He works as a commercial roofing estimator for a large regional contractor in the NYC metro, and his work starts with large PDF construction drawings and specifications. Over eight months he built a system he calls Estimator-OS. Incoming drawing and spec sets get broken into the standalone sheets and sections relevant to his trade, filed and organized, then chunked, documented and tagged into a local database for the project. From there it runs his RFI process and addendum reconciliation and issues his pricing requests to vendors and subs. Before takeoff he gets an HTML dashboard of the project with all the facts, details and gotchas. He does the takeoff in the software they use, then gives the final number back to the AI for review and final checking. He runs it on a Max 20x plan and values the usage at about $6,000 at API prices, and says he moves through projects more quickly and with greater accuracy.
The AI wrote a Windows batch helper as a UTF-8 file with LF line endings. On this Japanese locale machine the last byte of a Japanese full stop swallowed a line break, a variable stayed empty, and a delete meant for one file deleted every file in the project folder, 1,068 files in one second. 123 files could not be recovered.
This one went wrong. See what happened before you try it.
Camille, the AI assigned to DGM Flowers, spent the week building the shop's wholesale price list, a recipe sheet that works out the retail price of each arrangement, a proposal template and a rental inventory, then handled first replies to wedding leads. Every quote the shop sends now starts from real costs instead of a guess.
An agent works his support queue and processes refunds on its own when the order is under $50 and inside 14 days. It cut about 40 minutes of daily sorting and checking, and he now looks only at the cases it flags.
The AI took a 6 month old presentation and updated the branding. He then had to replace images and fix a dozen small things that did not look clearly wrong at first pass. It saved an hour of copy paste work and caused an hour of editing.
This only partly worked. Worth knowing before you try it.
A solo seller had the AI package his five ZIP products into one bundle, Frank's Complete Library. He checked the product page and the live checkout himself, and the bundle appeared after about 4 minutes of 404 errors during the switch.
Set up the Figma MCP with AI to match web pages exactly to Figma designs across about 40 pages, where feeding screenshots had done poorly, and it did what he needed.