Can a ChatGPT Dot run my errands? Yes, up to the payment: bookings, refunds, subscriptions and 42 real cases
Yes, and you approve every payment. A ChatGPT Dot (OpenAI Dots) books appointments, chases refunds, finds vouchers in old email and cancels subscriptions. How sign-ins, captchas and purchases work, with 42 real cases and copyable asks.
The short version: which errands a Dot can take over, how to set it up, where it gets stuck
Is a Dot worth it for errands?
Yes, for errands that take several steps, start in your inbox or need chasing for days, and less so for a single booking you could make in a minute. In the cases below it does best where it has to remember and keep going: refunds chased until a hotel's general manager agreed (case 12), a haircut kept on a four-to-six-week rhythm (case 2), airline vouchers found in a year-old cancellation email (case 32) and a domain that had quietly stopped renewing (case 21). It also gets through form-heavy jobs, such as employer forms on a state website (case 16) or a ticket read from a photo with one charge waived (case 29). Where it falls short is the last step on sites built to stop bots: press-and-hold and puzzle checks (cases 8 and 23), shops that block its browser (case 25), and anything that has to happen at an exact minute (case 37). A single restaurant table took Julian Goldie's Dot about five minutes (case 28). It suits people with a backlog of small jobs who will approve each payment and stay reachable for a sign-in.
How to set it up
- Check your plan first. A Dot comes with Pro outside the EEA, UK and Switzerland, with Business Premium, and with Enterprise once an admin switches it on; see How to get ChatGPT Dots.
- Connect Gmail first, because most errands start with something in an inbox, and add Google Calendar if bookings should land in your calendar with a reminder (case 27).
- Expect to sign in again inside the Dot's browser. Its cloud browser keeps its own sessions and doesn't inherit logins from your personal browser. When a site needs a login, the Dot sends you a private sign-in form, or you take over its browser and select Return control when you're done. A session can stay usable for later work until you sign out or the site expires it; Save to Passwords is optional, and reusing a saved login needs your confirmation (Computers and apps). Type passwords only into that form: passwords pasted into a chat or a document aren't covered by its protection (Dots privacy, security, and safety FAQs).
- Decide how payment works before the first errand. A Dot can buy with cards you have already saved on a merchant's website, and each purchase needs your approval; changing a password or moving money between financial accounts is always handed back to you (OpenAI on dots safety). Put a price limit in the ask.
- Write the scope once, in the ask. Asking for drafts doesn't let the Dot send them, while a specific instruction such as "book anything in this window under this price" can cover future actions inside that scope (Control your dot). For an errand with several steps, say that the approval covers every sub-task as well (case 10).
- Know the fallback for sites that block it. You can ask the Dot to try your connected computer instead. That may start a separate local task, it doesn't carry over the cloud browser's session, and it doesn't guarantee that a particular browser on your computer works; keep the computer online and the ChatGPT app open while the Dot uses it (Computers and apps).
- Turn repeat checks into scheduled tasks. Renewals, card debits and money you are owed are worth a weekly or morning check; saved repeat tasks are listed under Scheduled, where you can pause one or change its time (Getting started with your dot).
Where it gets stuck, and what worked
- Human checks. Allison Johnson had to hold a "Press & Hold" button herself (case 8), and Reece Rogers's Dot tried a puzzle captcha, failed and handed it back (case 23). What worked: stay reachable on the first run and be ready to do the check yourself through Take over.
- Sites that block the Dot's browser or loop its login. Amazon blocked Pat Simmons's Dot at once; it moved to Chrome on his own computer, and the run ended at a cart (case 25). Allison's Ikea login got stuck in a looping security check (case 8). What worked: switch to your connected computer, or let the Dot prepare everything and finish the purchase yourself.
- Identity checks and typing in another language. In the Korean move-in report, login and identity verification had to be done by hand, and Korean text wouldn't type into the remote screen, so the owner pasted it in (case 19). What worked: plan to do the identity step yourself, and paste any text the Dot can't type.
- The same approval, asked again and again. Ren Gaku's two-step booking took four requests and about seven hours because his approvals didn't reach the sub-tasks the Dot had started (case 10), and Jeff Rigby's bill negotiation needed many confirmations (case 13). What worked: write the permission into the task itself, covering every sub-task.
