---
title: 'Product Operations at Tailwind'
canonical: 'https://feeny.ai/job/product-operations-tailwind-san-francisco-fb0v72r2k078'
type: 'job'
last_seen: '2026-09-08'
---

# Product Operations at Tailwind

- **Company:** Tailwind
- **Location:** San Francisco, CA
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2025-09-04
- **Last confirmed live:** 2026-09-08
- **Apply:** https://jobs.ashbyhq.com/tailwind/6752496a-70b7-4679-be3b-4b8ba6d14cb3

## Job description

## 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.

## About Tailwind

## Company Overview
- **One-liner**: AI-powered loss run automation platform that provides end-to-end stewardship analytics for commercial insurance brokerages.
- **Entity Type**: Private (Startup – Seed stage)
- **Headquarters**: San Francisco, California, USA (with a secondary presence in Canada)
- **Founded**: 2020
- **Founders**: Michael Heider (CEO & Co-Founder)

## Core Business
- **Industry**: Insurance Technology (Insurtech) – specifically workflow automation for commercial Property & Casualty (P&C) insurance.
- **Target Customers**: B2B – Insurance agencies, brokerages, MGAs, and wholesalers across the U.S.
- **Mission/Purpose**: “Power stewardship reports for your entire book and new business” – enabling brokers to become trusted advisors by eliminating manual data retrieval and analysis.

## Products & Services
- **Loss Run Automation**: Automated scheduling and retrieval of loss runs from carriers, wholesalers, and MGAs. Includes real-time experience modification (Ex Mod) snapshots and projections.
- **Stewardship Reports**: Client-facing analytics reports for every policy across every carrier, featuring trend analysis, loss summaries, and benchmarking.
- **Proposals**: Customizable, brand-tailored client proposals with side-by-side quote comparisons.
- **Policy Checking**: Automated verification of policy details against quotes and submissions to ensure accuracy and coverage.
- **Quote Comparison**: Multi-market quote comparison to quickly identify the best coverage options.
- **Benchmarks**: Compare loss ratios, mods, and rates across carriers and regions.

All products are delivered as a SaaS platform.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed (private company).
- **Key Metric**: Total Funding – $50,000 USD (Pre-Seed round, March 2024). Annual revenue is not publicly available.
- **Notable Investors/Partners**: Lead investor – BrokerTech Ventures (Pre-Seed). Also Microsoft Partner Verified.
- **Notable Customers**: Moody Insurance Agency, M3 Insurance, Unico, Newfront, Marshall Sterling, Baldwin, CGO, Propel, True North, HIG.
- **Growth Signals**: Headcount grew +1,100% year-over-year (to 19 employees as of mid-2026). Active hiring with 8 open roles across engineering, sales, and customer success.

## Competitive Advantages
- **SOC 2 Type II Certified** and **Microsoft Partner Verified** with bank-level data encryption.
- Automated connectivity to **1,000+ carriers, wholesalers, and MGAs**.
- AI-driven end-to-end automation saves brokers **10+ hours per renewal**.
- Comprehensive platform covering loss run retrieval, analytics, proposals, policy checking, and benchmarking – all in one place.

## Strategic Focus
- Scale automated stewardship reporting to the entire book of business (both renewal and new business).
- Deepen integrations with agency management systems and CRM platforms.
- Expand client base among top U.S. brokerages and increase market share in the commercial P&C space.

## Why Work Here
- **Culture**: Fast-growing startup (headcount up 1,100% YoY) with a focus on execution and innovation.
- **Work Policy**: Hybrid model (in-office for San Francisco-based roles; some roles in-office). San Francisco HQ is pet-friendly with free snacks and drinks.
- **Perks & Benefits**: Company equity, performance bonuses, generous parental leave, family medical leave, dental & health insurance, Flexible Spending Account (FSA), commuter benefits, job training & conferences, and customized development tracks.
- **Engineering Culture**: Emphasis on product and forward-deployed engineering; currently hiring Frontend Product Engineers, Full Stack Engineers, and Forward Deployed Engineers.

## Sources
1. [ontailwind.com](https://www.ontailwind.com/)
2. [builtin.com](https://builtin.com/company/tailwind-ontailwind)
3. [linkedin.com](https://www.linkedin.com/company/ontailwind)
4. [insurtechlist.com](https://insurtechlist.com/companies/tailwind/)
5. [scoutify.com](https://scoutify.com/companies/tailwind/)

## Other roles at Tailwind

- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-tailwind-san-francisco-5nmpfvh54rns) — San Francisco, CA
- [Frontend Product Engineer](https://feeny.ai/job/frontend-product-engineer-tailwind-toronto-pnn06mxpb29h) — Toronto, Canada
- [Account Executive](https://feeny.ai/job/account-executive-tailwind-san-francisco-basbbcqmtxh0) — San Francisco, CA
- [Sales Development Representative](https://feeny.ai/job/sales-development-representative-tailwind-san-francisco-atzm72063zkj) — San Francisco, CA
- [Deployment Strategist](https://feeny.ai/job/deployment-strategist-tailwind-san-francisco-whd36eqjgk8f) — San Francisco, CA
- [Product Operations](https://feeny.ai/job/product-operations-heidi-sydney-ya4jrdb4wmvj) — Sydney, Australia
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