer, CabinetWorks Group (03:45) What is CabinetWorks Group? (06:30) What did you learn from Jeff Jackson? (08:45) How did you work through letting people go in the recession? (10:10) Building trust with teams and communicating challenging messages (13:30) Defining leadership (16:30) Don’t have to know everything, just need to know enough to be dangerous (19:20) Valuable feedback (22:40) What is coming in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Nicci Bucher was named CEO of the YMCA of Greater St. Petersburg in late 2025. Prior to this role, Nicci spent 20 years in the YMCA network, most recently as COO of the YMCA of Central Florida, where she oversaw a $51.6 million operational budget. On this episode, Business Observer Managing Editor Mark Gordon and Nicci talked about her leadership styles and principles and how she creates a strong workplace culture through trust and transparency. They also talked about how she has overcome feelings of impostor syndrome, especially in the current stage of her career.  3 Takeaways: (08:45) Be authentic as a leader (12:00) Buy into your team, you are not above doing something in the business (17:30) Good workplace culture is trust and transparency Timestamps: (00:00) Introducing Nicci Bucher, President and CEO, YMCA of Greater St. Petersburg (05:45) What is the YMCA of Greater St. Petersburg? (06:20) Starting her career at Department of Children and Families, and what did you learn from that time? (08:30) Leadership style (09:30) Leadership characteristic every leader should have (10:15) Leadership influences (12:50) Giving others autonomy (13:50) Leadership lessons Nicci wishes she knew early (15:40) Nicci’s transition to CEO role (17:20) What is good workplace culture? (18:30) Great leadership advice (19:34) Dealing with imposter syndrome (22:00) Growing in the role of CEO (23:40) Looking forward to 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.  

Jake Haulsic has some 15 years of experience in technology sales, with Velosio and Tribridge. He founded Trofeo, a fast-scaling cloud consultancy specializing in Microsoft Azure, in 2024. On this episode Business Observer Managing Editor Mark Gordon and Jake talk about how he built his company, not only around product and service, but culture. He also talked about some early decisions at Troefo that helped shape its trajectory, and his mentors that have helped guide the business along the way.  3 Takeaways: (11:50) Leaders need to trust their employees (12:40) The best leaders practice patience (14:50) Every failure needs to be a learning opportunity Timestamps: (00:00) Introducing Jake Haulsic, Trofeo, founder (02:55) What is Trofeo? (05:10) Jake’s mentors (06:50) What did you learn from Tony DiBenedetto? (09:00) What does culture mean to you? (11:40) Leadership characteristics (12:20) Best leadership advice you have received (13:15) What role does storytelling play in Trofeo’s growth? (14:00) Resilience (15:50) How do you want to be remembered as a leader? (16:45) Trofeo in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Tom Hall is a longtime advertising executive, with work across Florida and the Southeast. In addition to Tucker | Hall, a strategic communications firm with offices in Tampa, Jacksonville, Orlando and Tallahassee, Tom launched Creative Seminars,  a prominent speaker series, which Adweek magazine acquired. On this episode Business Observer Managing Editor Mark Gordon and Tom talk about the origins of the firm and how he and the team led it to national prominence. They also talked about Tom’s book, “Ruthless Focus" and the lessons he learned about leadership writing it.  3 Takeaways: (05:50) When in crisis, tell the truth, tell it all, and tell it right now (13:30) Ruthlessly focus on what you do extraordinarily well (15:10) Create an atmosphere where people can think their best Timestamps: (00:00) Introducing Tom Hall, Chairman, Tucker | Hall (03:40) What is Tucker | Hall? (05:30) What do leaders need to do when in crisis? (06:40) Creative Seminars (09:00) What did you learn from Creative Seminars (11:55) Who does a good job advertising these days? (12:55) Learning from “Ruthless Focus” (14:30) Keys to leading a firm (16:15) Leadership mentors (19:15) How do you handle conflict as a leader? (20:30) Starting the Florida Aquarium (24:30) What is coming up in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Sinead Runyon runs  Express Employment of Sarasota, which she founded in 2020 along with her mom, Josephine Carr. In 2024, she and her husband, William Runyon, opened a Made in the Shade window treatment, blinds and shades franchise in Venice. On this episode, Business Observer Managing Editor Mark Gordon and Sinead talk about her entrepreneurial mindset, what she learned from her mentors and how she resolves conflict as a leader. She also talked about the second business she launched while running the first business.    3 Takeaways: (11:15) The bus is moving forward, stop comparing yourself to others (20:55) Good leadership is owning your mistakes (23:00) Be there with your client Timestamps: (00:00) Introducing Sinead Runyon, co-founder of  Express Employment of Sarasota (04:50) What is Express Employment Professionals - Sarasota? (06:25) Door pulls (08:20) Building up the stamina (09:40) Leadership mentors and lessons (12:40) Learning from other entrepreneurs (14:50) Truly showing up for your clients (16:45) Owning and fixing mistakes (19:25) What is Made in the Shade? (20:55) What is good leadership? (21:55) Handling conflict (24:30) What is coming up in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Ashley Ljesevic has led marketing, sales, and development initiatives for a variety of organizations over the past decade, working in sports, travel and nonprofits, among other fields. She also has a podcast, the Endurance Diaries, which interviews athletes, artists, entrepreneurs and others to share stories of resilience. On this episode Business Observer Managing Editor Mark Gordon and Ashley talked about striving for — and pivoting when necessary — for big goals and how she does that in her personal life. They also talked about the lessons she’s learned from Endurance Diaries guests.     