--- title: "Monetization Strategist" company: "Paid" company_url: "https://www.remjobs.works/companies/paid" url: "https://www.remjobs.works/job/paid-monetization-strategist-b1a5d4c4-5217-4bbf-9e4f-889bdc1fca70" apply_url: "https://jobs.ashbyhq.com/paid/7f35b98e-4d19-4c5b-af07-46fe2bbe0e17" workplace: onsite location: "San Francisco" employment_type: full-time seniority: mid role: other region: united-states salary: "$180,000–$220,000 per year" date_posted: 2026-08-22T11:00:23.903Z first_seen_by_remjobs: 2026-09-04T18:43:16.702Z --- # Monetization Strategist **Paid** · San Francisco Salary: $180,000–$220,000 per year Apply: https://jobs.ashbyhq.com/paid/7f35b98e-4d19-4c5b-af07-46fe2bbe0e17 ## About Paid Paid is an API for invoicing. Paid helps company manage their accounts receiving with a seamless integration into any tech stack. We help you track expenses, generate & issue invoices, remind customers of outstanding payments and reconcile your accounts—all with about 30 minutes development time. API - Automate Everything Paid allows you to automate every step of your accounts receivable. In a few lines of code you can create invoices, issue them, and accept payments. Paid makes the invoicing/billing process fully automatic, freeing up time to focus on core business responsibilities. Customize Everything Your company, your way of doing things. Paid is fully customizable from branding, billing terms, payment methods and more. Paid can be adapted to any business model. Track Everything How much revenue is currently outstanding? How much is overdue? Who has already paid and does so on a regular basis? Everything you and your Finance Department need can be seen on our dashboard and exported for Accounting. Grow With Paid Whether it’s 10 or 10,000,000 invoices, Paid has a solution that will enable you to scale without the normal growing pains. ## About the role ### Monetization Strategist [Paid.ai](http://Paid.ai)* · San Francisco · In-person · Full-time* #### About Paid Paid is the monetization platform for AI companies. Our software measures the value our customers deliver and runs the pricing that captures it. Our team helps them get the model right. Backed by Sequoia, Lightspeed, and EQT, we're defining a new category at the center of the agentic economy. #### The Role We're hiring a Monetization Strategist. You’ll be the person prospects and customers turn to when they need to answer the hardest commercial questions in software: how much do we charge for AI, how, and how do we justify it. This is a founding role: you’ll be the first strategist based full-time in San Francisco. You’ll pair with the Paid Sales team, interfacing directly with founders and C-suite executives in live sales cycles, during implementations, and long after the contract is signed. You’ll diagnose monetization problems, design the packaging and pricing that achieves their objectives, make sure it actually gets implemented in Paid, and validate that it works in the market. This is a practitioner's role, not an advisory one: your recommendations get implemented in software you help configure, for customers whose renewal depends on your being right. This is a multifunctional job sitting at the heart of the company: you'll be working with Sales to land customers, Product to help shape what we need to build, and Growth on our go-to-market motion. It’s an opportunity to come in on the ground-floor, take on increasing responsibility as the business scales, and build out new business functions. #### What You'll Do - Be directly responsible for our business’ and our customers’ success - Architect monetization strategies with founders and executives as part of live sales cycles: diagnose issues with their current model, review potential paths forward, and convince them that Paid is the solution - Own the monetization outcome after signature: translate the agreed model into value metrics, value rules, and pricing configuration in Paid - Oversee project management of the implementation, mobilizing Paid and customer resources to drive a successful and swift launch into the market of the new model - Guide customers through the internal work a pricing change actually requires: internal functional alignment, customer migration and grandfathering, sales enablement, customer communication, etc. - Own the ongoing relationship, acting as a trusted partner to customers, self-critically reviewing their monetization and helping to refine it over time, alongside expanding their use of Paid's capabilities - Codify the methodology into playbooks, diagnostics, benchmarks, and packaging archetypes for AI-native businesses, ensuring our knowledge scales beyond any one person and ultimately into a hybrid human/agentic practice - Contribute to business development and thought leadership: proposals, POV pieces, and market-facing content that make the next conversation faster - Bring what you learn back into Paid's product, positioning, and our own pricing - Coach and raise the bar across the team as the function grows #### What We're Looking For ##### Must have - Directly relevant experience in at least one but ideally both of: a pricing or commercial strategy consultancy practice working on software pricing, or an in-house role owning pricing or monetization at a software company - Ability to engage with senior stakeholders one-on-one: we need to trust you to be alone in a room with an intelligent and skeptical founder - Demonstrated experience managing projects end-to-end, from design through delivery - Strong analytical capabilities and attention to detail, alongside pragmatism about when they’re required - Significant interest in the AI ecosystem, fluency in recent developments, and an understanding of underlying unit economics - The willingness and ability as a front-line operator to build spreadsheets, presentations, processes, playbooks, etc., from scratch yourself utilizing AI - Strong motivation to take accountability and drive successful customer outcomes, no matter what that takes - Based in or willing to relocate to San Francisco, willing to travel 10% of the time ##### Nice to have - Experience with usage, output, or outcome-based pricing - Start-up experience in a fast growing tech company - Ability to advise on Sales best-practices: operating models, compensation scheme design, target & quota setting, etc. - Technical fluency: you’re comfortable discussing APIs, SDKs, and OpenTelemetry - Ability to write clear, concise, and elegantly worded prose - Front-line experience with a pricing migration and its aftermath: grandfathering, sales enablement, the customer conversations nobody enjoysThe expected base compensation for this role is $180k to $220k + equity options. --- Source: Paid's own career page, read by RemJobs. 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