Mortgage Daddies

A clothing store that accepted tire returns is now a 127-year restaurant empire.Will Silverstein is the 5th-generation owner of Servedwell Hospitality, the New Bedford-based group behind Black Whale, Candela, Sail Loft, Not Your Average Joe's, and National Club. We cover the Silverstein family's philosophy of hospitality over service, how Not Your Average Joe's scaled to 28 locations across six states before his father sold the franchise side, and Will's decision to leave New York City fine dining and return home during COVID. We also get into employee retention, doubling down on bad guest experiences to build loyalty, DoorDash's 30% commission reality, and where Servedwell is eyeing expansion next.If you run a business that lives and dies on client experience, this one is for you.Servedwell Hospitality: https://www.servedwellhospitality.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en –Chapters:00:00 - How a 127-year family business stays relevant today09:12 - Why chain restaurants are dying and what replaced them17:44 - How to build a restaurant concept around a space26:50 - Why Servedwell is slowing down before expanding32:09 - What DoorDash actually costs restaurant owners

We're turning the mics over to the next generation. This week, we’re joined by our boys Liam Miles, Austin Snell, and Owen Snell for one of the most chaotic and entertaining episodes we've ever recorded! The kids answer the tough questions: What do your dads actually do all day? What makes them mad? What animal are they most like? Then we get into Liam's sports card hustle and even rip a few packs. Whether you're a mortgage professional, a card collector, or just interested in hearing Owen talk about Super Mario - this one's for you.Follow @liamssportscards on Instagram: https://www.instagram.com/liamssportscards/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en –Chapters:0:00 – Welcome to Mortgage Daddies01:45 – Mario Talk with Owen Snell05:44 – What’s It Like to be the Son of a Mortgage Daddy?14:36 – Favorite Person at Milestone (Besides Dad)17:14 – Rapid Fire Questions with the Kids30:21 – Liam's Sports Cards35:07 – Live Card Break51:55 – Sign Off

This week, we’re joined by Scott Crook, a veteran sales leader from Salesforce. Scott’s here to discuss the parallels between our industries - elite tech sales and the high-volume mortgage business. Scott tells us about the wild pace of the tech industry and the path he took on his rise to corporate sales success. We’re talking about real life too: parenting, the importance of grit and work ethic, and a little regularly-scheduled youth sports talk too. Enjoy!Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en –Chapters:00:00 Welcome to Mortgage Daddies04:50 The Grind is Never Enough10:15 Working for a Gigantic Company and Scott’s Sales Background15:55 Dad Life18:25 On Demanding Careers25:30 Personal Life and Goals34:45 Youth Sports

This week, we’re joined by Milestone’s very own Rob Serpa: a powerhouse loan officer who quadrupled his annual volume to over $28 million in just two years. Rob highlights the power of a competitive mindset and why every top producer needs to "wake up poor." We’re also talking Mission 22, a non-profit dedicated to ending veteran suicide that Rob supported by donating from every single one of his 2025 closings. This one’s a must-watch if you want to learn to scale production while maintaining discipline and authenticity.Visit Mission 22 at https://mission22.org/ Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en

2025 is officially in the books, and it was a banner year at Milestone Mortgage Solutions! We’re recapping our awesome year and setting a new goal: $1.1 billion in 2026. This episode is us pulling back the curtain on how we scale our mortgage brokerage. We also move beyond the numbers to talk about the philosophy that drives our success: Doing the right thing when no one is looking. We believe character is what ultimately builds a billion-dollar company - and you certainly can’t overlook it.Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en

This week, we’ve got a true OG of the Milestone family: Patrick Walsh of Whaling City Title & Closing. If you’re in the real estate industry and think business ends at 5:00 PM, Patrick’s here for a reality check! Whaling City Title & Closing is one of the strongest title companies in Massachusetts, built by being available when others weren't - no days off.Whether you’re a loan officer, a realtor, or a homebuyer, you’ll learn why the "quarterback" of your closing is the most important person in the room.Whaling City Title & Closing: https://www.facebook.com/walshtitleandclosing/ Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en

