Head of Sales at Ascend

San Francisco, California, United States -

Full Time

Start Date

Immediate

Expiry Date

12 Feb, 26

Salary

0.0

Posted On

14 Nov, 25

Experience

10 year(s) or above

Remote Job

Yes

Telecommute

Yes

Sponsor Visa

Skills

B2B Technology Sales, Sales Team Leadership, Coaching, Enterprise Sales, SMB Sales, Forecasting, Pipeline Management, Communication, Executive Presence, Insurance Experience, Financial Services Experience, Payments Experience, High-Growth Startup Experience

Industry

Insurance

Description

What We Do Ascend is transforming the $10 trillion global insurance industry by combining AI automation with embedded fintech. While insurance represents 7.2% of global GDP, outdated financial infrastructure like PDFs, emails, and manual reconciliation continues to slow the industry down. Ascend is the first and market-leading finance automation platform built specifically for insurance, driving the industry’s rapid digital transformation. In just three years: Trusted by thousands of insurance businesses nationwide Processes billions in transactions annually, growing 200%+ per year Built a world-class team of 50+ across San Francisco and Columbus How We Do It Ascend automates the entire insurance financial lifecycle—from collections and accounting to reconciliations and disbursements—helping businesses streamline operations and increase profitability. In the AI era, software alone is no longer enough. For decades, software costs have declined, and with AI, they’re now in free fall. As both software buyers and builders, we fully embrace this shift—it makes technology more powerful and accessible. However, businesses must also maximize monetization, and the future belongs to those that embed themselves into financial flows rather than simply selling SaaS. That’s why AI + fintech is our edge—seamlessly integrating financial automation into transactions to create real, lasting value. Customers don’t just buy software; they unlock powerful financial efficiencies with a 5–7x ROI. Why We Do It Insurance is a $10 trillion-plus industry running on legacy systems. AI alone won’t fix it, but AI-powered automation embedded into payments and transactions will. Ascend’s mission is to become the leading financial automation platform for insurance by 2030—powering the entire industry’s financial operations while transforming the way trillions of dollars move. Your Role As the Head of Sales at Ascend, you will lead our Sales team —responsible for winning new logos across SMB, Mid-Market and Enterprise segments and expanding existing customer relationships. You’ll help us take our Sales organization to the next level by leading our growing team of AEs, designing scalable systems, managing forecasting with precision, and personally owning key strategic accounts to demonstrate sales mastery to the team. This is a player-coach role that combines leadership, operational rigor, and executive-level selling. We are hiring for this position in either San Francisco, CA or Columbus, OH. Responsibilities will include Build and lead a high-bar team culture with clear expectations, performance reviews, and quota accountability. Hire, onboard, and coach top-performing AEs, driving sales discipline and consistent quota attainment. Own full-cycle sales playbooks for different. segments (SMB/Medium vs. Enterprise/Strategics). Lead forecasting and pipeline management with clean data hygiene, accurate commits, and stage discipline. Design and manage the coverage model—capacity, quotas, account assignment, and resourcing plans. Personally own and drive strategic accounts, modeling enterprise selling and CxO engagement. Codify repeatable patterns from strategic deals into scalable enablement assets (ROI tools, templates, FAQs). Partner with RevOps, Finance, and CS on deal economics, enablement, and expansion initiatives. Collaborate with Marketing to refine message architecture and competitive positioning. You might be a good fit if you are / have 8+ years in B2B technology Sales. 2+ years of experience leading Sales teams. Track record of building and coaching high-performing quota-carrying teams. Experience with both Enterprise and SMB/ Mid-Market sales processes. Strong forecasting and pipeline management discipline. Excellent communication and executive presence. Insurance, financial services, or payments experience a plus. High-growth startup experience preferred. Benefits Competitive base salary and meaningful equity in a fast-growing company 100% health premiums covered for you and your dependents 401k with employer matching options Unlimited PTO Monthly company-paid commuter benefit options Parental and family leave Lunch provided when in office Dog-friendly office! Join Ascend and be part of our mission to revolutionize the insurance industry and contribute to global financial modernization. Your leadership can make a significant impact on improving the $1T+ insurance industry. Equal Opportunity We are committed to equal opportunity employment and embrace diversity within our organization. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We encourage candidates to apply even if their experience doesn't precisely match this opportunity. We value diversity and are dedicated to equal opportunity employment.

Responsibilities

Lead the Sales team to win new logos and expand existing customer relationships. Design scalable systems and manage forecasting while personally owning key strategic accounts.