Mike Oborn · AI Teams for Mortgage, Real Estate and Investing

Twenty years on both sides of the deal. Now I help owners hand the busywork to an AI team.

Lenders, agents and investors lose their days to follow-ups, missing documents and updates. Molly and I build you an AI team on Claude that sorts your inbox, chases what's missing and drafts what's next, so your day goes to deals.

The audit takes about 3 minutes. See where your hours are going.

Mike Oborn

Where your week goes

That's not a people problem. It's a systems problem.

Why me

I've been the client in every seat you're sitting in.

I ran a Ford service department, owned two collision shops, trained 400 to 500 investors a year on deals and capital raising, and for 20 years have bought, built and financed real estate through 20+ project LLCs. Today I originate loans in Florida, run real estate projects in Utah and I'm launching an IV clinic in California.

Every one of those businesses had the same problem. The work that made money waited on the work that kept things moving: the follow-up, the missing document, the update nobody sent.

As COO of Arizona Wellness Center, I fixed that with systems for reporting, staffing and customer acquisition. Revenue grew 33%, and the business sold in May 2026.

Then my wife Molly and I built my AI team. A Chief of Staff briefs me every morning, my follow-ups are drafted before I ask, and my businesses run on systems instead of my memory.

I don't sell software. I sit down with you, find what's eating your week, and we build the team that takes it off your plate.

Mike Oborn seated

Your AI team

Five AI employees, one for each part of your business. They work inside the Gmail, Calendar and Drive you already use.

01

Chief of Staff

A morning brief, your inbox triaged, calls prepped and follow-ups caught.

02

Client Concierge

New client and borrower onboarding, document checklists and status updates, drafted for you.

03

Sales Assistant

Lead follow-up and realtor partner check-ins, drafted the same day.

04

Content Producer

Posts and emails in your voice, a month at a time.

05

Finance Assistant

A monthly money check, open invoices, and commission and investor report drafts.

Every employee drafts. Nothing goes out without your yes.

How it works

01

A call with Mike.

We find the three things eating your week.

02

Start with you.

A short interview so your team learns how you and your people work.

03

Meet your team.

Your first AI employees are working in week 1. The rest by day 21.

04

Coaching with Mike.

Mike coaches you and your team through real use, with tune-ups on day 7 and day 21.

05

Your people, trained.

Up to 4 people on your team learn to run it, you included.

Ways to work with us

Not sure where to start? Take the free audit and it points you to the right one.

Do it yourself

Free AI Audit

Free

About 3 minutes. See where your hours are going and which AI employee to hire first.

Take the free audit

Hire Your First AI Employee

$297 one time

Your own Chief of Staff, set up in about 45 minutes at your own pace. A morning brief, your inbox triaged and follow-ups drafted.

See the Chief of Staff

Full disclosure: Molly is Mike's wife, and Mike earns a commission on this guide.

Opening soon

Build Your AI Team

$997 one time

Self-paced. Your Chief of Staff, a Content Producer that writes in your voice, plus a third employee you pick: Client Concierge, Sales Assistant or Finance Assistant.

Save my spot

Built with you

AI Teams for Solo Owners

$3,000

Founding price for our first 5 clients. Goes to $4,500 in December.

For the solo agent, loan officer or investor.

  • 30 days
  • 3 AI employees
  • You, trained to run it
  • 4 coaching calls with Mike

After setup: AI Team Care at $497 a month, or Team Growth at $997 a month.

Book a call with Mike

Mike and his wife Molly built Thankfully Tech AI Teams together, as lifelong entrepreneurs creating solutions for other entrepreneurs.

From a realtor who runs on hers

"Before Chief of Staff, my life was scattered across my notes app, my calendar and the lists in my head, right down to prescription refills and registering my car. Now it all lives in one place, connected to my email, calendar and CRM, and I finally trust that nothing is slipping through the cracks. It's saving me 5 to 10 hours a week, and the bigger gift is the mental space. It even reminds me to take a break when I'm hyper-focused, and flags an idea when it doesn't fit my bigger goals."
Brooke Bishop, Realtor and Coach

Results vary. This is Brooke's own experience.

This is for you if

  • You run a mortgage team, brokerage, real estate team or investment company with 2 to 20 people
  • Follow-ups and updates slip when you get busy
  • You want AI working inside the tools you already use
  • You'd rather have it built with you than learn software

This isn't for you if

  • You want AI to send emails without your review
  • You need a custom-coded app
  • You're a large company with layers of approval

Questions

Do I need to be techy?

No. We build it with you, and your team learns to run it in plain words.

What tools does it use?

Claude, connected to the Gmail, Calendar and Drive you already use. Each person who uses it needs a paid Claude plan.

Who will I work with?

Mike. He coaches you and your team from your first call through setup, and stays your point of contact.

Will it send emails for me?

No. It drafts. You approve.

How do I know it's working?

We count your hours on day 1 and day 30, so you see the difference in your own numbers.

What do I keep?

Everything we build lives in your own Claude and Google accounts. If you leave, your AI team stays with you.

Let's find what's eating your week.