Head of Sales

Anagram, the insurance billing platform for eye care providers, is seeking a senior-level Head of Sales to lead our team remotely in the USA. In this senior Sales role, you will act as a hands-on player-coach, balancing strategy with execution to help our growing organization consistently hit revenue goals.

Role Requirements and Background

• 5–8+ years of SaaS or technology sales experience
• 2–4+ years managing SMB or mid-market sales teams
• Proven leadership in high-velocity, high-volume startup environments
• Experience managing both SDRs and Account Executives across the full sales cycle
• Bachelor's degree required
• Familiarity with HubSpot and sales compensation structures is preferred

What You Will Do

You will own team revenue targets, drive monthly and annual sales goals, and lead a team of SDRs and Account Executives through direct coaching, call reviews, and deal strategy. Your responsibilities include recruiting and ramping sales talent, improving pipeline velocity and forecasting accuracy in HubSpot, and partnering cross-functionally with Marketing and RevOps to refine go-to-market strategies.

Benefits and Perks

• Industry-leading compensation including salary and equity ownership
• Full Medical and Dental Insurance
• Unlimited PTO and a 401(k) plan
• MacBook, monitor, and necessary technology provided
• Remote-first work environment