Anagram

Fractional RevOps / GTM Engineer (Part-Time, Contract)

USA, United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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About the 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 the Role

We're looking for a hands-on RevOps/GTM engineer to own the revenue systems layer across a genuinely messy and interesting go-to-market. You'll design and maintain the pipes connecting CRM, billing, warehouse, and analytics, and wire AI into the workflows in between. You'll work directly with revenue leadership and have wide latitude in how things get built.

Why This Role Is Harder Than It Sounds

The account hierarchy is real. Our market spans solo practices, multi-location companies, roll-up brands, and PE platforms. The HubSpot company object has to do quadruple duty — PE firm → brand → company → location — with clean parent-child associations, dedup logic that respects the hierarchy, and reporting that rolls up correctly at every level.

Four GTM motions run in parallel. SMB, mid-market, enterprise, and partner led — each needs its own routing, lifecycle logic, handoffs, and funnel reporting, without forking the CRM into four incompatible systems.

Three products, three pricing models. Subscription, usage-based, and percentage-of-collections billing all flow through the same revenue stack. Normalizing these into coherent ARR/NRR, cohort, and revenue reporting is a core design problem, not an afterthought.

About You

You're a hands-on RevOps/GTM engineer with a builder profile.

Strong SQL from scratch.

You know when a Zap is enough and when it's time to write code.

Self-directed; comfortable operating fractionally with async communication and minimal oversight.

What We're Looking For

Must-Haves

4+ years in RevOps, GTM engineering, or sales/marketing ops with a builder profile

Deep, hands-on HubSpot experience custom objects, associations, workflows, API —ideally with complex parent-child account structures (multi-location, franchise, healthcare, or roll-up environments)

Production experience with Stripe data, including usage-based or non-standard billing models

Production experience with Zapier

Practical experience building with Claude or comparable LLM APIs, prompting, evaluation, and knowing the failure modes

Self-directed; comfortable operating fractionally with async communication and minimal oversight

Nice-to-Haves

Healthcare or vertical SaaS experience; familiarity with provider data (NPI/NPPES, CMS datasets)

Experience supporting multiple concurrent GTM motions (PLG/SMB velocity alongside enterprise sales)

dbt and enrichment tooling (Apollo)

What You'll Do

CRM architecture (HubSpot): The parent-child company model, lifecycle stages, lead routing by segment, workflows, dedup, and data hygiene. You keep the CRM trustworthy so pipeline numbers are real at both the location and parent level.

Billing-to-CRM sync (Stripe): Reconcile heterogeneous billing data (subscription, usage, % of collections) with CRM records; surface churn, expansion, and payment signals where the revenue team can act on them.

Automation (Zapier + scripting): Build and maintain the integration layer. Know when a Zap is enough and when it's time to write code.

Data warehouse (Snowflake): Model GTM and revenue data into clean, queryable tables that handle the hierarchy and mixed pricing models. Strong SQL from scratch.

Analytics (Metabase): Dashboards leadership actually uses funnel conversion by motion, pipeline coverage, revenue normalized across pricing models, rollups by parent account.

AI workflows (Claude): Lead enrichment and scoring, call summarization, follow-up drafting, and data cleanup at scale, including provider-level enrichment from industry datasets (NPI/NPPES).

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.

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT API integration CRM Data Analysis MySQL Remote Collaboration Mid level

Likely questions

  1. Tell us about work you have done that is close to the Fractional RevOps / GTM Engineer (Part-Time, Contract) role.
  2. How would you approach your first 30 days at Anagram?
  3. Which of API integration, CRM and Data Analysis have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with API integration, CRM and Data Analysis.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Fractional RevOps / GTM Engineer (Part-Time, Contract) role because I can bring practical experience in API integration, CRM and Data Analysis, learn the team quickly, and contribute to the outcomes Anagram needs from this hire.

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