Ascend
About Ascend
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 While insurance represents 7.2% of global GDP, outdated financial infrastructure like PDFs, emails, and manual reconciliation continue to slow the industry down.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. 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. Responsibilities
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. Qualifications
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. Compensation
OTE:
$325k – $375k base + variable annually 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! 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.
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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 continue 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. 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. Responsibilities
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. Qualifications
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. Compensation
OTE:
$325k – $375k base + variable annually 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! 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.
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