VP, Product Management

Role Description

We are seeking a VP of Product Management & Strategic Initiatives to lead ClickPay's product organization and drive the company's highest-impact strategic programs. This is a dual-mandate leadership role:

• Build and lead a team of four Product Managers responsible for new product features across the full product lifecycle.
• Personally own key strategic initiatives that span the business—from monetization and payment network economics to enterprise partnerships and regulatory readiness.

You will operate in a cross-functional matrix organization, partnering closely with Sales, Marketing, Implementations, and Support to ensure products are well-built, well-launched, well-adopted, and well-supported.

The right candidate combines deep payments and fintech domain expertise with strong people leadership and the executive presence to influence senior stakeholders across ClickPay and RealPage.

Responsibilities

• Product Leadership:
  • Lead, coach, and develop a team of four Product Managers, setting clear priorities and building a high-performing product culture.
  • Own the product roadmap for new features and capabilities, balancing customer needs, revenue impact, platform scalability, and compliance requirements.
  • Drive the full product lifecycle—discovery, requirements definition, development partnership with Engineering, beta programs, launch, adoption, iteration, and end-of-life decisions.
  • Define and execute go-to-market strategies in partnership with Marketing and Sales, including positioning, pricing, packaging, enablement, and launch readiness.
  • Establish and track product KPIs (adoption, transaction volume, authorization rates, revenue per unit, NPS) and use data to inform prioritization and investment decisions.
  • Transform the ways of working into adoption of AI-based product management tools to change the velocity of product and engineering initiatives.
  • Launch new features such as PayPal, Venmo, Cash App, and other alternative payments into the product that will drive 10% growth in incremental revenue.
• Strategic Initiatives:
  • Lead the transformation of cross-functional strategic programs of company-wide importance—such as payment economics optimization, enterprise partnership enablement, wallet and alternative payment method expansion, and regulatory compliance readiness.
  • Serve as the connective tissue across Sales, Marketing, Implementations, and Support in a matrix organization—aligning stakeholders, removing blockers, and driving initiatives from business case to measurable outcome.
  • Prepare and present executive-level analyses, business cases, and operating review materials to ClickPay and RealPage leadership.
  • Represent product and strategy in enterprise client and partner conversations, supporting complex commercial negotiations with product expertise.
  • Monitor the competitive, regulatory, and payment network landscape and translate changes into product and business strategy.

Qualifications

• 15+ years of product management experience, including 5+ years leading and developing product managers.
• Required: Deep domain expertise in payments and fintech—card processing, ACH, interchange economics, digital wallets, tokenization, payment gateways, and/or billing platforms.
• Proven track record of taking products from concept through launch and scale, including hands-on ownership of go-to-market execution.
• Demonstrated success leading strategic initiatives in a matrixed environment, influencing without direct authority across sales, marketing, operations, and support functions.
• Strong analytical and financial acumen—comfortable building unit economics models, sizing opportunities, and defending investment cases with data.
• Executive-level communication skills: crisp writing, confident presentation, and the ability to distill complexity for senior audiences.
• Bachelor's degree required; MBA or equivalent advanced degree preferred.

Nice to Have

• Experience in proptech, property management software, or residential real estate payments.
• Familiarity with payment network programs and compliance frameworks.
• Experience supporting enterprise partnership or M&A-driven client retention initiatives.

Benefits

• Health, dental, and vision insurance.
• Retirement savings plan with company match.
• Paid time off and holidays.
• Professional development opportunities.
• Performance-based bonus based on position.

Pay Range

USD $154,800.00 - USD $281,200.00 /Yr.