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Community Phone Company in San Francisco is looking for a dynamic professional to own the upsell pipeline for their consumer subscription service. The role involves designing lifecycle-driven upsell experiments, analyzing data, and implementing strategies to boost revenue.
The ideal candidate has 4+ years of product experience, particularly in consumer subscription, and a passion for driving business growth. Join a small, high-impact team that directly engages with the CEO and makes meaningful contributions.
Community Phone Company YC W19 delivers a simple cloud phone system for businesses that do not operate call centers. Our solution gives modern voice features – re‑route if busy, greeting menus and IVR, programmable caller ID, cloud voicemail, etc. – to existing office phones and employee cell phones without Wi‑Fi or a downloaded app. It enables teams to take multiple calls and eliminates the need for an IT person or a dedicated phone team.
We have 25,000+ families paying us each month for a service they deeply value. Churn is low and net promoter score is high. Upsell products are built and ready, but we lack the motion to move these customers into them. This role will own the entire upsell pipeline, from trigger identification and experiment design to in‑product nudges, lifecycle sequences, pricing pages, and onboarding flows. You will build this from scratch, owning a clear revenue target, a data foundation, and a direct line to product leadership and the CEO. In year one, the expansion opportunity is projected at low‑millions of ARR, growing further as we mature the platform.
• Prior experience running PLG or lifecycle‑driven upsell experiments in a consumer subscription business. Understand what a good experiment looks like and can build a basic framework.
• Comfortable operating without a dedicated engineering team, leveraging copy, sequencing, onboarding design, and pricing structure before writing tickets.
• Experience owning a revenue metric, not just shipping features.
• Ability to translate PLG playbooks to a senior or caregiver audience, creating upsell moments that feel helpful, not pressurising.
Become the most informed person at the company on why customers are not upgrading. Pull all relevant data, listen to recorded calls, and talk directly to customers who did upgrade and those who didn’t. Scaffold assumptions about the expansion funnel and launch the first experiment by day 15, while continuing to gather data.
Map every sub‑funnel in the expansion motion and measure each one. Create a dashboard that is actively used. By day 60, provide a written point of view on all sub‑funnels, prioritize momentum‑generating hypotheses, and begin shipping experiments continuously. Primary focus is revenue, not the number of experiments or hypotheses.
Optimize the system for speed: more experiments per week, sharper prioritization, and significant engineering bets in markets. By day 90, ensure that anyone in the room can review your dashboard and forecast, understanding exactly where the money comes from and why.
Report to the CEO and work day‑to‑day with the growth team, lifecycle lead, and engineers. The small team structure gives high visibility and immediate impact.
55 million seniors still rely on unreliable phone services. Our platform, already trusted by 25 000+ families, can expand quickly. This role is unique because no one has yet devoted an entire person to bridging the gap between what customers have and what they should have. If you want to own a meaningful number, build from scratch, and work for a mission you can feel, this is the role for you.