Servedwell Hospitality: 127 Years of Family Business Done Right (Will Silverstein) | Mortgage Daddies

Servedwell Hospitality: 127 Years of Family Business Done Right (Will Silverstein) | 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/ [https://www.servedwellhospitality.com/] – Follow us: Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ [https://www.facebook.com/mortgagedaddies/] Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ [https://www.instagram.com/mortgagedaddies/] Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en [https://www.tiktok.com/@mortgagedaddies?lang=en] – Chapters: 00:00 - How a 127-year family business stays relevant today 09:12 - Why chain restaurants are dying and what replaced them 17:44 - How to build a restaurant concept around a space 26:50 - Why Servedwell is slowing down before expanding 32:09 - What DoorDash actually costs restaurant owners

The Boys Take Over: Sports Cards, Superpowers & Having a Mortgage Dad | Mortgage Daddies

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/ [https://www.instagram.com/liamssportscards/] – Follow us: Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ [https://www.facebook.com/mortgagedaddies/] Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ [https://www.instagram.com/mortgagedaddies/] Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en [https://www.tiktok.com/@mortgagedaddies?lang=en] – Chapters: 0:00 – Welcome to Mortgage Daddies 01:45 – Mario Talk with Owen Snell 05:44 – 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 Kids 30:21 – Liam's Sports Cards 35:07 – Live Card Break 51:55 – Sign Off

Sales Leadership: Whatever You’re Doing Is Never Enough (Scott Crook, Salesforce) | Mortgage Daddies

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/ [https://milestonemortgagesolutions.com/] – Follow us: Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ [https://www.facebook.com/mortgagedaddies/] Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ [https://www.instagram.com/mortgagedaddies/] Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en [https://www.tiktok.com/@mortgagedaddies?lang=en] – Chapters: 00:00 Welcome to Mortgage Daddies 04:50 The Grind is Never Enough 10:15 Working for a Gigantic Company and Scott’s Sales Background 15:55 Dad Life 18:25 On Demanding Careers 25:30 Personal Life and Goals 34:45 Youth Sports

Supporting Veterans While Quadrupling Mortgage Volume: Rob Serpa | Mortgage Daddies

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/ [https://mission22.org/] Milestone Mortgage Solutions: https://milestonemortgagesolutions.com/ [https://milestonemortgagesolutions.com/] – Follow us: Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ [https://www.facebook.com/mortgagedaddies/] Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ [https://www.instagram.com/mortgagedaddies/] Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en [https://www.tiktok.com/@mortgagedaddies?lang=en]

How We’re Scaling Our Mortgage Company to $1.1 Billion in 2026 | Mortgage Daddies

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/ [https://milestonemortgagesolutions.com/] – Follow us: Mortgage Daddies on Facebook: https://www.facebook.com/mortgagedaddies/ [https://www.facebook.com/mortgagedaddies/] Mortgage Daddies on Instagram: https://www.instagram.com/mortgagedaddies/ [https://www.instagram.com/mortgagedaddies/] Mortgage Daddies on Tiktok: https://www.tiktok.com/@mortgagedaddies?lang=en [https://www.tiktok.com/@mortgagedaddies?lang=en]