3 Takeaways: (08:30) “Can you enter a process where there are no outcome goals attached?” (12:45) What we see on the surface is not the full story (17:30) When things are tough, focus on the next step Timestamps: (00:00) Introducing Ashley Ljesevic, Host of Endurance Diaries podcast (04:50) Ashley’s 10x10 journey (07:45) What is Endurance Diaries Media? (11:45) Who have you learned from on Endurance Diaries? (14:45) What is endurance to you? (16:00) Overcoming adversity (18:20) What leadership characteristic does every leader need? (20:55) Imposter syndrome (24:30) Endurance Diaries Media in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Dan is the CEO of Moorings Park, a nonprofit senior living organization with three campuses in Naples. He has been with the organization for nearly 20 years, first as CFO. Before that he ran his own packaged delivery service small business in Ohio. On this episode Business Observer Managing Editor Mark Gordon and Dan talked about how the concept of VUCA — leading through Volatility, Uncertainty, Complexity and Ambiguity — has helped make him a better leader and the organization stronger. They also talked about how Dan hopes his team sees him as a leader.  3 Takeaways: (05:30) Leadership is humility and professional will (08:10) Mission driven organizations focus on the end result (09:20) Separate success from leadership Timestamps: (00:00) Introducing Dan Lavender, CEO, Moorings Park (03:15) What is Moorings Park? (04:00) How did you get into senior living? (05:10) What defines good leadership? (07:20) Leadership influences (08:45) Learning from residents at Moorings Park (10:30) Decisions that shaped you (11:35) Balancing short and long term wins (13:40) Handling conflict (14:40) Resiliency as a leader (17:10) Your leadership style (18:15) Moorings Park in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Eleni founded Gates Hospitality Group, which handles brand building, corporate communications, public relations and more for restaurants and other businesses, earlier this year. She was previously head of investor relations and corporate communications for East Manatee County-based First Watch Restaurant Group. On this episode Business Observer Managing Editor Mark Gordon and Eleni talked about what she’s learned from some important hospitality mentors on company culture, motivating teams and more. They also talked about her big step in working for corporate brands to going out on her own and going back to school for her MBA.   3 Takeaways: (05:50) Be intentional about how you communicate with specific audiences (16:00) A leader is never above any work in the organization (17:00) Be a human, not the boss Timestamps: (00:00) Introducing Eleni Gates, Founder and Principal, Gates Hospitality Group (04:00) What is Gates Hospitality Group? (06:15) Starting at First Watch (08:20) Working for Chris Tomasso (09:30) IPO-ing with First Watch (13:00) Dealing with imposter syndrome (14:30) Learning from Ken Pendery (17:25) What is good leadership? (19:00) Leadership advice (20:30) Learning from her parents (23:00) Storytelling in leadership (24:20) Gates Hospitality Group in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

AG Lafley is the former CEO of consumer products giant Procter & Gamble, where he ran the company for 15 years over two different tenures. Since retiring and moving to Sarasota, he has worked with small businesses and nonprofits, and also led the development and operations at the Bay Sarasota. On this episode Business Observer Managing Editor Mark Gordon and AG talked about how he overcame difficulties and challenges at P&G, and why leading with a customer-first mindset, even in such a large organization, was a priority. They also talked about why it was important for him to be a “say do” leader.   Key Takeaways: (05:30) Crisis is opportunity (05:45) Leadership is not genetically determined, it can be built (12:35) Great leaders take accountability and create accountability (17:30) Leadership is a navigation job (19:40) Know yourself, be yourself, and play to your strengths (20:40) Understand the art of going slow to go fast (21:20) Leadership is thinking, decision making, and doing Timestamps: (00:00) Introducing AG Lafley, retired CEO, Procter & Gamble; founding CEO, The Bay Park Conservancy  (05:00) Keys to being a great leader (06:30) Seizing leadership opportunities early in life (09:00) Becoming CEO of Procter & Gamble (12:00) Decisions made in the first 100 days of being CEO (17:15) What is leadership? (19:25) Leadership advice (22:00) Learning to ‘go slow to go fast’ from the Japanese (27:45) AG’s leadership legacy (31:30) What is coming up at Bay Park Conservancy? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Darla has more than 20 years of experience in everything from corporate sales and operations to leadership development. She currently runs Darla Bonk Consulting, and, with her husband, Architectural Metal Flashings. Two more biographical nuggets: She’s a Fort Myers city councilwoman and she hosts a weekly podcast, “On Your Way.” On this episode, Business Observer Managing Editor Mark Gordon and Darla talked about her diverse and winding career, what she learned from her parents about leadership — who have been married for 70 years — and how the power of being intentional in all her communications has helped be a better leader. 