Product Operations

About Tailwind

Tailwind is organizing the world's insurance information.

Insurance is one of the largest markets in the world, and it runs entirely on PDFs and antiquated infrastructure. We like it that way. While the industry takes years to roll out change, we ship in days.

Tailwind is backed by the earliest investors in financial infrastructure and technology titans Ramp ($23B), Robinhood ($100B) and Cognition ($10B), as well as over a dozen founders and leaders of billion dollar+ companies (including Segment, Newfront, Qualtrics, Cursor, etc) and even NBA champions.

About the Role

This is a high-ownership product role. You’ll work directly with founders, and own real product surface area from day one.

You’ll go deep on how the product works by being close to our users — spotting patterns, fixing broken experiences, and turning scrappy workflows into scalable systems. You’ll be the connective tissue between customers, product, and engineering, translating frontline context into real product improvements.

We’re looking for someone sharp, curious, and product-minded — someone who wants to get in early, learn fast, and help build the future of Tailwind from the inside out.

What You’ll Do

• Get close to our users — understand their workflows, uncover friction, and help them succeed

• Turn repeated work into documentation, tooling, and new product that scales

• Synthesize customer feedback and usage patterns into clear, actionable product specs

• Help drive adoption of new features by making them easier to understand and easier to love

• Be a force multiplier- every problem you solve should stay solved

What Makes You a Great Fit

• 2–4+ years of experience in a fast-paced, analytical role (consulting, biz ops, early-stage startup, etc.)

• Product-minded: curious, systems-oriented, and always looking for ways to improve how things work.

• Comfortable with ambiguity and energized by figuring things out as you go.

• High user empathy- you genuinely want to make customer experiences faster, easier, and better.

• Experience collaborating with multiple cross-functional partners, including product and engineering teams.

• Interest in AI and how it’s reshaping modern workflows (hands-on experience is great, but not required).

Why You Should Work Here

We’re building a company and a culture that prides itself on creating huge value for customers, and creating it quickly.

Our core team has worked together 3 times now, hailing from Carta ($7B) and AppDirect ($2B) and includes veterans from Ramp, Apple, Salesforce and C3 AI - people who know what great product looks like, and what it takes to build it fast.

Tailwind is backed by the earliest investors in financial infrastructure and technology titans Ramp ($23B), Robinhood ($100B) and Cognition ($10B), as well as over a dozen founders and leaders of billion dollar+ companies (including Segment, Newfront, Qualtrics, Cursor, etc) and even NBA champions.

We’re in-person at our beautiful offices 5 days per week in San Francisco (financial district) - velocity requires proximity. If you want to do the most meaningful work of your career, with an elite team, in a trillion dollar market, come join us.