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Taylor Doolittle Apply for coaching
Twin Cities, MN

Taylor Doolittle

Real estate agent, team leader, and coach for agents who want a business that fits their life.

Coaching Speaking
52 closings in 2025 550+ career sales 18-agent team 9 years in real estate
Taylor Doolittle, real estate agent and co-lead of Team Steady at RE/MAX Results
Team Steady · RE/MAX Results

What I do

Selling homes is the day job. Here's the rest.

For producing agents

Coaching

Small-group coaching for agents doing roughly 15 to 40 deals a year. We work on your systems, your first hire, and a calendar where family comes first.

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For brokerages and events

Speaking

Talks on building a business around your family, hiring your first assistant, and systems your team can run. Over Zoom, in your office, or on stage.

See speaking topics

AI training

AI Agent Academy

The AI training program for real estate agents that Taylor founded.

Visit theaiagent.academy (opens in a new tab)

My story

I got my license in 2017 and learned the business as I went.

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 licensed in August 2017 with no background in the industry. So I wrote down what worked. Those notes turned into the playbook Sam Steadman, Lars Anderson, and I built Team Steady on. Today we're an 18-agent team at RE/MAX Results.

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

The business is built to fit around my family. I help other agents build theirs the same way.

Coaching or a speaking date?

Agents can apply for coaching. If you're planning a sales meeting or an event, start on the speaking page.

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