3 Takeaways: (08:15) Listen for cues to get consensus (14:00) Leaders need the ability to pivot (15:30) Communication is everything Timestamps: (00:00) Introducing Darla Bonk, CEO and founder, Darla Bonk Consulting (07:45) What did you learn about leadership being on the City Council? (10:15) Learning from leaders in Darla Bonk Consulting (11:30) Growing up as Darla Bonk (13:50) What do you look for in leaders? (15:25) Leadership advice (16:00) Storytelling in leadership (17:00) Balance short term wins and long term planning (18:10) Imposter syndrome (19:00) Lessons from her parents (20:45) Darla’s leadership legacy (21:30) Darla Bonk in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Jennifer Grondahl has been with the  Baltimore Orioles since 2018, splitting her time between Maryland and the team’s spring training home in Sarasota.  Prior to the Orioles, she was president of the YMCA Foundation of Sarasota; founded and ran a marketing and events company in Sarasota; and was the executive director of the American Cancer Society. On this episode, Business Observer Managing Editor Mark Gordon and Jennifer talked about her passion for cooking, mistakes she’s learned the most from, overcoming Imposter Syndrome leading with love, her mentors — and notably, her passion for cooking.  3 Takeaways: (13:45) Every leader needs humility (14:45) Take feedback (17:40) Communication is the key to everything Timestamps: (00:00) Jennifer Grondahl, Senior Vice President of Communications, Baltimore Orioles  (06:00) What have you learned from David Rubenstein? (08:35) Jennifer growing up (09:50) Jennifer’s career trajectory (11:05) Learning from mistakes (13:30) What does every leader need? (17:40) How do you handle conflict? (18:50) Handling imposter syndrome (21:50) Leadership advice (23:00) What is coming in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Andrew Wright is the founder of three companies: Franklin Street, a full-service commercial real estate firm with more than $7 billion in transaction volume over 20 years; private equity firm Ally Capital Group; and Next Level Brands, a hospitality/dining company. On this episode, Business Observer Managing Editor Mark Gordon and Andrew talked about his humble and blue-collar origin story, which led him to put a premium on work ethic and hustle. They also talked about what he looks for in leaders and his biggest investment regrets.  3 Takeaways (10:44) Anchor in your vision, but not at the expense of personal integrity (13:04) Leaders need to be the guarantor of culture (17:04) Profit and growth are often on opposite ends of the spectrum Timestamps: (00:00) Introducing Andrew Wright, founder and chairman, Franklin Street (06:44) What are you primarily working on right now? (08:44) What does leadership mean to you? (10:44) Holding people accountable (13:19) Leadership advice (16:44) Decisions that shaped Franklin Street (18:24) Being patient (22:14) Storytelling in leadership (23:19) Anything you would want a mulligan on? (25:49) What are you looking forward to in 2026? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Tim is a go-to thought leader in investing in startups, entrepreneurship and related topics in both Southwest Florida and the entire Sunshine State. In addition to being a partner at Fifth Avenue Family Office in Naples, which works with a select group of high net-worth families, Tim is also chair of the Tamiami Angel Funds. Tim has been named to Florida Trend magazine’s list of Florida’s 500 Most Influential Business Leaders six times and was named a 2025 Business Hall of Fame Laureate by Junior Achievement of Southwest Florida. On this episode, Business Observer Managing Editor Mark Gordon and Tim talked about what being fired taught him about the leader he wants to be. They also talked about the do's and don’ts of making good investor presentations and how a startup entrepreneur can know when he or she is getting to yes.   3 Takeaways: (14:10) Leaders are successful because of the teams they build (18:45) Failure happens when you are trying to do great things, you need resilience (22:30) Storytelling is art and science Timestamps: (00:00) Introducing Tim Cartwright, Partner and Co-Founder, Fifth Avenue Family Office (06:20) What is Fifth Avenue Family Office and Tamiami Angel Funds? (08:35) What have you learned from working with leaders of these organizations? (13:55) What defines good leadership? (16:25) Who influenced your leadership style? (18:00) Resilience and overcoming setbacks (21:00) What role does storytelling play in leadership? (24:15) What is the biggest “not to do” in pitching a business (26:00) What is on the horizon for your entities? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Global business brokerage Transworld Business Advisors is based in South Florida, with a heavy presence on the west coast of the state. Andy Cagnetta, after owning and running a pasta shop in Connecticut, joined Transworld in 1995. In 1997, driven, his bio says, “by his entrepreneurial spirit and belief in the industry’s potential, he purchased the company.” Transworld now has multiple Florida offices, including one in Tampa, and a global presence, from the Middle East to Mexico. On this episode, Business Observer Managing Editor Mark Gordon and Andy talked about what he wants his leadership legacy to be (it’s short and sweet) and how he leads high-performing teams. They also talked about some of his charitable work, which includes cooking a lot of pasta.  