Taylor Doolittle presents to brokerages and real estate events on how agents use AI tools like ChatGPT, Claude, Gemini, and Grok in their actual week. Sessions run over Zoom, in your office, or on stage. Every workflow he shows is one he uses in his own business.
Inside a session
KEYTalks: The Invisible Advantage, hosted by RE/MAX Results on October 29, was the most attended KEYTalks event the brokerage has held. The parking lot filled and late arrivals were turned away. Here's what Taylor covered.
Give it context, show it examples, and tell it what to fix. The same things you'd give a new assistant.
Taylor has dictated 207,000 words with WhisperFlow since February. That's 57 hours back from a $10 a month tool.
Email, calendar, and Drive. One of his everyday prompts: "Add every date from this purchase agreement to my calendar so I don't miss a deadline."
Have AI interview you one question at a time about your market, clients, and goals, then save the answers to its memory.
Most individual agents can run a full AI setup for $75 a month or less.
Topics
Every topic is taught with live demos, using tools your agents can open the same afternoon.
Best for: listing agents and teams
Prep a listing appointment with AI. Rehearse the seller's objections, tighten the pricing story, and draft the CMA narrative before you walk in. Includes the workflow an agent used to win a single-level listing in Saint Michael against tough comps.
Best for: any producing agent
The part of the business nobody got into real estate for. Inbox triage, reply drafts you approve before they send, and past-client lists that used to eat an afternoon. Agents in a field briefing of 14 producers reported 5 to 8 hours recovered per week.
Best for: agents ready to go past the basics
A working session on Claude, drawn from Taylor's 33-lesson Claude Master Class. Setup, projects, and the prompts that hold up on actual transactions.
Best for: broker-owners and team leads
For leadership. What agent-level adoption looks like when it works, where agents stall, and how to roll AI out so your agents are still using it a month later.
AI platforms
AI assistants and agents
Custom trainings
Every brokerage runs on a different mix of tools. Taylor builds custom trainings around the ones your agents already use and how far along they are with AI.
Plan a custom sessionFormats
Works for a sales meeting or a brokerage spread across several offices. Taylor shares his screen and builds each workflow live, so agents see every click.
Taylor presents in person at your office or sales meeting, with time for agents to bring their own questions.
A keynote or breakout for an association, conference, or company event. Built for a mixed room, from agents who have never opened ChatGPT to the ones already automating their inbox.
Upcoming sessions
AI Advantage is an extended version of the KEYTalks session, with more Q&A. Hosted for the RE/MAX Results Mastermind Group.
AI Advantage · Woodbury
La Quinta Inn & Suites St. Paul-Woodbury · 10 AM to 12 PM
AI Advantage · Zoom
Online · 10 AM to 12 PM
AI Advantage · Edina
Edina France office, 7700 France Ave S · 10 AM to 12 PM
Recent sessions
KEYTalks: The Invisible Advantage
Guest speaker alongside Scott Tolar of GloverU · Edina, MN
Hosted by RE/MAX Results and KEYTalks · 125+ attendees
ERA Donahoe
Zoom training session for 30+ agents · California
About Taylor
Taylor closed 52 transactions in 2025 and has more than 550 career sales. He co-founded and co-leads Team Steady, an 18-agent team at RE/MAX Results. Before real estate, he was a technology trainer at Apple.
He founded AI Agent Academy to teach agents the AI workflows from his own business. See the Academy.
From the room
Feedback from KEYTalks at RE/MAX Results (125+ attendees) and the ERA Donahoe Zoom training (30+ agents).
KEYTalks · Oct 29
"Still working through executing a lot of things I learned from you. That was the best presentation I've ever been to!"
Joe Mueller
RE/MAX Results
KEYTalks · Oct 29
"I learned more today than I did in my AI certification class! I loved the bite sized, real world examples that I can actually implement. Signed up for the academy as well."
Erin Koch
RE/MAX Results
KEYTalks · Oct 29
"I could have listened for longer on your tips and tricks."
Sarah Huffman
RE/MAX Results
KEYTalks · Oct 29
"It was so great. You were so engaging and you were so relatable."
Shawna Joyce
Director of Training · RE/MAX Results
ERA Donahoe Zoom · Oct 22
"12 out of 10. They even said, we've been to Claude trainings before with your competition. This was not that."
Amy L. Smith
Sales Executive · Ticor Title Company
ERA Donahoe Zoom · Oct 22
"What was great about today was that it gave everybody permission to take some of those steps that they were afraid of."
Grattan Donahoe
Broker · ERA Donahoe
For event organizers
Copy these straight into your program or hand the intro to your emcee.
Short bio
Taylor Doolittle is a real estate agent with RE/MAX Results in the Twin Cities and the founder of AI Agent Academy, an AI training program for residential agents. He closed 52 transactions in 2025 and has more than 550 career sales. He co-founded and co-leads Team Steady, an 18-agent team. Before real estate, Taylor was a technology trainer at Apple. He teaches agents the AI workflows he uses in his own business.
Emcee introduction
Our next speaker still sells real estate for a living. Taylor Doolittle is an agent with RE/MAX Results, co-leads an 18-agent team, and founded AI Agent Academy to teach agents the AI workflows from his own business. Please welcome Taylor Doolittle.
FAQ
Yes. Zoom works well for sales meetings and for brokerages with agents spread across several offices.
Residential agents and the people who lead them. Agents don't need any AI experience to get something out of a session.
ChatGPT, Claude, Gemini, and Grok, along with newer AI assistants and agents such as GrokBot, Muse, Dots, Duet, and Instinct.
Yes. Tell Taylor who will be in the room and which tools your agents already use, and he'll build the session around that.
Book a 30-minute intro call, or email taylor@ts-re.com with your date, location, and roughly how many agents will attend.
That depends on the format and location. Send the details and Taylor will follow up.
The Twin Cities, Minnesota. Zoom sessions work from anywhere. For in-person dates outside Minnesota, reach out with the details.
Yes. Brokerages can pair a session with an AI Agent Academy partnership so agents keep learning after the event. Details are on the Academy page.
Send the date, the format, and roughly how many agents will be in the room. Taylor will reply with what he'd cover.
