{"id":107,"date":"2026-01-18T06:04:51","date_gmt":"2026-01-18T06:04:51","guid":{"rendered":"https:\/\/theusdaily.com\/?p=107"},"modified":"2026-01-18T06:04:51","modified_gmt":"2026-01-18T06:04:51","slug":"checkbook-announces-appointment-of-pia-thompson-and-aditya-raikar-as-co-ceos-to-guide-next-stage-of-growth","status":"publish","type":"post","link":"https:\/\/theusdaily.com\/?p=107","title":{"rendered":"Checkbook Announces Appointment of Pia Thompson and Aditya Raikar as Co-CEOs to Guide Next Stage of Growth"},"content":{"rendered":"
\n

\nFounder PJ Gupta to transition to role as Executive Chairman<\/i><\/b><\/p>\n

SAN MATEO, Calif.–(BUSINESS WIRE)–Checkbook (\u201cthe Company\u201d), a leading innovator in digital payment solutions, announced the appointment of Pia Thompson and Aditya Raikar as Co-Chief Executive Officers (CEOs), effective today. Thompson and Raikar succeed founder PJ Gupta, who has decided to transition the role of CEO to new leadership to set the foundation for the Company’s next stage of growth. Gupta will continue to serve as Executive Chairman of Checkbook\u2019s Board while pursuing new opportunities to innovate financial services. Collectively, Thompson and Raikar bring more than three decades of complementary experience in optimizing operations, product and partnership development, and regulatory compliance for financial technology companies looking to scale.<\/p>\n

\n\u201cPJ has played a pivotal role in building Checkbook from an early-stage startup into a category-defining leader in digital payments. As the company enters its next phase of growth, it is the right moment for a new generation of leadership to drive Checkbook forward,\u201d said Scott Thompson, Checkbook Board Member and CEO of Tuition.io. \u201cPia and Aditya bring deep industry expertise, proven leadership, and a bold vision that will propel the company into its next chapter.\u201d<\/p>\n

\n\u201cIt has been a long and rewarding journey and an honor to partner with the most incredible team at Checkbook since we first launched in 2015,\u201d said PJ Gupta, Checkbook Founder and Executive Chairman. \u201cOver the past decade, we have stayed true to our mission of simplifying and modernizing payments for businesses of all sizes with products and solutions that help our customers thrive. I am confident that Pia and Aditya are the right leaders to guide Checkbook\u2019s evolution as a Company and support our incredible colleagues, customers and partners.\u201d<\/p>\n

\n\u201cWe are proud to step into the role of Co-CEOs,\u201d said Thompson and Raikar. \u201cCheckbook has always been a dedicated group of trailblazers passionate about innovation in payments, no matter the industry or sector. We look forward to building on our work, strengthening our relationships with our valued customers and partners, and continuing to showcase the value Checkbook brings to the future of digital payments.\u201d<\/p>\n

\nIn addition to their roles as Co-CEOs, Thompson and Raikar will continue to serve as General Counsel and Chief Revenue Officer, respectively.<\/p>\n

\nPrior to joining Checkbook, Thompson served as General Counsel and Secretary for multiple fintech and consumer finance companies, where she led capital market transactions, regulatory strategy, enterprise compliance and board governance. She currently serves on the Advisory Board of CompliSun and the Governing Board of the Conference on Consumer Finance Law. Thompson holds a Juris Doctor from the University of Michigan Law School and a Bachelor of Arts from Wellesley College. She is licensed to practice law in Illinois.<\/p>\n

\nBefore Checkbook, Raikar was a senior leader at Citi, leading growth efforts for Bridge built by Citi. Prior to that, he was at Citi Ventures D10X, an internal venture building unit within Citi. There, he helped take multiple ventures from ideation to launch across all of Citi\u2019s institutional client businesses. He started his career in the markets business, trading special situations as well as emerging markets FX. Raikar graduated from Northwestern University.<\/p>\n

\nAbout Checkbook<\/b><\/p>\n

\nCheckbook<\/a> is a payments platform that offers enterprises and businesses a versatile and embeddable way to scale their payouts. As a leading provider of both legacy and modern payment options, Checkbook is uniquely positioned to enable enterprises and businesses to access the speed, flexibility and cost savings of modern payment technologies, with the familiarity and simplicity of paper checks.<\/p>\n

Contacts<\/b> <\/p>\n

\ncommunications@checkbook.io<\/a><\/p>\n<\/div>\n","protected":false},"excerpt":{"rendered":"

Founder PJ Gupta to transition to role as Executive Chairman SAN MATEO, Calif.–(BUSINESS WIRE)–Checkbook (\u201cthe Company\u201d), a leading innovator in digital payment solutions, announced the<\/p>\n","protected":false},"author":2,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[26,27,25],"tags":[],"class_list":["post-107","post","type-post","status-publish","format-standard","hentry","category-joe-biden","category-kamala-harris","category-tech-news"],"_links":{"self":[{"href":"https:\/\/theusdaily.com\/index.php?rest_route=\/wp\/v2\/posts\/107","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/theusdaily.com\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/theusdaily.com\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/theusdaily.com\/index.php?rest_route=\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/theusdaily.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=107"}],"version-history":[{"count":0,"href":"https:\/\/theusdaily.com\/index.php?rest_route=\/wp\/v2\/posts\/107\/revisions"}],"wp:attachment":[{"href":"https:\/\/theusdaily.com\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=107"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/theusdaily.com\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=107"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/theusdaily.com\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=107"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}