- Slots that move. Eric's 11:15 Apple Store slot disappeared between his yes and the booking, and the Dot offered 11:25 at the same store (the Apple Store case). When Ruben Circelli asked for an Asian restaurant with a table at 6 p.m., his Dot found a well-reviewed place nearby with an opening at 6:15 and said that was the closest available time (PCMag, 13 October 2026). What worked: give a window or a rule for the closest time, and ask it to re-check the slot right before it confirms.
- Errands that must happen at a set time. Jacob Hess's 6:30 a.m. family texts never went out after a message scheduled for the wrong time, a locked Mac, and an Apple Messages plugin the Dot first said didn't exist, which turned out to be bundled with his app but not installed (case 37). What worked: ask the Dot to repeat the deadline in every update and to say early if it won't make it, while there is still time to do it yourself.
- Money you are owed needs follow-up. Max Weinbach's hotel only agreed after a second email to the general manager, and a stray $210 charge needed another message (case 12); Samantha Trimble counts a return as done only when the refund shows up on the card (case 33). What worked: hand over the whole errand, ask for a follow-up every few days, and have the Dot watch until the money lands.
- "Filed" isn't "finished". The Korean move-in report reached "received / processing" with no final approval yet (case 19), and Eric Porres's parking dispute was filed and waiting on a decision (case 40). What worked: ask for one running list of what is done, what is waiting on you and what is waiting on someone else, plus the older items the Dot would recheck before calling them overdue (case 40).
What it can do, and what it can't yet
What it can do:
- Book appointments, tables and slots inside a window and a price you set, and add them to your calendar with a reminder.
- Find refunds, vouchers, credits and renewal dates in old email, prepare the claim and follow up until there is an answer.
- Fill in forms on government, insurer and employer websites, including from a photo of a letter or a ticket.
- Cancel the subscriptions you name in its own browser, and flag failed payments, renewals and debit dates without being asked.
- Ask a person in a company's web chat and bring back the transcript.
What it can't do yet:
- Get past every human check; press-and-hold buttons and puzzle captchas still come back to you.
- Shop on sites that block cloud browsers, unless it moves to your own computer.
- Change a password or move money between financial accounts for you.
- Promise that something happens at an exact minute, or check a bank balance it can't see; Yokoyama Naomu's Dot said so itself (case 30).
One message to start with
Here are the errands I keep putting off: [list]. Look through my email for others like them, such as refunds or credits I'm owed, renewals in the next [30] days and failed payments. For each one, tell me the next step, the deadline and the email it came from. When you look for a booking, stay inside the window and price I give you, re-check the slot right before you confirm, and offer the closest open time if it's gone. Don't pay, cancel, send, submit or confirm anything until I say yes; this rule covers every sub-task you start. If a site needs a sign-in or a human check, stop and send it to me. Every [Monday], send me the running list: what is done, what is waiting on me, what is waiting on someone else, and which older items you would recheck before calling them overdue.
Quick answers
Can a ChatGPT Dot run my errands?
Yes, most of the way. In the cases below, Dots booked a haircut inside a four-to-six-week window (Nick Mason), got two non-refundable bookings refunded after a delay (Max Weinbach), filled in employer forms on a state website from start to finish (Jason Wang), found ₹10,000 in IndiGo vouchers in a year-old cancellation email (Pratzyy) and cancelled all of one owner's paid subscriptions when he asked (Reynaldi Francois).
Will it pay for things without asking me?
No. A Dot can buy with cards you have already saved on a merchant's website, and each purchase needs your approval. Changing a password or moving money between financial accounts is always handed back to you (OpenAI on dots safety). In these cases the last step often stayed with the owner anyway: Allison Johnson finished her internet order on her own computer, and Pat Simmons's Amazon run ended at a cart.
What happens at a login or a captcha?
The Dot sends you a private sign-in form, or you take over its browser (Computers and apps). Human checks are where errands stall most: Allison had to hold a "Press & Hold" button herself, and Reece Rogers's Dot failed a puzzle captcha and handed it back. When a site blocks the cloud browser, as Amazon did for Pat, the Dot can switch to your connected computer.
Can it remind me about renewals and money I'm owed?
Yes, sometimes without being asked. オオギ's Dot sent a Lightroom deletion notice and an Apple One renewal in one message, and Yokoyama Naomu's Dot messaged at 8:00 about the next day's Amex debit, noting that it had not checked the bank balance. Mete Polat's Dot spotted a discount code he hadn't used on an order, emailed the company and got him a partial refund (case 42). To get this every day, set it up like a morning brief; saved repeat tasks are listed under Scheduled, where you can pause one or change its time (Getting started with your dot).