3 Takeaways: (07:40) Successful business owners are not afraid to do the gritty work (08:30) Have a high tolerance for pain with people (17:00) In a negotiation, not everything is about money Timestamps: (00:00) Introducing Andy Cagnetta, CEO, Transworld Business Advisors (04:30) What is Transworld Business Advisors? (05:40) How did you get into this line of work? (07:00) What have you learned from other leaders? (09:05) Balancing employee pain points (10:50) Who are your influences? (13:30) Storytelling in leadership (14:30) Something you wish you knew earlier? (15:30) What do you look for in leaders? (16:45) Negotiating tips (19:45) What legacy do you want to leave? (21:15) Transworld Business Advisors in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

John Burpee has been in the Florida commercial real estate market for more than 30 years. He consults with national investment firms, financial institutions and private investors, and has brokered more than $2.1 billion in commercial investment real estate deals. He’s also president of the Florida Gulfcoast Commercial Association of Realtors, and has worked as a court-appointed receiver. On this episode, Business Observer Managing Editor Mark Gordon and John talked about his mentors, what he has learned from working for some high-achieving executives and how he approaches difficult conversations.  3 Takeaways: (10:20) If the deal is right, buyers come from all over (11:30) Put the buyer and seller in the room together (14:25) You stay even with your competition Monday through Friday, 9-5. You get ahead of them every minute before and after that. Timestamps: (00:00) Introducing John Burpee, President & CEO, John Burpee & Associates (04:45) What is John Burpee & Associates? (06:15) Leadership insights (09:20) Managing the operations and leadership (10:50) Learning lessons (12:35) Dealing with conflict (14:00) Lessons from Grandfather (15:25) What legacy do you want to leave? (17:15) The market in 2026

Erin McLeod has worked in public relations, communications, consulting, health care, hospitality and the club industry. She’s been with the Senior Friendship Centers in Sarasota since 2004; she has been CEO of the nonprofit since 2015. On this episode, Business Observer Managing Editor Mark Gordon and Erin talked about her career origins and how she, on the spot, thought of a top-notch acronym on the spot in a job interview several years ago. She called it CPR, when asked what she would bring to the organization: Communication, professionalism and relationships. Erin and Mark also talked about the connections between being an accountable parent and an accountable leader. 3 Takeaways: (12:20) This is not a sprint, it’s a marathon (15:00) Dream big, get stuff done, have fun, no drama (17:00) The quicker you address tough situations the better Timestamps: (00:00) Introducing Erin McLeod, President & CEO of Senior Friendship Centers (04:15) What is Senior Friendship Centers? (06:10) How did Erin get to Senior Friendship Centers? (08:40) What does leadership mean to you? (10:50) Who influenced your leadership style? (12:40) Balancing your employee’s work style (15:40) Approach to leadership you wish you knew earlier? (16:40) Addressing conflict (20:40) Storytelling in leadership (22:30) Imposter syndrome (23:40) Senior Friendship Center in 2026 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Dara Shareef is the managing partner of Benchmark International, where he oversees the transaction team in the firm’s U.S. headquarters in Tampa. Benchmark recently made a big splash in the region, in signing a naming rights deal for what’s now Benchmark International Arena, home of the Tampa Bay Lightning. On this episode, Business Observer Managing Editor Mark Gordon and Dara talked about lessons in empathy and grit he learned from his mother and high school football coach, respectively, and how to grow into being a decisive leader. They also talked about his methods of conflict resolution and helping to get people on opposing sides to reach consensus.  3 Takeaways: (10:00) Leadership is about accountability (15:05) Don’t place artificial limits on yourself (18:30) Deal with conflict head on and in the moment Timestamps: (00:00) Introducing Dara Shareef, Managing Partner, Benchmark International (04:20) What is Benchmark International? (06:20) Winning naming rights for the Tampa Bay Lightning's arena (07:45) How did Dara get into this field? (10:00) What does leadership mean to you? (11:10) Influences in leadership (13:00) Growing up (14:20) Lessons from playing football (16:00) Tough decisions that shaped Dara’s career (18:15) Handling conflict (21:00) Leadership advice (23:30) What legacy do you hope to leave? (25:00) What is coming for Benchmark International? