Run a gutter business from the AI you already use
Gutter work piles up twice a year, plus the guard job that is really a small install. Doing Work can remember the twice-a-year date you set and hold the quote for the guards. ChatGPT, Claude, or Grok does the office work after you connect it at https://doingwork.work/mcp. Quote or invoice lines the assistant drafted stay unsent until a person whose role may send them sends them. The owner can always send quotes, invoices and visit recaps. Office can send them for any job, a lead for jobs on their crew, and field for jobs assigned to them, until the owner turns that send off.
Spring, fall, and not every week
Set the next cleaning as a service due and repeat it every 6 months. Leave the email off until you want it. When it is on, they get one email, 14 days ahead unless you change that, and you still book the visit yourself. If you would rather see both seasons on the calendar already, book a monthly repeating visit every 6 months. That books up to 104 visits now, which is more seasons than you need, so cap it with the number of visits you actually want. Do not use a weekly repeat for a house you see twice a year.
A whole street you are cleaning in one push is still separate visits at times you choose. Doing Work will not sort them down the block. Your assistant can, with a maps tool, and write the times back. Say that to the customer only if you have actually done it. The software did not.
Guards, photos, and a two-person ladder
A cleaning price and a guards price can be options, or guards can be an optional line on the cleaning. You set both numbers from the price book or out loud. They sign one link and can pay a deposit before you order guards. The guards, if you buy them for the house, go on a purchase order for that job and hit cost when you receive them. There is no stock location for a leftover stick of guard.
Before and after photos of the trough are the argument for the price. Attach them to the quote. Two people on a tall house are a crew, booked only when both are free. A checklist can require the after photo before the visit is done. Notes about a bad ladder spot stay internal, which matters more on this job than on most.
What to ask it in March
- "Who is due for a gutter cleaning in the next month, and who was here last fall?"
- "Draft a cleaning quote with guards as an optional line. Do not send it."
- "Book the north-side houses I named, on Thursday, and do not reorder them unless I ask."
- "Open a purchase order for the guards on the signed job. Receive it when they arrive."
Quickstart is the connection. /ai/ names the assistants. Pricing is the fee table.
Price
The first $1,000 you're paid each month is free. Above that we take 0.5%, up to $149 in a month. No subscription. Jobber, Housecall Pro, and no monthly fee are the comparisons. Software with an AI agent is the connector page.
Questions owners ask
Gutter companies ask how to remember spring and fall without living in a weekly route.
Can I run a gutter business from ChatGPT or Claude?
Yes. Connect the assistant, keep spring and fall as due dates you set, and draft cleaning or guard quotes from your prices. Quote or invoice lines the assistant drafted stay unsent until a person whose role may send them sends them. The owner can always send quotes, invoices and visit recaps. Office can send them for any job, a lead for jobs on their crew, and field for jobs assigned to them, until the owner turns that send off. The first $1,000 you're paid each month is free. Above that we take 0.5%, up to $149 in a month. No subscription.
How do I schedule spring and fall without a weekly route?
Use service due with a 6-month repeat, or book the next visit when they call. A repeating visit can be monthly, including every sixth month, up to 104 bookings, if you want those days on the calendar now. Weekly would be the wrong tool.
Can guards be an add-on after they see the cleaning price?
Yes. Put guards as an optional line, or as a second option. They tick it while signing. If they ask after they signed, draft a change order and hold it for approval.
Do you order the neighborhood so I am not crossing town?
No. Doing Work does not order the drive. Your assistant can read the day's stops and save a new order with a maps tool you already use.
What about before-and-after photos of a clogged downspout?
Upload them as before and after. Attach the ones the customer should see to the quote. Your copy keeps the photo's time and place. The quote copy has that removed.