---
title: 'Forward Deployed Engineer at Tailwind'
canonical: 'https://feeny.ai/job/forward-deployed-engineer-tailwind-san-francisco-5nmpfvh54rns'
type: 'job'
last_seen: '2026-09-08'
---

# Forward Deployed Engineer 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/96c914bf-ddce-4a43-8fd1-cae7393d4238

## 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

As a Forward Deployed Engineer, you’ll sit at the intersection of engineering, product, and customer success. Owning the technical integration will be the foundation of your role — especially at first — but we expect you to evolve into leading the technical delivery of special projects and initiatives for your customers.

Your primary internal partner will be the Deployment Strategist (see that role here https://jobs.ashbyhq.com/tailwind/3693a299-ddff-43f4-8edd-ad8315739db4) who owns customer success overall and will partner with you to deliver value quickly and repeatedly.

This role is part solutions engineer, part product specialist, part technical consultant. You’ll develop software at the edges of our product, configure our core platform, and become the trusted technical advisor to business leaders inside our customers’ organizations.

## TECHNICAL REQUIREMENTS

We’re looking for someone who can quickly gain context, build lightweight technical solutions, and work across teams to drive customer outcomes. You should:

- Be comfortable standing up simple applications — in a modern cloud environment (e.g., AWS, GCP, Azure), using tools like serverless functions, containerized services, or basic web frameworks. You don’t need to be a full-stack wizard, but you should know how to go from zero to working prototype.
- Have experience building and debugging data pipelines — whether that’s writing SQL to transform and move data, scripting in Python or Java, or orchestrating lightweight ETL workflows. You’ll often need to wrangle customer data or bridge gaps between systems.
- Be fluent in APIs and integration logic — including authentication (OAuth, keys), RESTful design, and tools like Postman or curl. You’ll regularly connect Tailwind’s systems with customers’ infrastructure and tools.
- Be LLM-native — you’re already using tools like Copilot, Claude, or ChatGPT to accelerate dev work, generate glue code, or prompt your way through hairy problems.
- Thrive in ambiguity — this isn’t a checkbox role. We’re solving problems that don’t always have clear requirements. You’ll need to think critically, get your hands dirty, and ship solutions that move the needle for customers.

## WHAT YOU’LL DO

- Own technical integrations for new brokerage customers — from first install to full rollout.
- Expand our product with additional integrations, analytical capabilities -- whatever there is a commercial need for that is not met by our core product
- Work closely with deployment strategists and product ops to ensure smooth rollouts and successful adoption.
- Collaborate with engineering on product fixes, light customizations, and new deployments.
- Travel occasionally for key deployments or high-touch customers, if needed.

## WHAT MAKES YOU A GREAT FIT

- 1–6 years in software engineering, solutions engineering, or technical consulting.
- Comfortable working with APIs, SQL databases, and cloud or on-prem deployments.
- Strong communication skills — you’ll be customer-facing and technical.
- Excited to working in our SF office
- Insurance or financial services experience a plus but not required.

## WHY YOU SHOULD WORK HERE

- Impact: You’ll be the bridge between product and customer — ensuring success at the most critical stage of adoption. The best startups are adopting this model because it gives engineers direct exposure to customers, influence over the roadmap, and a faster feedback loop than traditional engineering roles. Skills in this area are in high demand and open doors to product, leadership, and founder paths.
- Speed: Work closely with engineering to ship improvements fast.
- Career growth: Forward-deployed engineers often move into product, solutions architecture, or technical leadership as startups scale.
- Elite Team: Small, ambitious, and fast-moving. 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.

## 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

- [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
- [Product Operations](https://feeny.ai/job/product-operations-tailwind-san-francisco-fb0v72r2k078) — San Francisco, CA
- [Deployment Strategist](https://feeny.ai/job/deployment-strategist-tailwind-san-francisco-whd36eqjgk8f) — San Francisco, CA
- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-monday-com-paris-2y8wvht9z97a) — Paris, France
- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-monday-com-london-6fbhd14ej1sg) — London, United Kingdom
- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-altara-san-francisco-3wakb3c3jxca) — San Francisco, CA
- [Forward Deployed Engineer](https://feeny.ai/job/forward-deployed-engineer-arcade-austin-e48rc1w4eya7) — Austin, TX
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