CareerMoonshot

VP of Monetization

DigiCert · San Francisco Bay Area

📍 Sunnyvale, California💰 $275,000via greenhousePosted 2026-09-14
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Who we are DigiCert is a global leader in intelligent trust. We protect the digital world by ensuring the security, privacy, and authenticity of every interaction. Our AI-powered DigiCert ONE platform unifies PKI, DNS, and certificate lifecycle management, to secure infrastructure, software, devices, messages, AI content and agents. Learn why more than 100,000 organizations, including 90% of the Fortune 500, choose DigiCert to stop today’s threats and prepare for a quantum-safe future at  www.digicert.com Job summary DigiCert's product organization is at an inflection point. As the market for intelligent trust expands — driven by AI, quantum readiness, and increasingly complex infrastructure — the need for a tightly run, commercially sharp product operation has never been greater. This role sits at the center of that ambition. Reporting directly to the Chief Product Officer, the VP of Monetization is a dual-mandate leader who combines strategic firepower with operational discipline. You will own the agenda that turns great products into great business outcomes: from how DigiCert monetizes its portfolio, to how products are launched and retired, to how the product organization accelerates go-to-market and earns the trust of the business. This is not a supporting role. It is a leadership role for someone who wants to sit close to the top of a product organization and shape it. What you will do This role is organized around five core mandates: 1 - Monetization Strategy Own DigiCert's end-to-end monetization agenda. This means more than pricing — it means defining how the company captures value from its products across segments, channels, and geographies. Design and steward DigiCert's pricing and packaging architecture across the portfolio, balancing competitive positioning, customer value, and margin expansion. Build and maintain a monetization framework that reflects usage economics, buyer psychology, and DigiCert's strategic priorities. Partner with the CPO, GTM, and Finance to identify revenue expansion opportunities — new tiers, bundles, usage-based models, and upsell paths — and operationalize them. Analyze willingness-to-pay, competitive benchmarks, and cohort-level retention data to continuously refine pricing logic. Lead pricing governance: own the rhythm of pricing reviews, field feedback loops, and executive reporting on monetization performance. Drive Product Led Growth (PLG) strategy — optimizing conversion, expansion, and retention levers directly within the product experience. 2 - Product Portfolio Management — Launch to Sunset Own the full commercial lifecycle of DigiCert's product portfolio, from the moment a new product enters the pipeline to the moment a legacy product exits the market. Run the New Product Introduction (NPI) process end-to-end: readiness criteria, cross-functionalcoordination, pricing and packaging sign-off, and launch execution. Own the Product Sunset process: manage the transition from legacy to next-generation products with clarity, customer sensitivity, and commercial discipline — including migration pricing and retention strategies. Maintain a clear view of portfolio health — what to accelerate, what to rationalize, and what to exit —and bring that perspective to the CPO. Build the systems and rituals that keep portfolio decisions grounded in data and free from organizational inertia. 3 - Product Intelligence & Insights Be the analytical engine of the product organization. Turn data into the shared language that product teams, executives, and cross-functional partners use to make decisions. Analyze product-level P&L, ARR, new ACV, and pipeline across the portfolio — and surface the 'so what' behind the numbers. Drive product usage analytics: understand how customers engage with the product, where value is realized, and where it is lost. Own funnel analytics — adoption rates, abandonment, expansion — and translate findings into product and commercial recommendations. Build and maintain the executive reporting cadence for the CPO: board prep, QBRs, and ad hoc requests from the business. Establish the data infrastructure and analytical standards that allow the product organization to operate with a shared, trusted view of performance. 4 - Product GTM Acceleration Serve as the product organization's primary interface with Sales, Marketing, and Customer Success — ensuring that great products reach the market with the positioning, readiness, and field support they need to win. Drive cross-functional alignment on product launches: coordinate with GTM teams on messaging, enablement, pricing readiness, and launch timing. Identify and remove friction in the sales motion — whether that's packaging complexity, unclear positioning, missing collateral, or gaps in the product experience. Manage technical and strategic partnerships: oversee third-party integrations, evaluate new partner commercial models, and build business plans for new opportunities. Help the product organization run more experiments — faster feedback loops, better instrumentation, and a culture of testing and learning. 5 - Office of the CPO Act as the CPO's strategic partner and operational right hand — ensuring the product organization operates with clarity, alignment, and momentum. Own the CPO's operating rhythm: staff meetings, offsites, strategic planning cycles, and cross-functional forums. Serve as a thought leader and trusted advisor — helping the CPO think through hard problems, stress-test decisions, and communicate with clarity to the business. Drive strategic initiatives at the CPO's direction — from M&A support and due diligence to org design and capability building. Standardize how the product organization communicates internally and externally: templates, narratives, and the connective tissue between product and the business.VP of Product Strategy & Chief of Staff to the CPO

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