VP of Monetization

DigiCert•Sunnyvale, CA

13d•$275,000 - $300,000

About The Position

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.

Requirements

12+ years across business strategy, product operations, or commercial leadership — with meaningful time spent close to a C-suite executive or in a Chief of Staff capacity.
Demonstrated expertise in monetization or pricing strategy, ideally in SaaS, platform, or enterprise software.
Strong product analytics background — comfortable with P&L, cohort analysis, funnel metrics, and usage data.
Exceptional communication skills: you can write clearly, present confidently to executives, and translate complexity into crisp recommendations.
Proven ability to drive cross-functional alignment and move organizations through ambiguity.
Self-directed and highly organized — you manage multiple high-stakes workstreams simultaneously without dropping threads.
Expertise with Excel and PowerPoint.
Bachelor's degree in Business, Engineering, Computer Science, Statistics, or related field.

Nice To Haves

Familiarity with BI tools and product analytics platforms.
MBA or advanced degree preferred.
Consulting background — particularly in pricing, strategy, or go-to-market — is a strong differentiator.

Responsibilities

Own DigiCert's end-to-end monetization agenda, 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 and operationalize them.
Analyze willingness-to-pay, competitive benchmarks, and cohort-level retention data to continuously refine pricing logic.
Lead pricing governance, owning 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.
Own the full commercial lifecycle of DigiCert's product portfolio, from new product introduction to legacy product exit.
Run the New Product Introduction (NPI) process end-to-end, including readiness criteria, cross-functional coordination, pricing and packaging sign-off, and launch execution.
Own the Product Sunset process, managing the transition from legacy to next-generation products with clarity, customer sensitivity, and commercial discipline.
Maintain a clear view of portfolio health and bring that perspective to the CPO.
Build the systems and rituals that keep portfolio decisions grounded in data.
Be the analytical engine of the product organization, turning data into the shared language for decision-making.
Analyze product-level P&L, ARR, new ACV, and pipeline across the portfolio and surface insights.
Drive product usage analytics to understand customer engagement and value realization.
Own funnel analytics and translate findings into product and commercial recommendations.
Build and maintain the executive reporting cadence for the CPO.
Establish the data infrastructure and analytical standards for the product organization.
Serve as the product organization's primary interface with Sales, Marketing, and Customer Success.
Drive cross-functional alignment on product launches, coordinating with GTM teams on messaging, enablement, pricing readiness, and launch timing.
Identify and remove friction in the sales motion.
Manage technical and strategic partnerships, overseeing third-party integrations and evaluating new partner commercial models.
Help the product organization run more experiments.
Act as the CPO's strategic partner and operational right hand.
Own the CPO's operating rhythm, including staff meetings, offsites, strategic planning cycles, and cross-functional forums.
Serve as a thought leader and trusted advisor to the CPO.
Drive strategic initiatives at the CPO's direction, such as M&A support and due diligence.
Standardize how the product organization communicates internally and externally.
Represent the CPO's priorities in cross-functional forums and ensure follow-through on key commitments.

Benefits

Competitive compensation and comprehensive health, dental, and vision coverage
Retirement savings programs with company matching (401(k) or RRSP)
Generous paid time off, including holidays, and vacation
Paid parental leave and family support benefits
Life and disability coverage
Flexible spending and health savings options (where applicable)
Health and wellness support, including gym reimbursement and wellness programs
Employee Assistance Program with 24/7 confidential support for employees and families
Education assistance and professional development opportunities
Access to LinkedIn Learning and continuous learning resources
Employee referral bonus program and additional company perks and discounts
Internal rewards and recognition platform (Motivosity) to celebrate and acknowledge project wins, milestone achievements, and the outstanding contributions of our colleagues
Business travel insurance and global employee support programs