Evolution Of Homebuying | Fly Homes ft. Dan Richards

In this episode, we dive deep into how homebuying has changed — and where it’s headed — with Dan Richards, President of Flyhomes Mortgage. Dan’s story is one of bridging tech, finance, and real estate to create more accessible paths to homeownership, especially in a market that’s constantly shifting.

Dan joined Flyhomes in October 2022, bringing with him a rich background from SoFi (where he led the Home Loans unit and played a role in acquiring Wyndham Capital Mortgage), Homie, and many years at Academy Mortgage Corporation where he rose through roles in technology, growth, and strategic partnership. Before that, he worked with major tech companies like Microsoft, Google, and Nokia — all of which inform his view of what happens when you blend real estate, customer experience, and innovation.

What You’ll Learn in This Episode

• Dan’s view of how homebuying has evolved since the early 2000s — from heavy reliance on brokers to more lender-led, tech-enabled models.

• How regulation, credit expansion, and consumer expectations have shaped risks and tools in mortgage lending.

• The role of products like “Buy Before You Sell” and Cash Offers in helping buyers avoid common pitfalls, like selling too early or losing leverage in bidding wars.

• How Flyhomes is retooling its business (including selling or narrowing some product lines) to focus more sharply on mortgage services and less on home search tech in order to better serve both buyers and agents. GeekWire+2flyhomes.com+2

• Dan’s leadership lessons: how to grow with integrity, stay nimble, and make decisions that put customers first even when the market demands speed.

This conversation isn’t just about how to buy a home. It’s about reshaping expectations, unlocking tools that work for more people, and creating a homebuying journey that feels doable — not daunting — for today’s buyer. Whether you’re a loan originator, real estate agent, or someone thinking of buying your first home, there’s something here for you.

We’re grateful for the support of sponsors who help us bring you insights like this:

• Mortgage Connect – Offers comprehensive mortgage solutions across the full loan lifecycle: title, closing, valuation, and risk mitigation, helping lenders improve the borrower experience.
  Visit https://www.mortgageconnectlp.com

• Aidium – A modern CRM platform built specifically for mortgage professionals, helping teams manage leads, pipelines, and client relationships smarter.
  Visit https://www.thinkaidium.com

• Floify – A digital point-of-sale and mortgage processing platform that streamlines documents, communication, and workflow between borrower, originator, and agents.
  Visit https://www.floify.com

• TrueWork – Fast, secure employment and income verification tools for lenders to improve loan decisioning speed with trusted data.
  Visit https://www.truework.com

• FundingShield – Fraud prevention and transaction safety solutions (like verifying wire transfers, preventing identity fraud) to protect lenders and borrowers.
  Visit https://www.fundingshield.com