Thimble

Thimble is an insurance producer enabling small businesses to succeed on their own terms.

Thimble is an insurance producer enabling small businesses to succeed on their own terms.
FinTech
Milestones
Founded in 2015 Seed round in 2017 by OpenOcean Series A in 2019 by IAC
Investment year
2017
Investment stage
Series A
Investment status
Exited
Deal team
Tom Henriksson
Thimble is an insurance producer enabling small businesses to succeed on their own terms.

Thimble helps small businesses acquire general and professional liability, business equipment, commercial property, event, and other types of insurance coverage via its proprietary digital platform. By partnering with multiple insurance carriers, Thimble provides tailored insurance solutions to small businesses, brokers, and agents.

News highlights

All news
10
min read

The state of agentic AI in 2025: what’s working, what isn’t, and what’s next

At the start of the year, “2025: The Year of Agents” sounded like headline bait. Eight months in, it feels like an understatement. Sam Altman said agents would “join the workforce” in 2025. Satya Nadella expects them to replace segments of knowledge work. Marc Benioff wants Salesforce to be the “#1 provider of digital labour.” That’s not future tense anymore - today, agents are moving tickets, shipping code, and digesting documents.
9
min read

What we’ve learned from the front lines of AI-enabled services

Last November, we laid out a vision for AI-native services: businesses rebuilt from the ground up to combine the margins of software with the resilience and depth of services markets. Since then, we have taken dozens of first meetings, explored more than 15 verticals, backed our first deals, and sharpened our thesis along the way.
7
min read

Enterprise automation market industry update: automation after GenAI

At OpenOcean, we’ve long believed in automation software’s potential. It’s been a core theme in our investment focus for years, giving us early and continued exposure to exciting developments in the field.
Tom Henriksson
Tom Henriksson
General Partner
Tom Henriksson
Tom Henriksson
General Partner
FinTech
FinTech