PODCAST · business
CapLander
by J. Thelander Consulting
Dive into the dynamic world of entrepreneurship, innovation and business with CapLander, hosted by Jody Thelander and Morgan Thelander of J.Thelander Consulting. Whether you're invested in the private capital markets, building your own venture or curious about the entrepreneurial spirit — this podcast unpacks the latest trends, insights and opportunities shaping today's market and the people driving what's next. CapLander connects the dots between personal and professional life—because how you do anything is how you do everything.
Episodes
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What Does Gail Think? Meet our Matriarch
Four generations. Three strong women. One unforgettable conversation. In this special episode of CapLander, Jody and Morgan welcome a very personal guest: Gail Kaplan, Jody’s mother, Morgan’s grandmother, and the outspoken matriarch of their family. At 86 years young, Gail has a lifetime of…
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Who Serves Sandwiches at Cocktail Hour? A San Francisco Debrief
What do you pack for a business trip—and what do you bring to the room once you get there? Fresh from San Francisco and Palo Alto, Jody and Morgan Thelander unpack everything from repeat-worthy blazers and Silicon Valley style to the personal connections that keep business moving. They share why…
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The Business of Success
What does it actually take to stand out—in your career, in relationships, and in everyday life? In this episode of CapLander, Jody and Morgan have a wide-ranging conversation about effort, independence, and the increasingly underrated skill of knowing how to deal with people. They dig into a…
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More Than a Stadium: Cynthia Ciminelli on Building the Buffalo Bills' New Home
What does it take to build a new home for the Buffalo Bills? ARC co-owner Cynthia Ciminelli joins Jody and Morgan to share the pride, teamwork, and community spirit behind the new stadium—and why its opening feels bittersweet for lifelong fans. Cynthia also talks about starting a business with…
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Stashing Acorns: Building & Managing Wealth with Haley Schaffer
Jody and Morgan sit down with Haley Schaffer, Founder and Managing Partner of Waypoint West, to discuss the financial and emotional complexities that come with building, managing, and transferring wealth. Haley explains why her firm acts as the “CFO of a client’s life,” helping families navigate...
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The Reality of Having High Standards
The standards we set in one part of our lives tend to show up everywhere else. Jody and Morgan discuss adjusting to life with a newborn, learning when to offer advice (and when to let it go) and creating routines that make new chapters manageable. They discuss AI's growing role in privately held...
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New Baby, New Chapter
Morgan is back—just three weeks after welcoming her daughter! She and Jody share the emotional story of her breech delivery, unexpected C-section, early motherhood, and the family support that carried her through it.
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Best of CapLander: Money, Meaning, and the New Rules of Wealth with Christine Leong Connors
This episode originally aired on March 17, 2026, and is being re-released as part of our Best of CapLander series, highlighting some of our most popular and impactful conversations. What does real wealth actually look like when you strip away the buzzwords? In this episode, Morgan and Jody sit…
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Best of CapLander: Kaylin Roche on theSkimm, JIGGY Puzzles, Shark Tank and Building a Life Worth Investing In
This episode originally aired on Apr 21, 2026, and is being re-released as part of our Best of CapLander series, highlighting some of our most popular and impactful conversations. What does it take to go from first employee at a hyper-growth media startup to founding a consumer brand, landing a...
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Best of CapLander: How to Minimize Taxes & Maximize Wealth with Alessandro Chesser
This episode originally aired on February 2, 2026, and is being re-released as part of our Best of CapLander series, highlighting some of our most popular and impactful conversations. In this episode of the CapLander podcast, hosts Jody and Morgan Thelander sit down with Alessandro Chesser…
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Best Of CapLander: Getting Real With Julie Wainwright: From "Unhireable" to Building a Billion Dollar Business
This episode originally aired on October 27, 2025, and is being re-released as part of our Best of CapLander series, highlighting some of our most popular and impactful conversations. In this episode, Jody and Morgan Thelander are joined by the one and only, Julie Wainwright, founder & former CEO...
