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How I use iMessage and AI to run my life

| 13 products mentioned
Greg Isenberg Greg Isenberg host
Flo guest
Watch on YouTube ai assistant executive productivity automation imessage integration founder tools email management calendar management

Isenberg explores Lindy AI Assistant, an opinionated AI executive assistant that lives on iMessage and proactively handles email triage, calendar management, meeting prep, and CRM updates without requiring complex setup. Unlike more powerful but technical alternatives like OpenClaw, Lindy is designed specifically for busy founders and executives who want a "write once, forget" experience that works immediately out of the box, functioning like a personal executive assistant accessible via text message.

Key takeaways
  • • Lindy sets up in two minutes by connecting your phone number and email/Google account, then immediately starts learning from your inbox, calendar, and connected tools without requiring manual workflow configuration.
  • • The assistant proactively identifies opportunities (e.g., alerting you that a restaurant is closed before your dinner reservation, offering to reschedule) rather than waiting for commands, which compounds time savings throughout the day.
  • • Natural tone and conversation style are core to the product experience—Lindy uses lowercase, casual language, jokes, and even occasional profanity rather than corporate-style responses, making interaction feel human and reducing friction.
  • • You can request new capabilities via plain English ("Yo, after my meetings update my CRM") and Lindy will ask clarifying questions and connect the integration, eliminating the need to build workflows manually.
  • • Lindy complements rather than replaces human assistants—users can add their AI assistant to group chats with their human executive assistant, allowing Lindy to log requests and track completion in the background while humans handle nuance.
  • • The product is built for the "chief everything officer" archetype (overwhelmed founders juggling email, meetings, and sales) rather than technical power users; those seeking maximum capability should consider OpenClaw or Lovable for specialized tasks like coding.

Recommendations (7)

iMessage
iMessage uses

"I think there's a lot of people who set up things like OpenClaw, but are like, I just want to use iMessage. I just want something secure, and I don't want it to do everything for me."

Flo · ▶ 0:03

Slack
Slack uses

"Yes, 100%. It basically integrates. We've got like hundreds and hundreds of integrations. So, it basically integrates with all the tools that that you can think of and that you integrate with."

Flo · ▶ 8:21

Notion
Notion uses

"leaves on iMessage connects to your email, your calendar, your notion, your Google docs, like all the applications you use and starts taking work off your plate like proactively."

Flo · ▶ 2:07

Google Docs uses

"leaves on iMessage connects to your email, your calendar, your notion, your Google docs, like all the applications you use and starts taking work off your plate like proactively."

Flo · ▶ 2:09

Apify
Apify uses

"We integrate with Apify. So behind the scenes was it what it does is like it finds the right apify scraper. There's like thousands of them. So it finds a YouTube scraper on apify to get the transcr..."

Flo · ▶ 11:15

iOS Shortcuts
iOS Shortcuts uses

"I've created an iOS shortcut and all it does is like record my voice, send it to Lindy. That's all it does."

Flo · ▶ 14:42

Lovable
Lovable recommends

"like if you want to vibe code, you should probably go to Lovable. And in fact, I think Lindy eventually should use Lovable. I think it's just going to I think it's just going to work better."

Flo · ▶ 25:23

Mentioned (6)

OpenClaw
OpenClaw "OpenClaw is a lot more powerful than it's a lot more versatile. Like there's this story that the ..." ▶ 16:19
HubSpot
HubSpot "And then it's going to be like, 'Oh, you know what CRM do you use? Is it HubSpot? Is it Salesforc..." ▶ 9:46
Salesforce
Salesforce "And then it's going to be like, 'Oh, you know what CRM do you use? Is it HubSpot? Is it Salesforc..." ▶ 9:47
Claude
Claude "I think cloud is more like Android, right? It's like it is also more powerful. Like I have friend..." ▶ 19:06
QuickBooks
QuickBooks "Recently there was a user he went to Lindy and he asked her like hey can you integrate with my Qu..." ▶ 24:06
Twilio
Twilio "Yeah, I mean everything you can think about really like notion, Google Docs, HubSpot, Salesforce,..." ▶ 23:54

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