Sightline Appoints Three New Executives to its Growing Leadership Team

Sightline Appoints Three New Executives to its Growing Leadership Team

Tenenbaum and Hill to Launch Sightline in Canada; Cottengim to Lead Cashless Casino Rollouts

LAS VEGAS — (June 1, 2022)

Today, Sightline Payments announced the appointment of three new executives to its leadership team to lead Sightline’s expansion into Canada and the expansion of cashless gaming technologies. Tamara Tenenbaum, Will Hill, and Brian Cottengim all have a depth of experience in gaming and payments, bolstering Sightline’s growth across North America.

Tamara Tenenbaum joins Sightline as Senior Vice President, Business Development and Managing Director-Canada, where she will oversee Sightline’s Canadian market launch and new market development. Before joining Sightline, Tamara served as Director of Payments for Caesars Interactive and was responsible for real money casino, sports wagering, and poker websites’ payments operations and integrations across Caesars’ portfolio. Tamara has nearly 20 years of experience in payments, also serving as Head of Operations for Intercash.

Sightline also added Brian Cottengim as Senior Vice President, Client Solutions Strategy. Brian will lead Sightline’s strategic projects, focusing on cashless gaming for integrated casino resorts. Brian joins Sightline from FreedomPay, where he served as Vice President, Business Development. Brian’s expertise in payments includes strategic integration efforts with new and existing customers across the gaming industry at Worldpay/FIS.

Will Hill joins Sightline as Vice President, Business Development – Canada, a newly created role, where he will connect with regulators, operators, leading officials and suppliers across Canada. Will joins Sightline following an 11-year tenure at the Ontario Lottery and Gaming Corporation (OLG), most recently serving as Vice President of Strategic Partnerships. During his tenure at the OLG, Will helped grow top-line revenues and profits by working closely with stakeholders to advance new high-growth initiatives. Before joining OLG, Will worked as a columnist for leading Canadian sports content provider TSN. He also spent seven seasons with the Toronto Blue Jays, overseeing Public Relations and Fan Experience.

“These hires show that Sightline continues to attract the best talent across the gaming and payments industries,” said Joe Pappano, Sightline Co-CEO. “I’m pleased to welcome Tamara and Will to the Sightline Canada team, where they will play an integral role in helping us launch our flagship Play+ solution. I’ve worked closely with Brian for the past 25 years, and his ability to design and implement payments solutions will be integral for cashless gaming’s growth at casinos across the United States.”

“With the launch of regulated iGaming and mobile sports betting in Ontario, we know this market has the potential to be the biggest digital gaming market in North America,” said Tamara Tenenbaum, Sightline SVP, Business Development and Managing Director-Canada. “I’m honored to help Sightline launch its first international program in Canada and look forward to bringing their best-in-class cashless solutions north of the border.”

“Having worked at the intersection of payments and gaming innovation for the better part of my career, I could not be more excited to join Sightline to help them launch their innovative payments tools across the gaming industry,” said Brian Cottengim, Sightline SVP, Client Solutions Strategy. “Cashless solutions should be unique for every company. Understanding how to stitch the various parts together to deliver a world-class customer experience is what I’ve focused on during my tenure in this industry.”

“I’ve seen Sightline’s cashless solution Play+ in action in the United States, and I can’t wait to help launch the solution at casinos across Canada”, said Will Hill, VP, Business Development-Canada.  “I particularly admire Sightline’s focus on Responsible Gambling safeguards and its corporate commitment to making gambling safe and fun”.

Sightline’s Play+ solution has enabled consumers to interact with gaming operators since 2013. Play+ currently has more than 1.5 million accountholders nationwide, providing them with various funding options and the industry’s fastest access to their funds. Sightline’s launch into Canada is the first international expansion for the company.

About Sightline Payments

Sightline Payments is the U.S. sports betting and casino gaming market’s leading digital payments provider and mobile app developer. Sightline leverages cutting-edge technology to apply modern solutions to a traditionally cash-based industry projected to grow to more than $150 billion in the next few years. Sightline’s suite of mobile solutions gives consumers a safe, secure, and responsible way to fund their online and in-person gaming activities and enables casinos to offer cashless wagering and personalized loyalty options across the entire property. With more than 1.5 million Play+ accounts, 3 million mobile loyalty platform downloads, and 70+ partners across the sports betting, lottery, racing, and online and brick-and-mortar casino markets, Sightline is uniquely positioned to transform the traditional gaming landscape. Learn more at

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