Head of Sales

Responsibilities

• Lead the sales organization and own closed-won deal goals
• Manage a team of 8-10 AEs across SMB, Mid-Market, and Enterprise segments
• Drive forecast discipline and establish stage discipline and data hygiene standards
• Act as a player-coach in key Enterprise and Strategic pursuits
• Partner with Marketing on lead generation and competitive positioning
• Collaborate with Customer Success on expansion and land-and-expand strategies
• Refine KPIs and reporting rhythms for pipeline health and rep performance

Requirements

• 8+ years in B2B technology sales across multiple segments
• 2+ years leading quota-carrying sales teams
• Experience with land-and-expand motions and NDR
• Strong forecasting discipline and coaching skills
• Excellent communication and executive presence
• Experience in high-growth startups

Preferred Qualifications

• Experience in insurance, financial services, or payments
• Strong exposure to RevOps, Marketing, and Customer Success

Benefits

• 100% health premiums covered for you and dependents
• 401k with employer matching
• Unlimited PTO
• Company paid commuter benefits
• Parental and family leave
• Daily lunch provided
• Dog-friendly office

About the Company

Ascend is a financial operations platform purpose-built for the insurance industry, combining AI-powered accounting automation, payments, and premium financing.