Which plan and apps do I need?
A Dot comes with Pro ($100, $200 or $500 tiers) outside the EEA, UK and Switzerland, with Business Premium in any supported region, and with Enterprise once an admin switches it on (How to get ChatGPT Dots; in Europe, see Dots in the EU and UK). Most errands here began in an inbox, so connect Gmail first. Add Google Calendar if you want a booking to come with a calendar entry and a reminder, as Robert Ellison's restaurant bookings do. Every other connection is in the integrations hub.
Bookings and reservations
1. Cheapest parking between two events (Antonio Leiva / Keet)
Antonio Leiva (early-access tester, 29 Sep 2026) had a training session followed by an event with half an hour in between. His Dot Keet saw it in an event email, warned him, and asked how he planned to get there. He said by car, so Keet found the cheapest nearby parking and opened the booking with his details filled in. He paid himself.
2. Haircuts in a flexible 4–6 week window (Nick Mason)
Nick Mason wanted haircuts booked on a loose 4–6 week rhythm based on his past visits, not a fixed date. A Hermes setup he built in April managed it about 2 times out of 10 after a lot of configuration and fighting his barber's booking system. His Dot booked it without issue.
3. Flights compared and a birthday lunch booked in one day (Jonathan S / Dobby)
@sullyj named his Dot Dobby. On one day it compared flights, booked a birthday lunch for his mom, and caught a work deadline he needed to watch.
4. A birthday cake delivered to his brother (Mukul Sharma)
Mukul Sharma (2 Oct 2026) had his Dot get a birthday cake to his brother. It chose the best available place to order from, picked the quickest way to get it there, and messaged him when the job was done.
5. A doctor's appointment booked by voice on a windy bike ride (@trekedge)
@trekedge (2 Oct 2026) called his Dot while biking to work in strong San Francisco wind. It still heard and understood him, and he booked a doctor's appointment hands-free on the way.
6. Dentist times found by email, then checked with his wife (u/RogueMonkeyy)
u/RogueMonkeyy had his Dot email his dentist for open appointment times, then email his wife to check which times worked, since she runs the family calendar outside his work. Both emails went out. Her reply, as he tells it, was that he no longer needed a wife now that his AI could schedule the dentist.
7. An appointment booked, and a request to handle CAPTCHAs (Dr Nici Sweaney / @ai_herway)
Dr Nici Sweaney gave her Dot ordinary jobs while driving to Sydney: book an appointment and build a birthday shopping list. Both came back done, the booking accepted. Within about 20 minutes the Dot asked whether it could complete an "I am human" check for her, and whether it should handle future CAPTCHAs too; she said yes to see what happened, and it saved that as a standing rule. In another task it offered to pay a deposit with a card already saved in its browser if she approved.
8. An internet installation booked, with a promo found in deleted mail (Allison Johnson / The Verge)
In her Verge hands-on (2 Oct 2026), Allison Johnson asked her Dot to schedule an installation appointment with a new internet provider. It almost got there on its own and even found a $100 promotional discount in an email she had mass-deleted. Then it hit a "Press & Hold" human check: "This particular check needs a sustained mouse hold that my browser controls don't support," it said, and asked her to open its browser and hold the button. After that it reached checkout, where the provider wanted bank account details for a $5 monthly discount. The Dot paused so she could type them into its browser, but she chose to finish the order herself on her own computer. In the same test her Ikea account login got stuck in a looping security check, and a local teriyaki shop's ordering page would not let the Dot in.
9. A dinner booked on camera, then a slow afternoon (Next Level AI)
The Next Level AI channel (YouTube, 3 Oct 2026) tested the "works while you sleep" claim with ordinary tasks. The first one on camera was booking a dinner, which the Dot completed. The same review is frank about the rest: tasks stalled, calls failed, parallel tasks worked but slowly, and access depended on plan and region.
10. A meeting room and an online meeting, booked in two steps (Ren Gaku / シエル)
In his four-day write-up (note.com, Japanese, 5 Oct 2026), Ren Gaku had his Dot シエル book a meeting room and then the online meeting that goes with it. Both steps got done, but it took four requests and about seven hours, and on 2 October alone the Dot asked for the same approval more than ten times. The approvals he gave did not reach the sub-tasks the Dot had split off. Writing the permission once, directly into the sub-task, is what got it moving.
