About Cherry Place AI

An AI habit that became a company.

In November 2022, TJ Ryan started using ChatGPT and never stopped. That daily habit became Cherry Place AI. Today he and our team help people and businesses put AI to work, wherever they’re starting.

TJ’s story

How it started, and why it stuck.

Most people tried AI once and moved on. TJ kept going.

He was early.

When ChatGPT launched in November 2022, TJ started using it right away, and he hasn’t gone a day without AI since. He wanted to know what it could actually do for a business, so he kept putting it on real work and watching what happened.

He kept at it.

The early tools got plenty wrong. Instead of writing them off, TJ kept testing new models and tools as they came out, learned where each one helps and where it doesn’t, and kept the habits that worked. That is still how he spends a good part of every week.

He learned to coach on a golf course.

Before software, TJ spent three years at The International Golf Club, where he learned how an operation really runs and how to teach. Helping a member fix a 7-iron turns out to be a lot like helping a team use AI: watch what they actually do, change one thing at a time, and make sure it sticks.

He knows how businesses buy software.

At Planful and CFO Solutions he sold finance software and saw how companies choose their tools, roll them out, and judge whether they paid off. He studied economics at Boston University, so before he automates anything he still asks the same question: what does it cost to run, and what does it give back?

Now he builds every day.

Since 2024 he has been setting up AI for other people’s businesses, and in 2025 he founded Cherry Place AI. By token volume he sits in the top fraction of a percent of Claude users, and he works just as readily in ChatGPT, Codex, Cursor, Gemini, and Grok Bot. You work with him directly, from the first call through the build.

TJ on LinkedIn (opens in a new tab)Cherry Place AI on X (opens in a new tab)

  1. Boston UniversityEconomicsWhere the cost-and-return habit started
  2. The International Golf ClubThree years in operations and coachingLearning how to teach, one fix at a time
  3. Planful · CFO SolutionsSoftware sales and finance technologyHow businesses buy, run, and measure their tools
  4. November 2022ChatGPT launchesTJ starts using AI every day
  5. 2024AI for other businessesSetting up AI for owners and teams
  6. 2025Cherry Place AIFounded
  7. TodayA team that trains, builds, and supportsAcross 6 AI platforms

What we do

Four ways people start with us.

Hire us for one of these or several, in any order. See every service.

Train your team

Workshops and coaching on your real work.

Explore training

Set up your personal AI assistant

Email, calendar, and files, with limits you set.

Explore assistant setup

Build agents and automate work

Agents, automations, and integrations.

Explore agents

Get AI support

Fixes and improvements for what you run.

Explore support

How we approach the work

Three principles behind every build.

People and AI, each on the work they do best.

People on the front lines

Your people stay with your customers and prospects. Trust, judgment, and relationships are where a person makes the difference, so that work stays human.

AI on the repetitive work

Admin and repetitive tasks come out about the same no matter who does them. That is where AI takes over, and your team gets its time back.

Worth it before it’s built

Every task costs something to run and gives back time. We automate where that trade clearly pays, then pick the tool that fits.

Who we work with

People with work to hand off.

From one owner with a busy inbox to teams inside larger companies, including:

  • Owners and executives who want a personal AI assistant.
  • Consulting, accounting, legal, and other professional services firms.
  • B2B sales teams and software businesses.
  • Teams in larger organizations that need training or build capacity.

FAQ

A few common questions

Can I keep the AI tools I already use?

Yes. We start with your current setup and see what it supports. Claude, ChatGPT, Codex, Cursor, Gemini, and Grok Bot are all in play.

Do you only work with Claude?

No. We work in Claude, ChatGPT, Codex, Cursor, Gemini, and Grok Bot, and we recommend whichever one fits your problem.

Can we start with something small?

Yes. Start with a training session, a personal AI assistant, or one defined workflow. Larger work can follow when you’re ready, or not at all.

Is Cherry Place AI part of Anthropic, OpenAI, or any AI vendor?

No. Cherry Place AI is an independent company. Claude is made by Anthropic; the other platforms we work with belong to their respective companies.

Get started

What would you like to take off your plate?

Bring a task, a bottleneck, or an idea, and we’ll work out where AI fits.

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