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Sophia Shaw has had many interesting roles, from leading the Chicago Botanical Garden, to being an Adjunct Professor at the Kellogg School of Management. After all that, her work is just getting started. On this episode, Business Observer Managing Editor Mark Gordon and Sophia talk about Sophia's start up, PlanPerfect, her 'why' to get into nonprofit work, the importance of planning to plan and why initiative is a crucial leadership characteristic. They also talked about the times she’s struggled with Impostor Syndrome, and how she’s gotten over it. 3 Takeaways: (07:45) Leaders need to understand what it takes to execute strategy (12:15) When conflict arises, go back to the strategic plan (14:00) Most people want to go to work knowing what they have to do Timestamps: (00:00) Introducing Sophia Shaw, co-founder, PlanPerfect (03:30) What is PlanPerfect? (04:30) Why did you start PlanPerfect? (07:45) What are must-have leadership characteristics (09:20) Knowing your “why” (10:20) Learning from mistakes (12:00) Working through conflict (15:30) Sophia’s leadership influences (17:10) Handling imposter syndrome (19:50) What does Sophia look for in good leaders? (21:10) Plan Perfect in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Doug is the executive director of the Child Protection Center of Sarasota, a nonprofit dedicated to prevention, intervention and treatment of child abuse. Doug has been with the organization for 30 years, and it has led it since 2011. On this episode Business Observer Managing Editor Mark Gordon and Doug talked about his career transition in going from the U.S. Army to social work; what he looks for in young leaders; and how he builds resilience into his leadership approach when working in an emotionally-challenging field. They also talked about one of their favorite non-work topics: baseball, and their favorite teams.    3 Takeaways: (14:00) You have to adapt to overcome challenges (16:00) Honesty, integrity, and servant leadership are Doug’s must-have leadership characteristics (17:50) Be a willing to make decisions and follow through Timestamps: (00:00) Introducing Doug Staley, Executive Director, Child Protection Center (07:50) 30th anniversary at Child Protection Center (10:10) What is the Child Protection Center? (13:30) Handling leadership challenges (16:00) Leadership characteristics (17:30) Leadership advice (21:30) Overcoming setbacks (23:35) Child Protection Center in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Bob has been president and CEO of Smith & Associates for some 30 years. The firm is one of the largest independent real estate brokerage firms in the Tampa Bay region, selling properties in St Petersburg and Tampa. The firm has also helped bring more than 40 upscale developments to the region. On this episode Business Observer Managing Editor Mark Gordon and Bob talked about how Bob has adapted to three decades of big changes in big-ticket real estate sales. They also talked about his go-to leadership characteristics and his go-to mentors.  3 Takeaways: (10:45) Leaders need to have empathy (12:50) The truth 100% upfront is always best (17:30) You need to give back to the community Timestamps: (00:00) Introducing Bob Glaser, CEO, Smith & Associates (04:30) How Bob got into real estate (08:00) How Bob adjusts to changes (10:25) What do you look for in leaders? (11:50) How have you evolved as a leader? (13:10) Leadership advice (14:45) Handling “gray areas” (16:20) Mentors (18:15) Overcoming setbacks (19:40) Smith & Associates in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Shep has been CEO of the Jewish Federation of Sarasota-Manatee since 2021. He previously worked for Federations in Pittsburgh and Cincinnati; in Ohio he was CEO of the Jewish Federation of Cincinnati for 16 years. Prior to Federations, Shep, an attorney, worked for a Washington, D.C. law firm that worked for nonprofit clients. On this episode Business Observer Managing Editor Mark Gordon and Shep talked about building community consensus even when it seems super-difficult, hiring good people and not micromanaging and leading with a clear vision.  3 Takeaways: (07:45) Create a compelling vision and give people the experience they are looking for (11:45) If you have made up your mind, move forward (15:45) Attach your ego to the whole organization Timestamps: (00:00) Introducing Shep Englander, CEO, Jewish Federation of Sarasota-Manatee (06:10) Growth and turnaround in Cincinnati  (08:10) How do you get people on the same page? (09:20) Who are your mentors? (11:30) The importance of clarity (13:40) Leadership advice (14:55) What do you look for in leaders? (16:45) Overcoming setbacks (18:00) What is coming up in 2025? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Ian Schmoyer has helped lead the homebuilding company he founded eight years ago, Christopher Alan Homes, to become both one of the largest privately-owned homebuilding firms in Lee County and a top 100 firm nationwide. The company, with a focus on amenable and affordable homes, builds in Charlotte and Lee counties in Southwest Florida and Palm Bay on Florida's East Coast. On this episode Ian and Business Observer Managing Editor Mark Gordon talk about the genesis of Ian’s core hiring rule: never hire jerks. They also talk about his mentors, like his dad, and his views on a hot button issue: housing affordability in Florida.          3 Takeaways: (09:10) Culture is the most needed thing in business today (11:40) Your word is gold (14:40) A lot of successful people kept it simple Timestamps: (00:00) Introducing Ian Schmoyer, Chairman, President & CEO, Christopher Alan Homes (06:25) Why did you get into obtainable housing? (08:00) What defines Christopher Alan Homes' culture? (10:10) What leadership characteristics are important to you? (11:30) Leadership advice (12:20) Ian’s mentors (14:00) Book recommendations (15:05) Overcoming setbacks (16:30) Magic Wand solution to affordable housing (17:45) Christopher Alan Homes in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Greg Slater has had a 30-year career in highways and transportation, the last three or so in Tampa as CEO of the Tampa Hillsborough Expressway Authority. Before that he was the Maryland Secretary of Transportation. His current organization, THEA, recently approved a $752 million work plan, which will include projects for safer streets and congestion relief. On this episode Greg and Business Observer Managing Editor Mark Gordon talked about one of his key advice nuggets for young people: say yes to every opportunity and create your own luck. They also talked about his mentors and what he looks for in leaders.  