11. An office booked, and water compared before ordering (neco. on Libecity)
On the Japanese community site Libecity, neco. (2 Oct 2026) listed the first real jobs handed to a Dot: booking an office, and comparing bottled water and sparkling water before ordering them. The write-up's practical tips are that the Dot's browser is separate, so expect it to ask you to log in again there, and that you should say in one line how far you want it to go before it stops.
An Apple Store appointment booked after a slot disappeared (Eric / @juiced69)
Eric (@juiced69) (Threads, 12 Oct 2026) posted a screenshot of his Dot booking an Apple Store appointment in Taipei while he also asked it to keep indexing Antics blog and article pages afterward. The Dot offered Monday morning options — Xinyi A13 at 11:15am or Taipei 101 at 11:45am — and asked whether to book A13 at 11:15. After he said yes, the 11:15 slot disappeared; A13 still had 11:25am. He approved that, and the Dot confirmed: booked Monday, October 19, 11:25am, Taipei time.
Refunds, bills, renewals, and paperwork
12. Two non-refundable bookings refunded after a delay (Max Weinbach)
After an 8.5-hour delay and getting sick in Hawaii, Max Weinbach skipped his trip to DevDay and had his Dot try to recover a non-refundable hotel and flight. The hotel did not reply, so two days later the Dot emailed the general manager, who approved the cancellation with no fee. When a $210 charge still appeared, the Dot followed up. It also filed a Delta request citing the delay, and Delta support called to say they would approve a full refund (restated on GPT Dots 101).
13. An annual bill negotiated in the vendor's web chat (Jeff Rigby)
Jeff Rigby had his Dot negotiate an annual bill through the chat on the vendor's website. It worked and saved him time, but it needed hand-holding and many confirmations. His honest note: the Dot was very verbose, sending too much information in every message and asking for a lot of confirmations.
14. An expiring health-insurance refund in Korea (@makeamarkery)
@makeamarkery (4 Oct 2026) called it their first Dots win: the Dot requested a refund from Korea's National Health Insurance Service that was about to expire.
15. Hospital reimbursement forms on a hard day (@TheMoonMidas)
@TheMoonMidas spent a day at the hospital after his dad's freeway accident. His Dot handled the reimbursement paperwork: it told him in advance whom the invoice should be made out to, got the forms, filled them in, and emailed them.
16. Employer forms on a state website, done end to end (Jason Wang)
Jason Wang had his Dot navigate the Nevada employer website and complete all the forms there without any input from him. He says it saved him $200 and hours of his own time.
17. Paid subscriptions cancelled (Reynaldi Francois / Konto)
Reynaldi Francois (Indonesian-language reel) named his Dot Konto. It watches his email and suggests fixes when something comes up. When he asked it to unsubscribe from his paid subscriptions, it handled all of them.
18. A $100 credit buried in an email (Alex Ace)
Alex Ace connected his Dot to Gmail. It spotted an offer at the bottom of an email from Claude and sent him an alert with the code. He entered it and got $100 in credit.
19. A move-in report filed, and a missing flat number caught (Future, Already / 루니)
The Korean channel 벌써 미래 (Future, Already) posted a longer video (4 Oct 2026) of its Dot, 루니, handling a real move-in report (전입신고) after a move, on top of an earlier Short. The Dot found that the existing application was missing the detailed address (building and unit number). Login and identity verification had to be done by hand, and Korean text would not type into the remote screen, so the owner worked around it with copy and paste. The re-filed report reached "received / processing", though final approval had not come through when the video went up. The owner notes that the roughly 44 minutes of recordings include login, verification and waiting, not just the Dot's own work.
20. A failed payment on an unused subscription, cancelled in its browser (셩PM / 닷닷이)
셩PM (Brunch, Korean, 5 Oct 2026) connected only mail and calendar and named the Dot 닷닷이. Without being asked, it came back with two things from the inbox: two proposal emails that needed a reply, which it offered to compare, and a payment that had failed on a subscription no longer in use, with a question about whether to keep it. Told "I won't use it, cancel it," the Dot started the cancellation in its own browser. When the site needed a login, it stopped and handed over, with a separate secure box and a note to type the password there rather than in the chat.
21. A domain that had stopped renewing, flagged unasked (マイケル / @michael244pwe)
マイケル (@michael244pwe) (Threads, Japanese, 6 Oct 2026) had a Dot notice on its own that the domain behind a landing page had stopped renewing, and suggest renewing it. マイケル had assumed the domain was no longer in use and had missed it completely.
