Mortgage Daddies

Keith Gasque spent 10 years as a realtor before switching to mortgages - and outproduced veterans who had a decade's head start. He moved to Massachusetts in 2020 and built $52 million in production in under 4 years, with no local network and no one teaching him anything. Keith Gasque is a loan originator at Milestone Mortgage Solutions who spent 10 years as a realtor in South Carolina before pivo...

Chris Mongeon runs a real estate brokerage, two Dunkin' franchises, and is launching a charter fishing business - and somehow, he still has time to join us on our show! Chris Mongeon is a 32-year-old entrepreneur from Somerset, MA - a 4th-generation Dunkin' franchisee, broker/owner at Peak Real Estate Company, and a soon-to-be charter fishing operator. We cover how Chris built Peak Real Estate as...

Deanna Auger started in mortgages before fax machines existed - and she's still outproducing loan officers half her age. Deanna Auger is a loan originator at Milestone Mortgage Solutions with 42 years in the mortgage industry, spanning banking, operations, underwriting, and origination. We cover why she never sends online application links and takes every loan app by hand, how she built a dominant...

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 s...

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...

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,...

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 2...

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 cha...

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...

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://milestonemortgagesolutio...

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%. Mi...

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...

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'...

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. Mile...

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 specializi...

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 f...

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...

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 th...

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,...

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.c...

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 bette...

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 lo...

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...

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. – Follo...

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 a...