3 Takeaways: (12:30) Always be a student (20:00) Be a force multiplier, someone who makes everyone else better (23:30) The path forward is never a straight line Timestamps: (00:00) Introducing Greg Slater, CEO, Tampa Hillsborough Expressway Authority (05:00) What is the Tampa Hillsborough Expressway Authority? (06:25) About Greg’s career, becoming Secretary of Transportation of Maryland (12:15) A little luck and taking on roles others will not (14:15) Attacking a job with a large leadership role (16:45) Mentors (19:10) What do you look for in leaders? (20:55) Dealing with setbacks (24:10) What is coming up in 2025? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Kevin Gillen has been a market president for Synovus Bank in Florida since 2020, covering the Tampa Bay and Sarasota-Manatee markets, among other regions. He previously held banking leadership positions for financial institutions in New Jersey and the Washington, D.C. area. On this episode Kevin and Business Observer Managing Editor Mark Gordon talk about the winding path of Kevin’s career and what has driven him to be a better leader at each bank and organization he has worked for. They also talked about what he looks for in hiring and promoting leaders.   3 Takeaways: (10:00) Passion and a people-first mindset are crucial for leadership (12:15) Great leaders cannot bring their ego into decisions (14:50) Sometimes it is better to sleep on a decision Timestamps: (00:00) Introducing Kevin Gillen, Market President, Synovus Bank (03:00) How Kevin got into banking (05:20) Getting to Synovus Bank and about Synovus Bank (09:45) Learning about leadership from his clients (12:05) What do you look for in leaders? (13:25) Working with an open door policy (14:35) Great leadership advice (15:40) Overcoming setbacks as a banker (18:20) Mentors over Kevin’s career (22:00) Synovus Bank in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Jerel McCants is a leading architect in the Tampa Bay market, having built his own firm from scratch with a focus on how people use spaces. He founded the company in 2010, and it focuses on commercial and residential builds, with work on the both coasts of Florida. On this episode Jerel and Business Observer Managing Editor Mark Gordon talk about his philosophy of designing spaces that bring people together and how and why he launched his own company. And listen for the pop culture icons Jerel would love to have dinner with.  3 Takeaways: (08:45) You can find mentors in unexpected places (12:00) Be curious, there is always something you can take from a conversation (15:10) Great leaders take responsibility Timestamps: (00:00) Introducing Jerel McCants, founder, Jerel McCants Architecture Tampa (03:45) What kind of work does Jerel McCants Architecture Tampa do? (05:10) How did Jerel get into Architecture? (06:10) Jerel’s role in Tampa Union Station (08:00) Jerel’s mentors (12:00) Being a curious leader (15:00) Leadership characteristics (17:20) Best leadership advice (18:50) Favorite project Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Brittany Lamont was named president and CEO of the Lakewood Ranch Business Alliance in 2021. Prior to that Lamont, a vocal advocate for the local business and civic communities, was a vice president at the Sarasota Chamber of Commerce. On this episode Brittany and Business Observer Managing Editor Mark Gordon talk about her career in chambers of commerce and what motivates her. They also talked about what she looks for in leaders, her mentors and how she shapes the work culture at the LWRBA.  3 Takeaways: (07:15) Be a servant leader, support your staff (08:40) When you have a small team, you need to know what makes everyone click (13:00) It is important to have a tribe that support each other Timestamps: (00:00) Introducing Brittany Lamont, President & CEO, Lakewood Ranch Business Alliance (02:50) What is the Lakewood Ranch Business Alliance? (04:00) Brittany’s career (05:30) Leadership lessons and being able to learn from so many leaders (07:05) Characteristics of good leaders (08:10) What does servant leadership mean to you? (11:40) Mentors and lessons you have learned (16:00) Taking your ego out and listening to feedback (17:45) LWRBA in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Michael Corley worked in health care and human resources for some 10 years before starting his own leadership consulting business, The Corley Co., in 2009. The Corley Co. works with nonprofit and some for-profit leaders, in addition to nonprofit boards on topics like creating engaged board members; bringing clarity to roles and responsibilities; and developing strategic focus areas. On this episode Michael and Business Observer Managing Editor Mark Gordon talked about how he got into podcasting, the valuable lessons he learned from his father and other mentors and what he learned from getting laid off from a high-level corporate job.  3 Takeaways: (08:30) Leadership is not that different in a for-profit versus nonprofit (12:15) Great leaders have humility, make decisions, and communicate clearly (15:10) Never burn a bridge Timestamps: (00:00) Introducing Michael Corley, President of The Corley Company (03:10) What is The Corley