22. Subscriptions, bills, and API billing sorted in half an hour (Vanya Yunitskiy)
In his first test, Vanya Yunitskiy (Threads, Russian, 30 Sep 2026) gave a Dot half an hour. In that time it sorted his mail full of subscriptions, bills and waitlists, put the billing for his API-key accounts in order, did the same in a couple of deployment services, and worked through his ad account.
23. A subscription check that stopped at a puzzle captcha (Reece Rogers / WIRED)
For WIRED (7 Oct 2026), Reece Rogers asked his Dot, Toolie, to check his subscriptions and cancel the unnecessary ones. It flagged a recurring TikTok Shop order of probiotic sodas, then reported that a puzzle captcha was blocking the cancellation and asked whether it could solve it, and whether it should handle future captchas too. He let it try. It failed and suggested he solve the captcha himself.
Shopping and research
For groceries the Dot actually ordered, purchase research, and money won back from Uber or Amazon, see Shopping & saving money. The errand-style shopping cases are below.
24. A web-chat question to a human, and 68 apartments shortlisted (Alphasite)
Alphasite on r/codex asked their Dot to research prescription lenses for a Steam Frame headset. It compared vendors and their limits, proposed one, and added the pick to their to-do list. It also opened a browser, asked a human on Zenni's web chat whether custom high-index lenses were possible, and sent back the transcript. For an apartment search it checked 68 listings for units, availability, and prices and returned a shortlist.
25. Amazon blocked the cloud browser (Pat Simmons / László)
Pat Simmons handed his Dot László a shopping list for Amazon. Amazon blocked the Dot's browser right away, and when he asked it to build a way around the block, it refused and fell back to Chrome on his own computer. It discussed choices with him in Slack (it sent a screenshot and asked "green or blue?"), but the result was a cart, not a finished purchase. His verdict: as a personal shopper, "it's not there yet."
26. Recurring flight and hotel price checks (Dannie)
On her first day, Dannie (Traditional Chinese YouTube channel) set her Dot to watch flight and hotel prices on a repeating schedule, alongside a daily email check that only surfaced important partnership messages.
Restaurants and nights out
You can find other restaurant bookings elsewhere: the dinner Next Level AI booked on camera (case 9 above), and Rostyslav Dzhohola's OpenTable table, booked and then cancelled during one call, plus AevyTV's table for five at Pizza 4P's, both on Shopping & saving money. The two below add a booking that repeats and a realistic sense of how long one takes.
27. A French restaurant every few weeks, with the calendar entry and reminder (Robert Ellison)
Robert Ellison wanted to go out for dinner more often. In his Dot Log (9 Oct 2026, personal Pro plan), he wrote that the Dot booked a nice French restaurant and added it to his calendar with a reminder. If the first dinner goes well, the plan is for the Dot to keep doing this every few weeks. In the same post the Dot booked his Uber to the airport and watched a hurricane ahead of his next trip (see Travel planning, case 39).
28. A table booked through a connected Google account, in about five minutes (Julian Goldie / Big J)
Julian Goldie tested OpenAI's own launch example on his first day (review, 30 Sep 2026). His Dot Big J booked a restaurant table through his connected Google account. It worked, but it took about five minutes, and the Dot opened the restaurant site's terms and conditions before getting on with the booking. His comment: five minutes "for a table you could book yourself in one."
Fines and court paperwork
29. A speeding ticket read from a photo, one charge waived, and the court emailed (Developing Adventures / Dottie)
Developing Adventures (@DevAdventur3s, 11 October) sent their Dot, Dottie, a photo of a ticket and let it take it from there. Dottie read the two charges: speeding ($227) and an expired licence ($210). It spotted that the licence charge is dismissed with proof of renewal; they sent the proof and that charge was waived. It found the court's deferred adjudication option, which keeps the speeding ticket off the record for an extra payment. It emailed the court, which replied with exactly what to choose on the payment page, and it opened the payment site on its own computer while they were on a call. The ticket was paid online. Their comment: "I would never have known."
30. Tomorrow's Amex debit flagged at 8:00, with the balance left for him to check (Yokoyama Naomu)
横山 尚武 (@naomu_yokoyama) (Threads, 11 Oct 2026; AI business producer) posted that his Dot even messages him about debit dates. The attached screenshot, time-stamped "today 8:00", says tomorrow 10/13 is the scheduled Amex debit (last four digits blurred) for ¥1,081,911, asks him to check the withdrawal account's balance and statement during the day, links the Amex notice email, and notes that the account balance was not checked on the Dot's side. His caption: 「dotsは引き落としの連絡もしてくれるのね笑」.
