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Dirk Wakeham Appointed New CEO of PayLease

PayLease, a leading Fintech provider for the property management and Homeowner Association (HOA) industry, today announced that Dirk Wakeham has been named the Company’s Chief Executive Officer, effective immediately.  He brings over two decades of experience in the technology and software industry across a number of market verticals, including real estate, travel and events, and eCommerce.  Bill Nunan, PayLease CEO since 2017, will be stepping down to spend more time with his family and to pursue entrepreneurial interests.

PayLease, backed by Vista Equity Partners, has rapidly grown into one of the most trusted cloud technology partners in the property management industry, offering services that improve efficiency and Net Operating Income (NOI) for its clients. The Company’s end-to-end payments, billing, and utility management solutions integrate with all major property management software platforms and are backed with award-winning customer service, resulting in better adoption and results for clients.  PayLease is utilized by over 4,500 property management companies nationwide, representing 12.5 million apartment and HOA units.

“This is an exciting time for PayLease and I am thrilled to be working with such a talented and dedicated team,” said Wakeham. “PayLease has a fantastic reputation in the residential property management industry and is transforming the property manager, homeowner, and resident experience with a secure, 100% cloud-based solution that includes utility billing and expense management, and electronic payments.  PayLease is uniquely positioned to capture an even greater market opportunity.”

Alan Cline, Vista principal and PayLease board member, said today that the investment firm looks forward to partnering with Wakeham and the PayLease leadership team.

“Dirk has a track record of successful leadership as a Senior Executive within several Vista companies and other technology firms. Dirk joins PayLease from a leadership position at Kibo, where he has been responsible for driving the transformation, best practices and customer experience. This experience, combined with his significant end-market experience, will support PayLease’s growth and deliver greater value for the real estate industry,” said Cline.

About PayLease

PayLease provides online payments, billing, and utility expense management tools to HOAs and property management companies. Property managers use PayLease to improve their business’ operational efficiencies and boost net operating income. Our solutions are easy to use and are bolstered by the highest levels of security and customer support. Since our inception in 2003, PayLease has grown to serve thousands of property management companies nationwide and is now among the fastest growing technology companies in the United States. For more information, please visit

About Vista Equity Partners

Vista Equity Partners, a U.S.-based investment firm with offices in Austin, San Francisco, Chicago, and Oakland, currently invests in software, data and technology-enabled organizations led by world-class management teams with long-term perspectives. Vista is a value-added investor, contributing professional expertise and multi-level support towards companies’ realization of their full potential. Vista’s investment approach is anchored by a sizable long-term capital base, experience in structuring technology-oriented transactions, and proven management techniques that yield flexibility and opportunity in private equity investing. For more information, please visit

Media Contact:

Jennifer Stahlman
Content Marketing Manager
Phone: 303.697.8370

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