Company? (05:20) Developing your ability to become a thought-partner (06:20) About I501(c)You - The Podcast for Nonprofit Board Members (08:15) What have you learned about leaders from your interviews on I501(c)You? (10:20) Michael’s Career (11:55) What are some good leadership characteristics? (14:00) How do you handle setbacks? (15:00) Mentors (16:35) How do you overcome setbacks? (19:40) The Corley Company in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Erika Donalds was a COO and CFO for financial services firms before shifting gears to education, first as a mom and later as an elected Collier County School Board Member. She’s since led and supported several innovative educational models, including one of the world’s first virtual reality schools, Optima Academy Online. On this episode Erika and Business Observer Managing Editor Mark Gordon talked about the why behind her career change and why she has remained a leader in education transformation. They also talked about her mentors and the characteristics of top-flight leaders.  3 Takeaways: (09:55) Have high expectations for your employees and team (14:30) Decide what success is going to look like alongside your employees (17:30) Look at the big picture when thinking about setbacks Timestamps: (00:00) Introducing Erika Donalds, founder and chairman, Optima; education entrepreneur (05:00) What is Optima Ed? (06:45) Center for Education Opportunity (08:00) Starting in Finance and leading to education (09:30) What Erika learned about being a good leader working in finance (12:00) How do you lead? (14:05) What do you look for in leaders? (16:10) How do you overcome setbacks? (18:45) What is next for your organizations? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Kaitlyn Perez launched her own business, KPC Strategies, in January 2024. Prior to that she was senior director of communications and marketing with the National Policing Institute and community affairs director for the Sarasota County Sheriff’s Office for nearly seven years. On this episode Kaitlyn and Business Observer Managing Editor Mark Gordon talk about her career change, in going from top law enforcement spokesperson to running her own crisis management firm that helps leaders navigate high-stakes issues. They also talked about what she learned working directly with elected sheriffs and the dos and don'ts of crisis management.   3 Takeaways: (13:00) Define don't defend (17:30) Speak to yourself like you would your 4-year old self (19:30) Failures are learning lessons Timestamps:  (00:00) Introducing Kaitlyn Perez, founder and CEO, KPC Strategies (03:40) What is KPC Strategies? (05:20) Working for the Sarasota County Sheriff’s Office (07:05) Getting into this line of work (08:15) Mentors (09:45) Crisis Communication Must Do’s (11:55) What should you NOT do in a crisis? (13:00) Define don't defend (14:45) What have you learned about leadership? (17:30) Speak to yourself like you would your 4-year old self (18:40) Overcoming setbacks (21:15) KPC Strategies in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Chris Cunningham, owner of a True-Value hardware store in Tampa and a commercial real estate investor, started his career in lending and financial services. But he soon learned he wanted to do his own thing, and has spent the past 15 years building and buying complementary businesses. On this episode Chris and Business Observer Managing Editor Mark Gordon talk about his mentors and how he learned about work ethic and how to treat people. And listen for his secrets on how to outdo the competition.  3 Takeaways: (10:20) Don’t put yourself in a bucket (13:15) AQ is the most important thing for business owners and leaders (adversity quotient) (17:15) The bigger the problem you can solve, the more you will get paid Timestamps: (00:00) Introducing Chris Cunningham, owner, True Value America Store & Dry 24 Water Restoration (03:55) Chris’ Career (05:30) Chris’ inspiration to become an entrepreneur (06:35) Tell us about True Value America and Dry 24 Water Restoration (10:00) Keys to being a successful entrepreneur (12:00) Retail deserts and getting involved in the community (12:55) What do you look for in good leaders? (14:00) How do you respond to setbacks? (17:45) What did you learn from your grandparents? (20:00) What is coming up in 2025? (21:55) Advice for young entrepreneurs Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Helene Lotman has been in the nonprofit human services space for 40 years, and is currently CEO of JFCS of the Suncoast, which works with people in need in a variety of demographics in a non-dominational setting. Helene has worked in Kansas City, Palm Beach and other spots, in addition to an earlier stint in Sarasota. On this episode Helene and Business Observer Managing Editor Mark Gordon talk about how she holds the staff accountable and has built a culture of accountability at the nonprofit organization. And listen for Helene’s steps she took to get the organization on better financial footing.  3 Takeaways: (05:20) Listen before you act (06:40) The culture makes the organization (12:30) Good leadership is unique Timestamps: (00:00) Introducing Helene Lotman, President and CEO, JFCS of the Suncoast (02:40) What is JFCS? (04:00) Helene Lotman’s career (05:20) Step taken to turn around the organization (07:00) Steps to change the culture (09:30) Hugs and High Fives with Helene (10:55) How do you set up your work day while having an open door policy? (12:30) Leadership characteristics (14:40) Be bold (15:30) Hiring A-list employees (17:20) Overcoming setbacks (19:30) JFCS in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Justin Papadakis has spent his career in real estate development and soccer, with his most recent position being a bit of both: deputy CEO and chief real estate officer of the United Soccer League, based in Tampa. On this episode Justin and Business Observer Managing Editor Mark Gordon talk about what he learned about leadership from playing soccer — he was a goalie — and the steps the USL is taking to build its brand.    