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 not only well-built, but 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.

Qualifications

• 15+ years of product management experience, including 5+ years leading and developing product managers.
• 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.

Requirements

• Experience in proptech, property management software, or residential real estate payments.
• Familiarity with payment network programs and compliance frameworks (Visa/Mastercard interchange programs, PCI DSS, state surcharge and fee regulations).
• 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.

Company Description

ClickPay, a RealPage company, is a leading payment processing platform purpose-built for residential real estate. We power billions of dollars in rent, HOA dues, and property-related payments annually, connecting property management companies, homeowner associations, and millions of residents through a unified billing and payments experience.

As part of RealPage, the industry's premier property management software provider, ClickPay sits at the intersection of fintech and proptech—modernizing how the residential real estate industry moves money.