Eight Storefronts
Own the full eight businesses at once.

Rule: own eight shops at the same moment, checked at the end of every day. There is no cap; eight is the threshold. If each new shop is retooled to what its district wants most, the same route also earns Master of Trades.

Route

Start a Dock-hand, no traits. Set Settings → Auto-pause to Monthly and let Auto (Space) run the days: it stops for every Hush offer, contest, crisis and monthly check-in, which is when you act.
Buy your first shop in Confluence Spit (B) as soon as the purse covers it, retool it to the good the district wants most (T), and press , until the plan reads 50% of market. Cheap staples keep stock moving, and fair prices pull your commoner standing up. Once the purse passes 150 Bits, hire a hand (H) and promote them to manager (A).
Buy another shop in Confluence Spit whenever the purse covers a third more than its price. A new shop copies the trade of the shop you have selected, so retool it at once (T), price it at half, and raise its plan (↑) so it opens with stock.
At each monthly check-in set every shop's daily make to about two more than it sold the day before (Tab to the shop, ↑↓), so nothing rots on the shelf. Join the guild (Q) when you can spare it, take Hush runs (Y) while Watch suspicion is under 20, and answer crisis appeals with relief (D).

This run's eighth shop opened on day 744 (Year 2, Frost 44). The route reached eight shops in all 12 worlds it was tried on. Shop prices climb with each purchase, so the last two take the longest. Your world will not match this one day for day: prices, figures' moods and catastrophes come from the world you are playing. The decisions are the same.

Full run

Four and a half minutes. It plays at 1.5× from the first day to the final achievements screen, as the label in the corner says; the menus run at normal speed. The run was played by a scripted player through the game's normal controls, not by a person, and screen-recorded on a fresh profile. The game's own music and effects, no commentary.

Play screen with eight shops and a four-achievement notice — Day 744: the plan panel reads 1/8 and the district tile carries eight shop marks. The notice counts four achievements unlocked together, Eight Storefronts and Master of Trades among them.