About this role.
Anagram is hiring a Head of Marketing to own full-funnel marketing strategy and generate SMB pipeline and revenue for its eye-care insurance billing SaaS platform. The role leads demand generation across paid media, lifecycle email, content, webinars, outbound support, and conversion-rate optimization. This hands-on leader will partner closely with Sales and Product on ICP definition, positioning, offers, and field feedback while managing CAC, payback, and funnel metrics. The position is designed for a high-growth startup marketer who can move quickly, operate independently, and build a small team over time.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
5/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I would explain the initial funnel baseline, ICP, channel mix, and target metric, then describe the experiments and operating cadence used to improve performance. A strong answer should quantify outcomes such as pipeline created, SQL conversion, CAC, payback period, and time to impact.
I would begin with customer, win-loss, and funnel analysis to validate the ICP, buying triggers, and highest-converting segments. I would then prioritize measurable channels with fast feedback loops—such as paid search, lifecycle activation, landing-page improvements, and targeted webinars—while establishing clear CAC, conversion, and pipeline targets.
I map the complete journey, establish conversion benchmarks at each stage, and identify the largest volume or quality constraint. I then run focused tests across traffic targeting, landing-page messaging, forms, nurture paths, sales handoff, and offer design, measuring both immediate conversion gains and downstream pipeline quality.
I create a regular feedback loop using call recordings, objection analysis, customer interviews, win-loss data, and product usage insights. I turn those findings into concise messaging, proof points, sales enablement, and campaign assets, then validate the message through conversion and sales-cycle results.
I would report pipeline created and sourced, revenue contribution, spend, CAC, payback, lead-to-SQL and SQL-to-win conversion, channel performance, and experiment results. I would pair the dashboard with a short narrative on what changed, why it changed, and the next actions required.
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 the Role:
We’re looking for a Head of Marketing to own the full marketing strategy and drive pipeline + revenue growth. This person will lead SMB demand generation across paid channels, lifecycle/email, content, webinars, and outbound support, while continuously improving conversion throughout the funnel. You’ll partner closely with Sales and Product on positioning, messaging, and ICP, run fast experiments, and track performance metrics like CAC, payback, and conversion rates. This is a hands-on role in a high-growth B2B SaaS startup, with the opportunity to build and lead a team over time.
What you’ll do
Own the full marketing plan and hit pipeline + revenue targets
Build and run SMB demand gen: paid search/social, outbound support, webinars, email, lifecycle, mail
Improve conversion across the funnel (visit → lead → SQL → closed-won)
Own positioning + messaging and keep it tight, clear, and usable by Sales Ship content that drives deals: landing pages, case studies, sales enablement, product pages
Run experiments fast, keep what works, kill what doesn’tManage budget and report results weekly (pipeline, CAC, payback, conversion rates)
Partner with Sales + Product daily to align on ICP, offers, and feedback from the field
Hire and lead a small team over time (or work hands-on until you do)
What we’re looking for
7-12 years in SMB SaaS marketing
Proven track record generating pipeline and revenue (not just “brand” work)
Strong performance marketing skills (paid + landing pages + CRO)
Strong lifecycle marketing skills (email, nurture, onboarding, retention)
Clear writer and editor. Can turn messy ideas into simple, sharp messaging.
Comfortable with numbers and attribution. You can explain results without hand-waving.
Bias for action: you execute fast and don’t wait to be told what to do
You’ve worked in a high-growth startup and can handle messy, changing priorities
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.
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