---
title: 'Sales Development Representative at Tailwind'
canonical: 'https://feeny.ai/job/sales-development-representative-tailwind-san-francisco-atzm72063zkj'
type: 'job'
last_seen: '2026-09-08'
---

# Sales Development Representative 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/3455e46d-7d1e-4873-b79d-ce7fd2d6c910

## 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 Sales Development Representative (SDR) focused on insurance brokers, you’ll own the very top of our sales funnel.

This is a great role for someone hungry to break into SaaS sales, learn the commercial insurance space, and grow into senior sales or go-to-market roles as Tailwind scales.

## WHAT YOU’LL DO

- Research & prospect: Build targeted lists of insurance brokers using tools like LinkedIn Sales Navigator, and Apollo.
- Outbound outreach: Run email, phone, and LinkedIn campaigns to engage brokers and book discovery calls.
- Qualify leads: Quickly understand broker pain points and how Tailwind can help — then pass the most promising leads to the Sales team.
- Collaborate with Sales & Marketing: Share broker feedback, refine messaging, and help shape our go-to-market motion.
- Maintain pipeline hygiene: Track all activity and broker conversations in Salesforce.
- Experiment & improve: Test new outreach sequences and messaging to drive higher connect rates with brokers.

## WHAT MAKES YOU A GREAT FIT

- 1–4 years of experience in sales, recruiting, or other customer-facing roles (internships count).
- Excellent communication skills — you can write clear, engaging outreach and handle phone conversations confidently.
- Curiosity about financial services or interest in learning about insurance.
- Persistence and resourcefulness — you’re comfortable doing research and trying new outreach tactics.
- Experience with outreach tools (HubSpot, Apollo, Sales Navigator) a plus but not required.
- Startup mindset: adaptable, fast-moving, eager to take ownership.

## 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/)

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