3 Takeaways: (09:20) Be aware of the external issues (11:00) Great leadership is the ability to innovate and execute on an idea (15:00) Limit your unforced errors Timestamps: (00:00) Introducing Justin Papadakis, Deputy CEO & Chief Real Estate Officer, United Soccer League (05:00) Justin before joining USL (07:30) Favorite part of working at USL (08:45) Challenging aspects of working at USL (10:20) Characteristics of good leadership? (12:35) Mentors (13:50) Overcoming setbacks (17:30) USL in 2025 and beyond Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Longtime Pinellas County resident Kevin Harrington has a stellar resume. Among the highlights: inventor of the infomercial, shark on the first year of the TV show “Shark Tank,” Fortune 100 investor, philanthropist and author. Kevin has launched over 1,000 products in 100 countries, creating some $6 billion in sales. On this episode Kevin and Business Observer Managing Editor Mark Gordon talk about his rich history in the product sales business, his must-dos for startups — and don’t dos — and what he looks for in leaders.  3 Takeaways: (07:45) Good leaders need to surround themselves with good people (11:30) Success is being able to go from failure to failure without loss of enthusiasm (12:55) Fail fast, fail cheap Timestamps: (00:00) Introducing Kevin Harrington, Inventor of the infomercial and original Shark on “Shark Tank” (04:45) Becoming an entrepreneur (07:35) What are good leadership characteristics? (09:40) How do you deal with failure? (13:00) The rest of 2025 for Kevin Harrington Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Joe Dodd’s restaurant and hospitality career has taken a lot of twists and turns, overcoming some missteps, in locations and partnerships, among others. But now his award-winning King of the Coop, specializing in Nashville hot chicken, is a hit in Tampa’s Seminole Heights neighborhood. On this episode Joe and Business Observer Managing Editor Mark Gordon chatted about the keys to building a strong culture in hospitality — holidays off! — how Joe has overcome setbacks and more. 3 Takeaways: (08:35) Appeal to what your team wants and you’ll get the best from them (15:10) Communication, honesty, and humility are key leadership characteristics (18:10) Don’t listen to the noise, make your own music Timestamps: (00:00) Introducing Joe Dodd, founder of King of the Coop (06:50) Mentors and what Joe learned (10:50) Retaining talent (11:45) Starting King of the Coop (15:10) What makes good leaders? (16:20) Coming back from setbacks (22:20) What is coming for King of the Coop? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Ashley has been in the nonprofit sector in Florida for a decade or so, working for the United Way Suncoast and the Girl Scouts of West Central Florida, among other entities. She was named president and CEO of the Florida Philanthropic Network, which works with foundations statewide in research, education and public policy, in 2020. On this episode Ashley talks about how she got into nonprofits, why she puts an emphasis on collaborative leadership and what she looks for in leaders. And listen for her stories about working and earning a master’s degree in Australia.   3 Takeaways: (11:40) What is the “why” of the people you serve? (14:40) Lead with humor, leave your ego at the door (15:50) Collaboration moves at the speed of trust Timestamps: (00:00) Introducing Ashley Dietz, President and CEO, Florida Philanthropic Network (07:00) What is the Florida Philanthropic Network? (09:10) Ashley’s career before FPN (11:25) Knowing your “why” (13:25) What do you look for in leaders? (15:50) Collaboration moves at the speed of trust (18:15) Learning from mentors (20:30) Dealing with setbacks (22:10) What is coming up the rest of 2025? Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.

Jamie founded Growing Your Team in 2018 after working for a decade or so in the marketing field. Growing Your Team helps other companies, mostly small businesses, not only hire the right people but find the right position for that new employee.  On this episode Jamie talks about the challenges — and freedom — in starting Growing Your Team  (with a pivot after she founded a different company) and how that’s made her a better leader. She also talks about leadership lessons she’s learned from working with small business owners and some of the secrets to hiring ‘A’ level employees.    3 Takeaways: (12:10) Take the time to actually analyze the problem, is it real or is it in your head? (20:15) Do not hire off a resume, hire off the conversation (23:30) Great leaders have a ‘people first’ mentality   Timestamps: (00:00) Introducing Jamie Van Cuyk, Founder of Growing Your Team (04:50) Jamie’s career arc (09:45) How Jamie started Growing Your Team (11:10) Mindset for becoming an entrepreneur (15:30) Hiring process for a small business (21:30) Interviews (22:20) Onboarding (23:15) Good leadership characteristics (24:40) Leadership advice (30:00) Growing Your Team in 2025 Join us every week as we interview business leaders to learn what makes them great, what they look for in growing leaders, and much more. Visit businessobserverfl.com for more.