Head of Sales

🕒 May 28

🇺🇸 United States – Remote

💵 $250k - $290k / year

⏰ Full Time

🔴 Lead

🤑 Sales

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Anagram

WebsiteLinkedInAll Job Openings

11 - 50 employees

☁️ SaaS

⚕️ Healthcare Insurance

🤝 B2B

SaaS • Healthcare Insurance • B2B

Anagram is a company focused on simplifying insurance billing for eye care professionals. Their platform allows practices to manage patients’ eligibility, benefits, costs, claims, and orders all in one place. Anagram helps out-of-network patients leverage their vision insurance benefits by checking eligibility and filing claims, ultimately helping practices increase revenue and improve operational efficiency. By unifying and managing insurance billing, Anagram supports optometrists, ophthalmologists, and opticians in making more informed decisions regarding vision plans and enhancing patient care. With endorsements from trusted sources and over 3 million patients assisted, Anagram positions itself as a vital partner to eye care providers in optimizing their business.

📋 Description

• Own team revenue targets and help drive monthly, quarterly, and annual sales goals • Lead and develop a team of SDRs and Account Executives through hands-on coaching and performance management • Act as a player-coach by joining strategic deals, reviewing calls, and helping unblock opportunities • Improve sales process, pipeline velocity, forecasting accuracy, and conversion rates across the funnel • Recruit, hire, onboard, and ramp high-performing sales talent as the team scales • Build structure and accountability around CRM hygiene, activity standards, and pipeline management in HubSpot • Partner with Marketing and RevOps to improve lead quality, reporting, and operational efficiency • Help refine sales process, compensation plans, and broader go-to-market strategy • Build a culture of urgency, ownership, execution, and continuous improvement

🎯 Requirements

• 5–8+ years of SaaS or technology sales experience, with 2–4+ years managing SMB or mid-market sales teams • Proven experience leading high-velocity, high-volume sales organizations • Strong coaching and sales development skills across the full sales cycle • Experience managing SDRs and Account Executives in a startup or high-growth environment • Track record of improving team performance, quota attainment, and pipeline conversion • Experience recruiting, hiring, onboarding, and ramping sales talent • Strong understanding of sales metrics, forecasting, pipeline management, and CRM discipline • Experience with HubSpot and sales compensation structures preferred • Highly operational, accountable, and comfortable working cross-functionally • Ability to operate as a player-coach and help strategically move deals forward

🏖️ Benefits

• Industry-leading compensation, including salary and equity ownership • MacBook, monitor, and all the technologies you need to succeed • Full Medical & Dental Insurance • Unlimited PTO • 401k • Remote first company • Fast-paced startup environment