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VP of Monetization

DigiCert


Job Location:

Sunnyvale, CA - USA

Yearly Salary: USD 275000 - 300000
Posted: 29 September 2026 (2 days ago)
Application Deadline: 27 December 2026
Vacancies: 1 Vacancy

Job Summary

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 100000 organizations including 90% of the Fortune 500 choose DigiCert to stop todays threats and prepare for a quantum-safe future

Job summary

DigiCerts product organization is at an inflection point. As the market for intelligent trust expands driven byAI quantum readiness and increasingly complex infrastructure the need for a tightly run commercially sharpproduct 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 DigiCerts end-to-end monetization agenda. This means more than pricing it means defining how thecompany captures value from its products across segments channels and geographies.

  • Design and steward DigiCerts 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 DigiCerts 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 DigiCerts product portfolio from the moment a new product enters thepipeline 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 teamsexecutives 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 organizations primary interface with Sales Marketing and Customer Success ensuringthat 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 thats 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 CPOs strategic partner and operational right hand ensuring the product organization operates withclarity alignment and momentum.

  • Own the CPOs 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 CPOs 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 of Product Strategy & Chief of Staff to the CPO
  • Represent the CPOs priorities in cross-functional forums and ensure follow-through on key commitments

What you will have

You are a rare combination of strategic thinker and operational executor who thrives in proximity to seniorleadership. You have built and run complex programs before and you know how to get things done in a matrixedorganization without losing momentum or relationships.

You are energized by the commercial side of product pricing packaging growth levers and have the analytical depth to back your intuition with data. You are equally comfortable presenting to a board and debugging a funnel metric. You know when to go deep and when to step back and see the system.

You are the person the CPO trusts to run something important and to tell them the truth when it matters.

What You Bring

  • 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; familiarity with BI tools and product analytics platforms a plus.
  • Bachelors degree in Business Engineering Computer Science Statistics or related field. MBA or advanced degree preferred.
  • Consulting background particularly in pricing strategy or go-to-market is a strong differentiator.

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 disabilitycoverage
  • Flexible spending and health savings options (where applicable)
  • Health and wellness support including gym reimbursement and wellness programs
  • Employee Assistance Program with24/7confidential support for employees and families
  • Educationassistanceand professional development opportunities
  • Access to LinkedIn Learning and continuous learning resources
  • Employee referral bonus program andadditionalcompanyperksand 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

To protect candidate information and maintain a secure hiring process all applications must be submitted through our careers portal. Resumes or CVs sent directly via email will not be reviewed or considered.

DigiCert is an Equal Opportunity employer and is committed to diversity in its compliance with applicable federal and state laws DigiCert prohibits discrimination on the basis of race or ethnicity religion color national origin sex age sexual orientation gender identity/expression veterans status status as a qualified person with a disability or genetic information. Individuals from historically underrepresented groups such as minorities women qualified person with disabilities and protected veterans are strongly encouraged to apply.

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Compensation Transparency:

The annualized base salary range for this position is outlined below.

Each candidates compensation offer will bedeterminedbased on factors including experience skills qualifications job duties business needs and location. For roles that includeadditionalcompensation components total compensation may include base pay bonus equity or other incentives.

This role may also be eligible for benefits which will be discussed during the hiring are committed to fair and transparent pay practices andcomply withall applicable pay transparency requirements. If you would like more information about compensation or benefits we are happy to provideadditionaldetails during the hiring process.

For more informationregardingour comprehensive benefitssee the benefits section.

Base Salary

$275000 - $300000 USD


Required Experience:

Exec


About Company

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DigiCert is the leading TLS/SSL Certificate Authority specializing in digital trust for the real world through PKI, IoT, DNS, Document & Software security solutions.

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