Skip to content
Taylor Doolittle Apply for coaching
Coaching · Limited founding spots

Build a real estate business that doesn't cost you your family.

Taylor Doolittle sells 50+ homes a year, co-leads an 18-agent team, and still makes it to the things that matter. Now he's coaching a small group of agents on the systems and habits that make that possible.

52 closings in 2025 550+ career sales Co-leads an 18-agent team
Taylor Doolittle, real estate agent and co-lead of Team Steady at RE/MAX Results
Taylor Doolittle · RE/MAX Results

Who it's for

For agents doing 15 to 40 deals a year who want their evenings back.

This is for you if

  • You're producing, roughly 15 to 40 deals a year, and you feel maxed out.
  • You're weighing your first hire or a team move.
  • Your phone runs your evenings and weekends.
  • You want to grow without trading away your family or your health.

This isn't for you if

  • You're looking for a lead-gen hack or a script.
  • You want someone else to do it for you.
  • You aren't willing to change how your week runs.

What we work on

Where your evenings go, and how to get them back.

AI is one piece of the work. The coaching covers how your whole week runs.

01

Operations and systems

Get the repeatable parts of your business out of your head and into a system that runs without you remembering it.

02

Delegation and your first hire

When to hire, who to hire, and what to hand off first. Taylor's full-time assistant has been with him for five years.

03

AI that takes the busywork

Use AI for the admin, follow-up, and prep that eat your evenings. Taught by the founder of AI Agent Academy.

04

Protecting your calendar

Build a week where family time, training, and rest are scheduled first, and the business fits around them.

Taylor's story

I started in 2017 with no real estate background.

Before real estate, I was a technology trainer at Apple. I taught people how to use technology, and later I hired and trained new employees.

I got my license in August 2017. I did what worked and wrote it down. Those notes became the playbook Sam Steadman, Lars Anderson, and I built Team Steady on. Today Team Steady is an 18-agent team at RE/MAX Results with more than 2,850 transactions closed.

I closed 52 transactions in 2025 on a referral-first model. My full-time assistant has been with me for five years, and the team covers buyer nights and weekends. That setup is what lets me be an involved husband, a dad of three with a fourth on the way, and a friend who actually shows up.

It leaves room for the outdoors, too. I race triathlons and ride all summer, then cross-country ski and mountain bike through the winter. I also serve as board chair of DadAwesome, a fatherhood ministry.

What I coach is what I do every week.

2025 closings
52
Career sales
550+
Team Steady transactions
2,850+
Years in the business
9

How it works

It starts with a five-minute application.

  1. 1

    Apply

    Tell Taylor about your business and where you're stuck. Takes about five minutes.

  2. 2

    Talk

    If it looks like a fit, you'll set up a call to go over goals, format, and investment.

  3. 3

    Build

    Small-group coaching with 1:1 time built in. The focus is putting changes in place in your business.

Taylor is starting with a small founding group so every agent gets real attention. Spots are limited.

Apply

Apply for a founding spot.

Tell Taylor where your business is today and where you want it to go. Pricing and start details are shared after you apply and talk.

Prefer email? Write to taylor@ts-re.com.

Fields marked with an asterisk are required.

Taylor reads every application personally and replies within a few business days.

FAQ

Questions agents ask.

Is this AI coaching?

No. AI is one piece. The coaching covers operations, delegation, systems, and how your week runs. If you only want AI training, AI Agent Academy is built for that.

What does it cost?

Investment is shared on a call after you apply, once we know it's a fit.

When does it start?

A small founding group is forming now. Accepted applicants get the details.

Is it group or 1:1?

Small-group coaching with 1:1 time built in.

Do I need to be with RE/MAX?

No. Any brokerage is welcome.

I'm not in Minnesota. Can I join?

Yes. Coaching runs over Zoom.

Ready to build a business that fits your life?

Tell Taylor where you are and where you want to be. The founding group is small.