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Best of CapLander: Putt For Show & Play For Dough: Ali's Winning Career Strategies
This episode originally aired on January 12, 2026, and is being re-released as part of our Best of CapLander series, highlighting some of our most popular and impactful conversations. Join Jody and Morgan as they are joined by Ali Murata, compensation and benefits partner at Cooley. Ali shares…
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The Founder Mindset: Building L'AVANT Collective, Raising a Family & Overcoming Adversity with Lindsay Droz
What does it really take to turn a side hustle into a thriving consumer company? Lindsay Droz, Co-Founder at L'AVANT Collective, joins Jody and Morgan to share the story behind building a premium, plant-based home cleaning product company from the ground up. From bootstrapping the business while...
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Behind The Compensation Curtain with John Trentacoste
What really goes into executive compensation at one of the world's largest financial institutions? John Trentacoste shares his journey from advising corporate boards to leading executive compensation initiatives at Goldman Sachs, offering a behind-the-scenes look at how incentive plans, equity…
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The New Rules of Entrepreneurship: What Every Founder Needs to Know
What does it really mean to be an entrepreneur in today's economy? In this episode, Jody and Morgan explore how entrepreneurship has evolved—from side hustles and online businesses to venture-backed startups—and why more people than ever are looking beyond the traditional 9-to-5. They discuss the...
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The Leadership Playbook: Good to Great CEOs with Julie Jackle
What separates good CEOs from truly exceptional ones? Executive coach and CEO advisor Julie Jackle has spent 17 years helping founders and executives navigate the toughest stages of growth—from building their first leadership team to leading billion-dollar public companies. In this episode, she...
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Building Brand Authenticity & Trust One Opinion at a Time
What do startup equity, social media influencers, luxury brands, and handwritten thank-you notes have in common? More than you might think. Jody and Morgan begin by unpacking the latest conversation around QSBS trust stacking and why founders need to ensure they're earning the right equity before...
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Margaret O’Leary: Building a Fashion Brand One Sweater at a Time
Irish-born entrepreneur Margaret O’Leary joins CapLander to share the story behind the knitwear company that bears her name. From arriving in San Francisco with a deep knowledge of sweaters to growing a beloved retail brand with 14 stores, Margaret reflects on entrepreneurship, fashion…
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Troy Alexander on Second Chances, Startups, and Men's Wellcare
Troy Alexander's life changed forever after a college fight landed him in prison. What could have become the defining mistake of his life instead became the foundation for everything that followed. In this episode, Troy shares how two years of incarceration taught him resilience, discipline, and...
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Shooting Your Shot: Career Lessons, Startup Opportunities & Why Small Talk Matters
In this episode of CapLander, Morgan and Jody discuss the realities of entering today’s competitive job market—and why some of the simplest professional habits still make the biggest difference. From showing up on time and learning from demanding mentors to networking in unexpected places and...
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The New Venture Capital Playbook: Emerging Managers, AI, and Taking the Risk
Venture capital has evolved from a cottage industry into a global ecosystem—and the next generation of investors is reshaping what comes next. Chris Harvey, founder of Harvey Esquire, joins Jody and Morgan to discuss the rise of emerging fund managers, why firms like Andreessen Horowitz changed…
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Building EO: Clean Beauty, Conscious Business & Evolving in the AI Era
This week on CapLander, Jody and Morgan sit down with EO Products co-founder and co-CEO Susan Griffin-Black to talk about building one of the original natural personal care brands decades before “clean beauty” became mainstream. From launching EO in Marin County in 1995 to creating the massively...
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The Squeeze: Building Businesses, Raising Families & Why Average Doesn’t Win
Morgan and Jody check in from the Blue Ridge Mountains and cover everything from airport travel and luxury stroller shopping to the changing future of startups, venture capital, and leadership. Along the way, they unpack why smaller companies are becoming more powerful, how AI is reshaping...
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Craftsmanship, Entrepreneurship & Building Something That Lasts with David Stine & Stephanie Abbajay
In this episode of CapLander, Jody and Morgan discuss the spirit of entrepreneurship and leadership with David Stine and Stephanie Abbajay - while digging into the realities of what it's like working with your spouse. David shares how he left a successful law career and turned his woodworking…
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The Paycheck Derby: How to Win Big
Morgan and Jody recap a work trip to Austin, Kentucky Derby upsets, The Devil Wears Prada, a The Wall Street Journal breakdown of high-earning women, and Belle Burden's memoir—on the surface, they don’t seem connected. But together, they point to one idea: the top 1% is built through accumulated...