In this unplugged episode, we’re stepping away from interest rates and loan guidelines to discuss the personal side of being high-producing mortgage professionals: the balancing act of family, health, and parenting. As high-producing mortgage brokers, the 24/7 grind is real, but as dads and husbands, the home-base is what matters most.Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en

Thinking about getting into the mortgage business? Vernon and Craig are here with the inside scoop on what it actually takes to become a top-producing loan officer. We’re moving past the fancy cars and nice clothes to talk about the reality of the industry. Whether you’re a 20-year veteran or just starting out, this episode is packed with everything you need to hear if you want to be in the 1%.Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en

In this episode, we’re switching gears a little bit to hear from the core of our operation: Courtney Foote (Loan Processor) and Wendy MacKinnon (Executive Success Coordinator) from the Milestone team. We’re covering their perspective on the day-to-day roles, the biggest headaches of the mortgage business, company culture, career shifts and more. Whether you’re an industry veteran, looking to break into the mortgage industry, or just want to get to know some of our favorites at Milestone, this one’s a must-listen!Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en -Chapters:00:00 Welcome to Mortgage Daddies07:47 The Milestone Day-to-Day15:17 Flexibility at Milestone22:37 Company Culture and More

This week, we're joined by two of the best real estate attorneys in the business: Patti Couto and Mike Maloney from SKM Title & Closing Services. We’re mixing business philosophy with essential buyer education: why success in real estate requires moving beyond transactions and genuinely loving to serve clients, how technology has compressed the timeline, and the difference between the Lender's Policy and Owner's Policy. This one’s essential listening for any homeowner, homebuyer, realtor, or loan officer looking to level up - enjoy!Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en

This week, we're once again joined by Sean Lee, Milestone's Business Development Officer. Sean showed up fresh off a red-eye from Washington to talk about the hottest topic in loan officer recruiting: the retail lie of "control." We’re taking on the largest false narrative in the industry: that Independent Mortgage Banks (IMBs) have more control over the loan process than the broker channel. Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en –Chapters:00:00 Introduction00:53 Sean's Travel Schedule05:30 Retail Doesn’t have more Control than Brokers07:18 Wholesale Pricing vs. Independent Mortgage Banks15:50 The Broker Market Share Shift23:15 Homebuyers Want Options and Transparency31:15 Loan Officers Moving from Retail to Wholesale35:00 The Key to Winning Every Deal

This week, we're joined by the high-energy and definitely chaotic Dustin Indermuehle. We get candid about how this top-producing loan officer manages huge numbers despite a few distractions, and even dive into his background in the 101st Airborne. This episode is packed with wild stories (like accidentally running over his best friend!) and plenty of serious talk about the importance of specializing in VA loans, why a lack of mentorship led him to open his own brokerage, and why fitting the company culture is non-negotiable for success.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

Join us for Refinance 101 with Vernon and Craig! With rates likely to keep dropping in the coming months, we're breaking down everything you need to know about home loan refinancing to take advantage. We’re talking rate and term vs. cash-out, dropping your rate without an appraisal, and addressing the biggest myth out there: that refinancing wrecks your credit. Don’t sit on the sidelines waiting for the perfect rate - let’s save you some money every month!–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

This week, we're thrilled to be joined by two of our most critical partners from United Wholesale Mortgage (UWM): Joshua Welsh and Debbie Dirosa. We get candid about the UWM relationship that's been instrumental in Milestone’s growth and why speed truly solves everything. This episode is a real conversation about how brokers need support, technology, and trust to grow - and why UWM is the leader in all three.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

This week, we're joined by Rachel O'Donnell, our COO at Milestone Mortgage Solutions. We get candid about the messy, chaotic early days of Milestone and how we built a well-oiled machine by letting go of control and trusting the team. This episode is packed with honest advice on leadership, culture, and why listening to every voice, even the newest one in the room, is key to building a business that lasts.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

