Busy CEOs have an assistant who handles the scheduling, the follow-ups and the inbox. Now you can too. I build always-on AI assistants that work inside your email, calendar and tasks, then I keep them running for you.
You stop being the person every email, reminder and follow-up runs through.
Sorts what matters, drafts replies in your voice, and chases the threads that went quiet.
Finds times, books meetings, and coordinates with the other side's people, the way a good assistant would.
Reads your meeting notes, pulls out the to-dos, and drafts the follow-ups before you've left the parking lot.
Preps your day, nudges your team, and tells you only what needs your decision.
Rex is my AI chief of staff. He runs around the clock on a Mac mini and helps keep my companies organized. I've built assistants like him for other CEOs and business owners, so each of them has someone working for them all day, every day.
Recent builds include an always-on assistant for a luxury interior design firm, and a business-card-to-CRM pipeline for a healthcare recruiter that turns a photo into a contact and a logged meeting.
We map where your week goes and what you'd hand off first.
Connected to your email, calendar and tools, with rules you approve.
I watch it, tune it, and keep it current, so it gets better instead of breaking.
An AI assistant that works for you around the clock inside your own email, calendar and task list. It drafts replies and follow-ups, keeps your schedule straight, turns meeting notes into action items, and flags what actually needs you.
Business owners and CEOs who are the bottleneck: the person every email, decision and follow-up runs through. I've built them for service business owners, a luxury interior design firm and other executives.
Only what you approve. We decide together what it can do on its own, like scheduling or reminders, and what it drafts for you to send.
My own chief of staff, Rex, runs around the clock on a dedicated Mac mini. For clients I set up whatever fits, then I host it, maintain it and keep it current as AI changes.
No. ChatGPT waits for you to ask. An always-on assistant is connected to your accounts, knows your business, and works in the background without being asked.
Your follow-ups sent, your calendar handled, and the important things waiting for you in the morning. Let's talk about what you'd hand off first.
Prefer email? ryan@olsenbro.com · Or chat with Ivy