Letters from the tax office and the city, sorted from photos
31. Official letters photographed into a folder, and an inquiry form the owner submits by hand (Takemi Terashi / Talent Cloud)
Takemi Terashi (Talent Cloud, 12 October 2026, in Japanese) receives letters at the company from the tax office, the pension office and the city. Each one has to be read to work out what it is and what must be done by when, and the less urgent ones are exactly the ones that sit. Now each letter is photographed into a Google Drive folder shared with the Dot's own Google account. The Dot reads it, summarises what the document is, the deadline and what to do, sorts it by who handles it and what kind it is, and drafts the reply or the form when something has to go back. Terashi reads that list and decides. Before taking the photo, Terashi decides whether the letter can be shared at all: anything with a My Number (Japan's personal ID number) or employee personal data is handled by hand. The third job is research and inquiries unrelated to client work: looking up a rule or procedure, finding the right contact and preparing the message. The Dot does this on its own cloud computer and fills in the inquiry form; Terashi then uses Take over to check what it typed, presses Send personally, and hands the computer back with Return control. The same Dot's expense claims are case 32 on invoices, expenses & budgets.
Returns, refunds and money you were owed
32. ₹10,000 in IndiGo vouchers for a flight cancelled a year ago (Pratzyy / @pratyushrungta)
Pratzyy (@pratyushrungta on X, 13 October 2026) posted a screenshot of a message from their Dot. While going through Pratzyy's email for refunds and unclaimed benefits, the Dot found that a Bengaluru–Delhi IndiGo flight cancelled about a year earlier made Pratzyy eligible for the airline's "Gesture of Care" vouchers. The Dot prepared the claim and Pratzyy submitted it. IndiGo then issued two ₹5,000 vouchers in Pratzyy's name, each single-use, one per booking, and valid for bookings made by 13 October 2027. The caption: "Would never have found it!!"
33. A return walked from receipt to refund, with the card account watched until the money lands (Samantha Trimble / Avicii)
Samantha Trimble (@strimblez on X, 12 October 2026) hands returns to a Dot called Avicii, because returns are the chore Samantha likes least. The post shares the two asks Samantha uses, with shoes going back to Nordstrom as the example. To the Dot: find the receipt and start the return, get the label or QR code ready, say what to ship or drop off, keep reminding until it's done, then watch the inbox for return updates and keep track of how much is owed. Then, in ChatGPT Work on the web, with email connected and a Chase Sapphire card connected through Finances: find the Nordstrom return confirmation, work out the refund amount, the original payment method and the expected arrival date from Nordstrom's stated refund timing and the return date, ask if anything is missing, and check the account daily, with a message when the refund posts, if the amount is wrong, or if it is overdue.
34. $365 off car insurance, seats changed through an hour with United, and three return disputes (Parker Wall / flipp)
Parker Wall (@prkr_w on X, 12 October 2026) listed what the Dot, flipp, had done so far. It saved $365 on the family's car insurance by handling the back-and-forth itself, without filling Parker's inboxes; signing the new policy is still left to Parker. It changed the seats of Parker's wife and daughter on a United flight from Denver, which took more than an hour with United's customer support. And it has handled three return disputes. The post doesn't say how the disputes ended.
Deadlines flagged unasked, and errands side by side
35. A Lightroom deletion notice and an Apple One renewal, flagged together (オオギ)
In an X article (13 Oct 2026, in Japanese) about how they use their Dot, オオギ (@chatgpt_liberty) wrote that it sent two deadline notices in one message without being asked. One was Lightroom warning that the catalogs and presets would be permanently deleted in 14 days. The other was Apple One saying it would renew the next day at ¥2,500 a month. In オオギ's words, missing either would have meant losing data or money. The Dot found both while looking through the connected apps on its own, read-only, between tasks.
36. Wire transfers, forms, email questions and due dates, all at once (Sunnie Kapar)
Sunnie Kapar (@sunniekapar, 13 Oct 2026) wrote about making bank wire transfers, filling in ICA forms, asking questions about emails and checking assignment due dates with Dots, all at the same time. The post doesn't say which steps the Dot finished alone and which were confirmed by hand.