Welcome back to Mortgage Daddies! This week, we're taking a little break and chatting about something a little more personal: our lives as dads in the world of youth sports. We're talking crazy parents, the importance of volunteers, and the brutal honesty of kids. When you stop and think, there are some big life lessons to be learned - from delegation and accepting that not everyone gets a trophy, to good old competition, every parent and every professional can relate to the lessons you learn on the field. They’re the same lessons that help you build a top-tier business.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

Want a top-producing mortgage team without the chaos? Vernon and Craig cut through the noise on this episode. We dive into the nuts and bolts of delegation, fostering trust, and how embracing AI helps your team build stronger client relationships. This is about growth without chaos, giving you the support to truly scale your career.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

How do you find balance in the demanding mortgage industry? Michelle Chretien, a powerhouse with 20+ years in the mortgage industry, joins us to share! As a successful loan officer, wife, mother, and grandmother, Michelle explains why she transitioned from owning her own shop to Milestone. Discover how Milestone's comprehensive tech, training, and operational support free her up to achieve a better work-life balance, grow her team, and finally take those family vacations without stress. This episode is packed with invaluable advice for every mortgage professional!–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

Why do so many loans still go retail when wholesale is faster and cheaper? This week’s guest Russell Petty breaks down the marketing and tech disconnect that holds brokers back – and how he's solving it! Join us as we explore his custom-built platform that centralizes everything for loan officers, offering unparalleled control, efficiency, and scalability. A must-watch for broker-owners and LOs looking to thrive in an evolving market!–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

How do you build a successful mortgage business without just chasing leads? Skylar Welch joins us to share her answer! We dive into her focus on community involvement, authentic connections, and why pouring into where you already spend your time can transform your business. A must-listen for anyone in real estate or mortgages looking to build something truly special - enjoy!–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

We're joined by Jonathan Wojtowicz, who pulled himself out of the corporate life to build a powerhouse RE/MAX agency and a thriving flipping business. Wojo shares his secrets on finding "the next GOAT" in real estate, why competition fuels success, and the critical role of mentorship in learning the ropes. Plus, hear some hilarious stories about home renovations gone (almost) wrong! Enjoy.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

What's it like to transition from mortgages to selling luxury boats? We sat down with our friend George Fearons to hear his incredible story! George shares insights from his time in the mortgage business during the 2008 crash and how he became "The Boat Guy." Plus, we learn why George says "sales is sales,” no matter what you're selling, and why building trust is key. Tune in for some wild tales and solid business advice!Visit us at: https://www.mymortgagedaddies.com/ –Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

Buying a home can be overwhelming, but we're here to break it down! In this episode, we’re walking you through the A to Z of the mortgage process. We answer common questions from first-time homebuyers, covering everything from getting pre-approved and understanding loan estimates to closing costs and final disclosures. If you're looking for clear, actionable advice on navigating your home purchase, this episode is a must-watch.Visit us at: https://www.mymortgagedaddies.com/ –Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

This week on the show, we have Jared Methia on to talk about career growth and the power of mentorship. Jared discusses his experiences at Milestone, emphasizing the value of learning from experienced colleagues, developing a strong work ethic, and the importance of continuous learning in the mortgage business. Enjoy!Visit us at: https://www.mymortgagedaddies.com/ –Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

Got mortgage questions? Craig and Vernon, the Mortgage Daddies, are here to help! In this quick-fire Q&A episode, we’re tackling some of the most common questions we get from clients and realtors. From navigating interest rates to making your offer stand out, you’ve got questions - and we’ve got the answers.–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=enMilestone Mortgage Solutions: https://milestonemortgagesolutions.com/

What does it take to build a successful mortgage business in today's market? In this episode we talk with Sean Lee about his experience in business development and recruiting, and how he's helping Milestone Mortgage Solutions expand. We're covering topics like the advantages of the broker model, strategies for recruiting and retaining top talent, the impact of technology on the mortgage industry and more!–Follow us:https://www.mymortgagedaddies.com/Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/

What does it take to build a successful mortgage business and empower loan officers to excel? In this episode we get into how we build officers into $100+ million producers: our approach at Milestone, exploring growth, the benefits of our model, and how we support the team. Enjoy!–Follow us:Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/