Shipping is not the finish line. Solo products rot quietly: webhooks stop, a cron never ran, a user hits a 500 you never see.
I don't run a "life OS." I run a short recurring checklist with AI after anything meaningful ships.
Weekly (15 minutes)
Here's what changed in [product] this week: [commits / features].
Here's anything weird users did: [notes or "nothing"].
Here's billing / error noise I noticed: [or "quiet"].
Tell me:
1. The highest-risk thing I haven't verified
2. One check I should run manually today
3. Anything that looks fine in staging but usually fails in production for apps like this
After every Stripe or auth change
Use the security checklist and the webhook failure modes guides — don't freestyle.
Monthly
Act as a skeptical operator of [product].
Given: [price], [rough user count or "almost none"], [main acquisition channel].
What would you kill, simplify, or measure next if you had one afternoon and no vanity metrics?
What I don't automate yet
Emailing customers as the AI. Refunds without me. Anything that moves money without a human in the loop.
The point of the checklist is visibility, not autopilot.
If you're still pre-launch, start with weekend build prompts instead — this page assumes something is live.
These are the checks I run on live products like Insidr — see it live.
Try Insidr →Brands: partner with me
Keep reading
- BuildingHow I Use Claude/ChatGPT to Build a Real SaaS SoloHow I go from a blank page to a live product with AI doing most of the heavy lifting.
- BuildingHow to Ship an MVP Without Knowing How to CodeHow I get something usable in front of people without needing to write every line myself.
- BuildingCold-Starting a Product With Zero AudienceHow to get a product's first users when nobody's waiting for it — borrow a crowd, don't wait for a following.