A family text and a grocery order that needed watching
37. A 6:30 a.m. family text that never went out, and a grocery order left unfinished (Jacob Hess)
Jacob Hess (@Jacobhess) (13 Oct 2026) started giving his Dot real jobs he usually runs through ChatGPT or Codex, and listed what happened in about a day:
- The family text. He wanted dinner questions to reach his kids at 6:30 a.m. The Dot said there was no official Apple Messages plugin and tried computer use instead. One message got scheduled for the wrong time, and one was sent late at night while it was editing (to his 9-year-old's Apple Watch), then undone. He asked it to pause computer use overnight and pick up again in the 5 a.m. hour. In the morning it ran into a locked Mac, even though he had allowed use while locked, and the 6:30 messages never went out. About eight hours after the first answer, the Dot told him the official plugin was bundled with his app after all, just not installed.
- The grocery order. It made an ingredient checklist in a Page so he could check his fridge and pantry, but the checkboxes didn't work on his phone, so he pasted his inventory back into the chat. He asked for the task's own browser; he kept getting a prompt to use his local Arc browser instead and denied it several times. The task looked like a cloud task but was running on his Mac. One attempt added two items, then stopped on
ERR_NETWORK_CHANGED. Opening the task through the app brought the browser back, but the order still wasn't finished when he posted.
What he asked for afterwards is a good checklist for any errand with a deadline: find the official tools you already have, say where the task is running and whether the browser is up, honour stop instructions and denied permissions, recover from routine browser errors, and keep the original deadline attached, so the Dot says "this won't happen" while there is still time to do it yourself.
Showroom visits checked and a handout made for the builder
39. Panasonic and Cleanup showroom slots checked, with a document for the builder (川上展弘 / @Kawakami60)
川上展弘 (@Kawakami60 on X, in Japanese, 14 October 2026), who works in sales, found that checking showroom availability is a chore: on the manufacturers' official sites you click through new build or renovation and what you want to see before any dates appear. He asked his Dot instead. It checked the upcoming schedules at the Panasonic and Cleanup showrooms and also put together a document he could pass to the builder (工務店). His verdict: a plain job, but a big help in sales. It is the same pattern as the bookings above, with one extra step: the Dot turns what it found into something you can hand to the next person.
A drawer of loose ends, an afternoon planned on a call, and a refund it spotted itself
Two of these come from Eric Porres's two-week diary with his Dot, Jarvis (Substack, 13 October 2026); his trip planning from the same post is on travel planning, cases 53–54. The third is from Mete Polat's review of his Dot, Satori (Substack, 15 October 2026).
40. A drawer of loose ends handed over: a parking-ticket dispute, a claim, a trade-in credit and a honey order (Eric Porres / Jarvis)
Eric gave Jarvis what he calls the drawer of loose ends: the parking ticket he meant to dispute, a reimbursement claim stuck in review, a phone trade-in that had shipped weeks earlier and still hadn't been credited, and a Hawaiian honey order that was paid but hadn't shipped. When he wrote the post, the dispute was filed and waiting on a decision, the claim's itemization had gone in, and the trade-in was being tracked until the credit arrives. Jarvis also keeps watches for him (a comedian's New York dates, an artist's rumoured return, the parking decision) and tells him when something lands. Next on the list is his wine cellar, to be reconciled from an April workbook, photos of labels and whatever he mentions in passing.
On a Monday morning he asked for the full running picture. It opened with "Archiving a thread doesn't take it off this list", then listed the trips, the loose ends, the decisions waiting on him, the next ten days, and the items closed "so you shouldn't have to revisit them". The heading that earned his trust was "Older items I won't call overdue without rechecking." Nothing gets booked, paid or sent in his name until he says yes.
41. Three free hours in Manhattan, turned into a Chelsea gallery walk on a call and put in the calendar (Eric Porres / Jarvis)
After a drop-off in Manhattan, Eric had three hours to fill. While driving, he talked it through with Jarvis on a call: a museum, a few galleries or an observation deck. He told it the mood he wanted, a break from technology, maybe by looking at art about technology. Jarvis came back with a walking route through Chelsea (Brice Marden at Gagosian, Lee Bul at Hauser & Wirth, and Deana Lawson and Jordan Wolfson at the other two Chelsea Gagosian locations), and at the end of the call he said "put that in my calendar." Jarvis later summed up the habit for him: voice for momentum, text for precision.
