Work02
Ollive

Project facts
- Client
- Ollive
- Sector
- Insurance for AI agents
- Deadline
- Fundraise announcement, July 14, 2026
- Year
- 2026
- Duration
- June to August 2026
- Team
- Chandan with four designers across brand, product and motion
- Services
- Positioning, logo, brand identity, a certificate artifact, homepage and engineering handoff
Situation
Ollive insures AI agents. Its founder had a fundraise announcement on a fixed date and no brand to announce with. The risk Ollive covers stays invisible until it becomes a headline, so the brand had to make it legible, and calm, to the founders shipping agents.
The reframe
What we saw
Insurance that sells fear of what agents might break.
What we said
Ollive surfaces risk; it never fixes it. An MRI, not surgery.
Founders buy cover to ship faster, not to feel scared. Every concept had to end on the win.
The work
Positioning came first, then four concept rounds, a locked logo, a certificate of coverage designed to be shared, and the homepage, designed early so Ollive’s engineers could build in parallel.







Decisions
-
finding
Positioning before pixels.
What we chose A positioning pyramid signed off before the first concept round.
Rejected
Opening with logo explorations.Why The founder wanted the strategic reasoning behind every direction, so each round answered to the same brief.
-
insight
The certificate is the most shared surface.
What we chose A certificate of coverage designed as a brand artifact, print- and screen-ready.
Rejected
Treating the certificate as policy paperwork.Why Customers post a certificate. They never post a logo.
-
insight
Homepage first.
What we chose The homepage designed in the first ten days and handed to Ollive’s engineers.
Rejected
Finishing every page before handoff.Why The announcement date was fixed, and Ollive had its own developer ready to build.
Outcome
-
Delivery
Four concept rounds to a locked logo, a brand system, a certificate artifact and a homepage handed to engineering, June to August 2026.
What we’d tell the next founder
Lock the positioning before the first concept round. Every round then answers to the same brief.
Design the thing your customers will share, not just the logo.
Plan back from the announcement date, and hand the homepage to engineering first.
Next
30 min · we name the first three things we’d change · written scope in 48 hours
