Lead Growth Marketer, Monetization

Alignable•Boston, MA
•$135,000 - $180,000•Hybrid

About The Position

Alignable is seeking a Lead Growth Marketer, Monetization to focus on converting active free members into paying customers. This role is a senior individual contributor responsible for identifying members ready to upgrade, developing strategies and experiments to drive conversions, and working closely with product, engineering, and data teams. The position is closer to growth engineering than traditional marketing, leveraging AI tools and data analysis to achieve upgrade targets. The core responsibility is to own the conversion of active free members to paid, finding opportunities within product usage data and utilizing AI assistant Allie as a conversion channel. This involves defining upgrade paths, testing offers and paywalls, and contributing to pricing and packaging decisions based on evidence. The ideal candidate is driven by metrics, takes ownership of results, and thrives in a fast-paced, experimental environment.

Requirements

  • 5 to 8 years in growth, conversion, lifecycle, or product-led growth.
  • Proven track record of personally owning free-to-paid, trial-to-paid, or upsell initiatives with measurable results.
  • History of being held to a revenue or conversion target, including successfully closing gaps when behind.
  • Fluency with product usage data and the ability to translate findings into testable hypotheses.
  • Comfort with shipping experiments, including prototyping with AI coding tools and working with engineers.
  • Daily use of AI in analysis, writing, building, and testing.
  • Ability to work independently, figure out the first move with a given target and context.
  • Skill in tailoring messages to specific audiences to make paying feel like the obvious next step.
  • Experience at a subscription or freemium company where users upgrade independently.

Nice To Haves

  • Performance marketing, paid acquisition, or social targeting experience.
  • Experience with small business customers and imperfect, real-world data.
  • Startup experience or experience building something from scratch.

Responsibilities

  • Own the conversion of active free members to paid customers.
  • Identify members ready to upgrade based on product usage data.
  • Develop and execute experiments to drive free-to-paid conversions.
  • Build offers, prompts, and paths that encourage upgrades.
  • Map and improve the path from activation to paid membership.
  • Define how Allie, the AI assistant, can be used as a conversion channel for upgrades.
  • Partner with Product on the development of the free version of Allie to ensure it's built for conversion.
  • Determine which features drive upgrades and which should remain in the free plan.
  • Test offers, paywall moments, and the value proposition for paid membership.
  • Provide evidence to leadership for pricing and packaging decisions.
  • Analyze product usage data to form testable hypotheses.
  • Prototype solutions using AI coding tools and collaborate with engineers to implement changes.
  • Work independently to achieve assigned upgrade targets.

Benefits

  • Base salary of $135,000 to $180,000.
  • Uncapped, performance-based bonus tied to upgrades and new paid revenue.
  • Estimated on-target earnings (OTE) of $162,000 to $216,000 at 100% of goal.
  • Unlimited vacation.
  • Comprehensive health benefits.
  • Paid parental leave.
  • Flexible remote/hybrid working model.
  • Professional development reimbursement.
  • A $500 new hire home office setup.
  • 401(k) program.
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