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.
About Cherry Place AI
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
Most people tried AI once and moved on. TJ kept going.
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.
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.
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.
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?
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)
What we do
Hire us for one of these or several, in any order. See every service.
Email, calendar, and files, with limits you set.
Explore assistant setupHow we approach the work
People and AI, each on the work they do best.
Your people stay with your customers and prospects. Trust, judgment, and relationships are where a person makes the difference, so that work stays human.
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.
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
From one owner with a busy inbox to teams inside larger companies, including:
FAQ
Yes. We start with your current setup and see what it supports. Claude, ChatGPT, Codex, Cursor, Gemini, and Grok Bot are all in play.
No. We work in Claude, ChatGPT, Codex, Cursor, Gemini, and Grok Bot, and we recommend whichever one fits your problem.
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.
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
Bring a task, a bottleneck, or an idea, and we’ll work out where AI fits.