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    Anagram

    Head of Sales

    Anagram
    Full-time
    USAUSD 250,000 - 290,000SalesToday

    About this role

    Anagram is the ultimate insurance billing platform for eye care providers. Combining instant eligibility and benefit verifications, patient responsibility calculation, claims management, payment posting, and more, Anagram's all-in-one revenue cycle management solution is designed to save providers time and money, and free doctors to deliver the best care for their patients. Our mission is to simplify insurance, and it's working: over 2,000 eye care professionals rely on Anagram to manage their insurance billing.

    Founded in 2014, Anagram is the largest and fastest-growing insurance billing platform for eye care providers in America and processes hundreds of millions of dollars each year.

    About You

    You’re a hands-on sales leader who thrives in fast-paced startup environments. You know how to balance strategy with execution and lead from the front, coaching reps, improving processes, and helping the team consistently hit revenue goals.

    You believe great sales leadership is about developing people into top performers. You know how to coach reps through direct feedback, call reviews, deal coaching, and skill development, while building a culture of accountability, urgency, and continuous improvement.

    You’re comfortable owning team performance, managing pipeline and forecasting, hiring and ramping talent, and helping build a scalable sales organization as the company grows.

    What We’re Looking For

    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

    What You’ll Do

    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

    Preferred

    Experience selling SMB SaaS products with shorter sales cycles

    Background in healthcare, health tech, or practice management software

    Familiarity with insurance, billing, or revenue cycle workflows

    Experience working in an early-stage or high-growth startup environment

    Previous experience as a top-performing Account Executive or sales leader

    Experience building and scaling sales teams from the ground up

    Anagram offers employees:

    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

    Anagram is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy), sexual orientation, gender identity, national origin, age, disability, veteran status, or any other characteristic protected by applicable law.

    About Anagram

    Anagram
    Anagram

    Anagram is an insurance billing platform designed specifically for eye care providers. The company's mission is to simplify insurance billing processes for optometrists and ophthalmologists. Anagram serves over 2,000 eye care professionals who rely on the platform to manage their insurance billing workflows. The platform addresses a critical pain point in the healthcare industry by streamlining what is typically a complex and time-consuming administrative process.

    Hiring remote talent?

    Reach active remote job seekers from $149.

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