42. An unused discount code spotted on an order, and a partial refund after one "Sure!" (Mete Polat / Satori)
Mete Polat, a product designer who had used Dots daily since launch week, wrote that his Dot, Satori, spotted a discount code he hadn't used on an order. It emailed the company on his behalf and got a partial refund. "All I did was say 'Sure!'" He adds smaller examples of the same kind: it points out calendar conflicts he may have missed and reminds him about things he has ignored for too long, without spamming him with recommendations. The post doesn't name the shop or the amount.
More asks you can copy
Chase a refund or claim:
Find every refund, reimbursement, or claim I'm owed in my email from the last [90] days, with the deadline for each. Draft the request for the one that expires first and show it to me before sending. Follow up every [3] days until there's a reply, then tell me the outcome.
Book within a window:
Book my next [haircut / service] [4–6] weeks after the last one, on a weekday after [17:00]. Use [site]. Ask me before confirming if it costs more than [amount] or needs payment.
Subscription audit:
List every paid subscription you can find in my email with its price and renewal date. Mark the ones I haven't used in [3] months. Don't cancel anything until I reply with the list to cancel.
Renewals and failed payments:
Every [Monday], check my email for failed payments, renewals, and domains or memberships that expire in the next [30] days. For each one, give me the price, the date, and whether I still seem to use it. Cancel or renew only the ones I name. If a site needs a login or a human check, stop and hand it to me.
A booking with more than one step:
Book [a meeting room] for [date and time], then set up the [online meeting] for it. This approval covers both steps, including any sub-task you start for them. When you're done, tell me which page you checked to confirm each booking.
A night out that repeats (based on case 27):
Every [3] weeks, find a [cuisine] restaurant in [area] with a table for [2] on a [Friday or Saturday] around [19:30], under [price per person]. Show me two options first. Once I pick one, book it, add it to my calendar with a reminder [2 hours] before, and don't pick the same place twice in a row.
A fine or ticket from a photo (based on case 29):
Here's a photo of a [ticket / fine / notice]. Read every charge and amount. Check the issuer's or court's website for ways to reduce or dismiss each one, such as proof of a renewal, deferred adjudication or a course, and tell me what each option costs and needs from me. Draft any email to the court or office and show it to me before sending. Don't pay anything until I confirm the option and the amount.
Apple Store (or similar) appointment when slots move (based on the Eric case):
Book me an Apple Store / [store] appointment for [need] on [day or window], prefer [store A] then [store B]. Before you confirm, re-check that the slot is still open. If it disappears, offer the next open slot at the same store and wait for my yes. After it is booked, send me the store, date, time, and time zone. Then continue [other job].
Amex / card debit morning check (based on the Yokoyama case):
Each morning, if my email has a card or bank debit notice for the next [2] days, message me with the date, amount, which card (last four only), a link to the notice, and a reminder to check the withdrawal account myself. Do not claim you checked the balance unless I connect a bank feed and ask you to.
A return from receipt to refund (based on cases 32 and 33):
Go through my email from the last [12] months for refunds, credits, vouchers or compensation I may still be owed, such as cancelled flights, returns and price adjustments. For each one, give me the company, the amount, the deadline and the email it came from. Prepare the claim or return for the one that expires first, and leave the final submit to me. After I send it, watch my email for updates and tell me when the money arrives, if the amount is wrong, or if it's late.
A drawer of loose ends (based on cases 40–42):
Here are the loose ends I've been meaning to chase: [parking ticket to dispute], [claim stuck in review], [trade-in credit not received], [paid order not shipped]. Treat each one as an ongoing job: find the emails and pages for it, tell me the next step and any deadline, and draft whatever has to go to the company. Don't send, pay or file anything in my name until I say yes. Every [Monday], send me the running list: what moved, what is waiting on me, what is closed, and which older items you would recheck before calling them overdue. If you notice money I may be owed on an order, such as a discount code I didn't use, tell me and draft the request.
Related
- Use cases hub · Travel planning · Email triage · Voice calls · Invoices, expenses & budgets · Shopping & saving money · Family, health & home life
- Dots + Gmail · Features · Getting started · Pricing
- How to get ChatGPT Dots · Integrations hub · Dots + Google Calendar · Morning brief · Dots in the EU & UK
Copy this task brief
Can a ChatGPT Dot handle personal errands? A short version first: which errands suit it and which don't, seven setup steps covering sign-ins, payments, scope and blocked sites, where human checks, moving slots and follow-ups get stuck and what worked, and one message to start with. Then quick answers, first-hand cases grouped by kind of errand, and more asks you can copy.Download Markdown ↓