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Birkin > S&P 500? The Luxury Resale Game Explained
From a small-town gas station to the front lines of luxury resale, Ashley Maurice’s journey into fashion is anything but typical—and that’s exactly why her perspective cuts through the noise. In this CapLander episode, Ashley (Manager of Buying at The Vault Luxury Resale) breaks down what…
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Feel the Fear & Do It Anyway - Kaylin Roche on theSkimm, JIGGY Puzzles, Shark Tank and Building a Life Worth Investing In
What does it take to go from first employee at a hyper-growth media startup to founding a consumer brand, landing a deal on Shark Tank with Mark Cuban, and pivoting into angel investing and real estate development — all while raising two kids under two? Kaylin Roche has done exactly that, with...
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From Wall Street to “Drug Dealer”: Inside Geoff Meyerson’s Playbook
Geoff Meyerson didn’t just choose a career—he built one. From investment banking and venture capital to launching Locust Walk the day Lehman Brothers collapsed, Geoff shares how betting on himself led to a 17-year nonlinear journey at the center of biotech dealmaking. This episode dives into what...
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Opportunity Cost & Consequences: The Price of the Fast Track
This week on CapLander, Jody and Morgan kick things off with a brutally honest look at accountability—why a simple “I screwed up” is so hard to say, and why it matters more than ever. From there, they dive into a provocative Wall Street Journal piece on AI founders dropping out of elite schools...
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Who Not How: Building Roo Capital with Nate DaPore
Nate DaPore, founder and managing partner of Roo Capital, joins Jody and Morgan to share how he built a venture firm centered on talent, conviction, and a “who not how” mindset. He explains how his firm blends investing with in-house recruiting to create real value for founders, and why…
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Rabbi by Calling, Dealmaker by Day: Brian Denker on Faith, Failure & Finding Purpose
What happens when biotech, spirituality, and real life collide? You get Rabbi Brian. In this episode, Morgan and Jody sit down with Brian Denker—conference leader at BioCentury and a rabbi serving interfaith and modern families—for a conversation that goes well beyond a typical career path. After…
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Money, Meaning, and the New Rules of Wealth with Christine Leong Connors
What does real wealth actually look like when you strip away the buzzwords? In this episode, Morgan and Jody sit down with longtime friend and finance powerhouse Christine Leong Connors, co-founder and CEO of Verita Strategic Wealth Partners, for a conversation that goes far beyond money...
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Silicon Valley’s Cool General Counsel: A Conversation with Jan D’Alessandro
This week Jody and Morgan sit down with Jan D'Alessandro, founder of Blue J Strategies and one of the driving forces behind Pledge 1%, the global movement encouraging companies to pledge equity, profit, product, or employee time for social impact. Jan shares her path from big law to AOL,...
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When Your Boss is Your Mom
In this episode of CapLander, Jody and Morgan turn the mic on themselves. With Morgan celebrating her 31st birthday (and expecting her first child), the two take a step back to share how their partnership—and their family business—actually works. They talk about how Jody built J. Thelander...
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It Just Takes Moxxie: Katie Stanton on Modern Venture, Winning Founders & Building with Courage
Katie Stanton, Founder and Managing General Partner of Moxxie Ventures, joins Jody and Morgan for a candid conversation about what it really takes to build—and back—early-stage companies in today’s market. From her journey as a longtime Silicon Valley operator to launching Moxxie in 2019, Katie...
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Parking Perils & Private Equity - Taking Action Without Permission
From parking wars to the real work of creating value inside private equity portfolios, this episode is all about personal agency. Jody and Morgan sit down with Paul Press of Press & Associates, a trusted search partner to private equity firms building value creation and portfolio operations…
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The Future of Fertility with Lauren Makler of Cofertility
In this episode, Jody and Morgan are joined by Lauren Makler, co-founder and CEO of Cofertility, a modern fertility company redefining family-building. Lauren shares how her background in tech prepared her to launch her own company, the inspiration behind Cofertility's first-of-its-kind egg…
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How to Minimize Taxes & Maximize Wealth with Alessandro Chesser
In this episode of the CapLander podcast, hosts Jody and Morgan Thelander sit down with Alessandro Chesser, founder & CEO of GetDynasty to discuss how they help startup founders pay zero taxes through Qualified Small Business Stock (QSBS). Discover how Alessandro's journey from banking to tech…
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Mother-Daughter Trade Secrets
Join Jody and Morgan as they debrief from the JP Morgan Healthcare Conference and share an exciting update for what's to come in 2026. Jody breaks down the smartest wardrobe investments - what's worth the price tag, where to save and how to play the high-low game while Morgan prepares for a snow...
