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Head of Sales

Ascend21 · San Francisco, California · 2026-06-09

executive
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About this role

What We Do

Insurance is a $10T industry still running on PDFs, email threads, and manual reconciliation. Ascend is changing that. We built the first and only complete financial operations platform purpose-built for insurance — combining AI-powered accounting automation, payments, and premium financing in a single vertically integrated solution. In five years, we've become the market leader: over 4,000 businesses, including more than half of the 50 largest brokers in the country, trust Ascend to bring clarity to complex accounting operations — from collection to close.

How We Do It

Ascend automates the financial operations that insurers, MGAs, and agencies run every day — and embeds directly into the transactions where money actually moves.

AI is driving the cost of software toward zero. The companies that win won't just sell tools — they'll capture value at the point of the transaction itself. Ascend is built for exactly that moment. Our customers don't just adopt software; they unlock measurable efficiency with a proven 5–7x return on investment.

Our 70+ person team, based in San Francisco and Columbus, brings together deep expertise in insurance, fintech, and AI to build infrastructure the industry has never had.

Why We Do It

The insurance industry intermediates trillions of dollars — and almost none of that infrastructure was built for the modern era. Legacy systems aren't just inefficient; they're a ceiling on what the industry can become.

Ascend's mission is to become the leading financial automation platform for insurance by 2030 — powering the financial operations of the entire industry and transforming the way trillions of dollars move. We're not building another point solution. We're building the financial backbone of insurance.

Your Role

Ascend is looking for a Head of Sales to lead our sales organization and own our closed won deals goals. You'll inherit a strong foundation — defined segments, active pipeline, and a GTM motion that's working — and your job is to take it to the next level. You'll lead a team of 8-10 AEs across SMB, Mid-Market, and Enterprise, drive forecast discipline, and be a player-coach in our most important deals.

We are hiring for this position in San Francisco, CA.

Responsibilities will include

Objective #1: In your first 30 days, develop an understanding of how each of our AEs sells Ascend’s products in their respective segments

• Develop a deep understanding of Ascend's product lines and how each maps to SMB, Mid-Market, and Enterprise buyer personas

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