I hired a team of AI bots

Hey everyone, hope you're having a great week!

The best way I've found to use AI right now is to treat it like a teammate. Give it a name, one job, access to the right tools, and a schedule. That one shift changed how much I actually get out of it.

Lately I've been running a bunch of AI bots across my businesses and my personal life (I use Grok Bot for most of this). I have an executive assistant, a chief of staff, a finance bot, a newsletter bot (yes, it helps with this one), an assistant for Paired, a content strategist, a few researchers, and a LinkedIn outreach bot. Honestly, a lot of what they do is stuff I would have hired a person for.

Here are the lessons I learned setting this up.

1. Start with an executive assistant.

If you only make one, make this one. Mine handles the random stuff... telling me which emails I actually need to answer, doing research, placing Amazon orders, downloading and filling out documents. I've even had it jump into a customer service chat and talk to the support agent for me.

Talk to it like a person. Tell it about your life, your business, your routines. Then ask it what it thinks it should own. It'll come back with a bunch of ideas.

2. Give every bot one job.

Besides the EA and the chief of staff, each of my bots owns one specific thing. The finance bot chases invoices and pulls reports from QuickBooks. The researchers just do research. The chief of staff coordinates the rest.

When something goes wrong, I know exactly who to talk to. Honestly, it's pretty similar to managing a real team.

3. Put them on a schedule.

This is the part most people skip. A bot that only works when you type to it is pretty much a fancy chatbot. Once you give it routines, it can actually start doing stuff without you having to prompt it every time.

My EA sends me a brief every weekday morning. Setting that up was one sentence: every morning at 9am, look through my Slack and email and send me a report. Most of my bots have at least one routine now.

4. Connect your accounts once, and be careful what you connect.

A bot is only as useful as what it can reach. Email, calendar, Slack, QuickBooks. If you have a ton of logins, connect them through one tool like Composio so you're not doing it bot by bot.

One thing to know... my bots share one computer, so if one of them is logged into my email, the others can reach it too. So definitely be careful about what you connect, and be really clear about which accounts each bot should and shouldn't touch.

5. Expect a slow employee who never sleeps.

It moves slower than a real person. Watching it click around Amazon is kind of funny. But it works 24/7 and it gets better the more you use it. I can pull up its screen and watch what it's doing, or teach it a task by doing it myself on its computer while it watches.

The bots also talk to each other. My EA will message a researcher, get the answer, and report back without me in the middle. When I want to see everything, I put my EA, finance bot, and COO bot in one group chat and ask something like "do we have any outstanding invoices?"

Hope this helps, and have a great rest of your week!

- Charlie

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A few people from Paired you can hire right now. Every one of them has already been vetted by our team. This week is all about getting stuff off your plate: an executive assistant who already runs his admin work through AI, a support lead who's managed teams of 50+, and a creative strategist if your ads need fresh winners. If one of these fills a hole on your team, book a call and we'll make the intro: https://paired.so/book-a-call

Alvaro, Executive Assistant · Nicaragua · $2.1k/mo. Supports US-based attorneys and executives, managing complex calendars, inboxes, court dates, and travel. Uses Claude and ChatGPT for admin work, which cut his email prep from 15 to 20 minutes down to about 5, and has built reusable AI workflows for meeting recaps, follow-up tracking, and pulling case info together. Also has a legal admin background drafting motions and client letters, coordinating DocuSign, and keeping case docs organized.

Jorge, Customer Support Team Lead · Colombia · $2.5k/mo. Currently leads an 18-person support team for major B2B clients, and has supervised 50+ people before that. Owns team performance, coaching, KPIs, and quality in Zendesk, Salesforce, and Slack, and takes over client comms during outages while he coordinates the fix. Built SOPs and training that cut onboarding from 12 weeks to 4, plus an AI triage tool for his team.

Dhruv, Creative Strategist · India · $4k/mo · available now. 6+ years editing video, with 1 to 2 of those focused on DTC performance creative for US and Australian brands. Has produced 270+ DTC performance projects and 800+ creative variations across 30+ brands, with 50+ winning creatives at a reported 3x to 6x+ ROAS across UGC, VSLs, and direct-response ads. Hands-on with ChatGPT, Runway, Veo 3, HeyGen, and ElevenLabs alongside pro editing workflows.

Laura, Customer Support Team Lead · Colombia · $2.5k/mo. 4+ years as an operations supervisor leading 16 agents across phone, chat, and email. Owns team performance, coaching, QA, and escalations, and lifted CSAT from around 70% to 75 to 80%. Also has a year of US real estate lead follow-up, qualifying property owners and coordinating with acquisitions. Works in Gladly, Podio, Invelo, ReadyMode, and Monday.com to manage interactions and follow-up.

Paula, QA Automation & Technical Support · Uruguay · $3.5k/mo. 5+ years across QA automation, technical support, and troubleshooting APIs, integrations, and data issues. Has built Cypress and Playwright frameworks in JavaScript/TypeScript and wired them into CI/CD pipelines. Uses SQL, PostgreSQL, and Postman to validate transactions and investigate data discrepancies. Handles escalated tickets end to end, finding root causes and coordinating fixes, with Claude and Cursor in her workflow.

Valeria, Executive Assistant · Portugal · $3.5k/mo. 7 years across project management and executive assistance, supporting a CEO across multiple time zones. Handled complex calendars, inbox management, client communications, and international travel for an AI consultancy. Currently leads marketing for an AI app agency, covering positioning, GTM, campaigns, and B2C growth. Brings a strong automation and systems mindset with ChatGPT, Claude, N8N, Notion, and HubSpot.

Hope this helps, and have a great rest of your week!

- Charlie