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Putt For Show & Play For Dough: Ali's Winning Career Strategies
Join Jody and Morgan as they kick off JP Morgan's 44th Annual Healthcare Conference in San Francisco. They are joined by Ali Murata, compensation and benefits partner at Cooley. Ali shares her insights on the evolving compensation landscape, the strategic role of legal advice in business, and her...
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Unpacking Venture Debt with David Spreng
In this episode, Jody and Morgan Thelander come out of hibernation to share exclusive data on salary increases and bonuses for investment firms and private companies - plus, who's hiring for 2026. They are joined by special guest David Spreng, founder of Runway Growth Capital, who shares his...
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Venture Secondaries, IPOs and AI: A Deep Dive with Emily Zheng
This week, Jody and Morgan are joined by Emily Zheng, a Senior Research Analyst at PitchBook. Emily breaks down the intricacies of secondary markets, the impact of AI on venture capital, and what 2026 holds for IPOs and private investments. Emily shares her journey from JP Morgan to PitchBook,...
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Biotech Boss: Laura Shawver's Leap from Lab to Leadership & Liquidity
This week, Jody and Morgan Thelander are joined by Laura Schawver, a pioneering force in the private life science industry. From her roots in Iowa to leading groundbreaking companies in the Bay Area, Laura shares the experiences that prepared her to be a CEO, as well as the challenges and…
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Jason Baumgarten's Leadership Playbook: No Office, No Suit
On this week's episode, Jody and Morgan give a Thanksgiving debrief before diving into the world of executive search with Jason Baumgarten. Jason is a long time partner at Spencer Stuart, one of the world's leading global executive search firms. Discover how Jason has built a successful practice...
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The OG Wellness Influencer: Diana Stobo's Journey to Holistic Health
This week, Jody and Morgan are joined by wellness guru and entrepreneur, Diana Stobo. Discover her inspiring journey, how Diana transformed her life from battling health issues to pioneering holistic wellness. Learn about her innovative approaches, the creation of her renowned retreat in Costa...
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The Hustle, Style & Grit Behind The Vault with Laura Maurice
What’s it like working for your mom?” This week, Jody and Morgan are joined by Chief Curator and Co Owner of The Vault Luxury Resale, Laura Maurice. Discover the inspiring story of a family business, the true meaning behind an entrepreneur spirit and the power of giving back. Laura shares her...
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Thelander’s Global Road Show
Catch up with Morgan and Jody as they continue their private capital markets road show from Boston to Buffalo to New York. Hear insights from their whirlwind tour - from Boston's biotech scene to the bustling energy of New York and how they’re preparing for the global stage at London's Jefferies...
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Getting Real With Julie Wainwright: From "Unhireable" to Building a Billion Dollar Business
In this episode, Jody and Morgan Thelander are joined by the one and only, Julie Wainwright, founder & former CEO of The RealReal. From navigating the challenges of the dot-com bubble with pets.com to revolutionizing the luxury consignment market, Julie shares her insights on resilience,...
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From Benefits to Boardrooms: Larry Leisure's Epic Career Ride
Join us for an engaging conversation with Larry Leisure as he shares his epic journey from benefits consulting to becoming a key player in the healthcare and investment sectors. Discover the pivotal moments, lessons learned, and the power of networking that shaped his illustrious career. Whether...
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Cowboys On The Run: The Wild West of FinTech with Duncan Barrigan
Join Jody & Morgan Thelander as they dive into the world of FinTech with Lunos AI Founder & CEO, Duncan Barrigan. Discover Duncan's journey from being an early employee at GoCardless to launching his own company, building a business across the Atlantic, and the innovative ways Lunos is…
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ABOUT THIS SHOW
Dive into the dynamic world of entrepreneurship, innovation and business with CapLander, hosted by Jody Thelander and Morgan Thelander of J.Thelander Consulting. Whether you're invested in the private capital markets, building your own venture or curious about the entrepreneurial spirit — this podcast unpacks the latest trends, insights and opportunities shaping today's market and the people driving what's next. CapLander connects the dots between personal and professional life—because how you do anything is how you do everything.
HOSTED BY
J. Thelander Consulting
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