H&R Block Executives

Get to know the members of the H&R Block executive team.

Jeffrey J. Jones II

President and Chief Executive Officer

Jeff Jones is president and CEO of H&R Block, leading the global business that inspires financial confidence through its small business, financial, and tax preparation services. These digitally enabled solutions are powered by its human advantage – the expertise and care of more than 120,000 franchisees and associates.

Jones brings nearly 30 years of executive management, innovative leadership and operational excellence to the company, having held key roles at top companies in retail, consumer products, agency, and technology industries.

Prior to H&R Block, Jones was the first president of the global ride sharing business, Uber. He has also served as executive vice president and chief marketing officer for Target, serving as a senior member of the company’s four primary operating groups: core business, strategy and innovation, talent, and risk and reputation. In addition, he has held executive and leadership roles serving iconic brands such as The Coca-Cola Company, Gap, and Leo Burnett.

Jones serves on the board of directors of Advance Auto Parts and is chair of the Compensation Committee and a member of the Nominating and Governance Committee. He has also advised Brit+Co., The Mayo Clinic and multiple early-stage technology companies, in addition to non-profits including Chicago Children’s Advocacy Center, The Nasher Museum of Art at Duke University, and the Coach K Center on Leadership and Ethics at Fuqua Business School.

With a commitment to equality, he is advancing work for justice and opportunity as a member of Fortune’s CEO Initiative, and by pledging to the CEO Action for Diversity & Inclusion, as well as the Catalyst CEO Champions for Change.

Jones has a bachelor’s degree in communication from the University of Dayton and is a graduate of Fork Union Military Academy.

Read more

Tony Bowen

Chief Financial Officer

Tony Bowen is chief financial officer of H&R Block. In this role, Bowen is responsible for leading all financial functions and setting overall financial strategy for the company.

Since joining the company in 2004, Bowen has held many senior leadership roles, most recently as the vice president of finance for H&R Block’s U.S. Tax Services division. In this position, he was in charge of business planning and analysis, budgeting, forecasting, and acquisitions and development for the 10,000 U.S. retail locations. Before that, Bowen was the vice president and general manager of H&R Block’s DIY Tax Services business, managing the online, mobile, and desktop software products.

Previously, Bowen served in a variety of roles for the company and its subsidiaries, including assistant vice president of corporate development, program director of finance, director of hedging, and senior treasury analyst.

Prior to joining H&R Block, Bowen held positions with American Century Investments and George K. Baum and Company.

Bowen holds a bachelor’s degree in finance from the University of Missouri. Bowen is also a CFA Charterholder and member of the CFA Institute.

Read more

Tom Gerke

General Counsel and Chief Administrative Officer

Tom Gerke is general counsel and chief administrative officer of H&R Block. In this position, Gerke provides leadership for the company’s legal, government relations and compliance functions as well as The Tax Institute. Since joining H&R Block, Gerke has held additional responsibilities, including leadership of human resources and as interim president and chief executive officer.

Gerke brings years of executive, legal, and staff management experience to the company, including roles in telecom as executive vice chairman for CenturyLink, president and chief executive officer of Embarq, and general counsel for Embarq with additional responsibilities for its Wholesale Markets business unit. He served in various leadership and legal roles at Sprint, including executive vice president, law and external affairs. Prior to Sprint, Gerke spent nine years in private legal practice focused primarily on strategic corporate transactions. Gerke also previously served as executive vice president and general counsel for YRC Worldwide.

Gerke currently serves as a member of the board of directors for Consolidated Communications Holdings, Inc. (NASDAQ: CNSL) and MGP Ingredients, Inc. (NASDAQ: MGPI). In addition, he previously served as a member of the board of directors at CenturyLink (now Lumen: NYSE: LUMN), Embarq (formerly NYSE: EQ), and TEGP Management, LLC, the general partner of Tallgrass Energy GP, LP (NYSE: TEGP). He serves or has served on several local boards, including Rockhurst University and the Kansas City Local Investment Commission.

Gerke holds an MBA from Rockhurst University, a Juris Doctor from the University of Missouri–Kansas City School of Law, and a Bachelor of Science in Business Administration from the University of Missouri.

Read more

Jamil Khan

Chief Strategy & Small Business Officer

Jamil Khan is the chief strategy and small business officer for H&R Block. In this role, Khan is responsible for helping to identify and lead the company’s strategic development and growth opportunities and generate value for stakeholders as it continues to disrupt the tax preparation industry and expand its services.

Khan has more than two decades of experience leading strategy for companies ranging from technology companies to Fortune 100 brands. He has worked on multiple merger and acquisition integrations, defined growth strategies, managed product development and P&Ls, and restructured lagging business units.

Prior to joining H&R Block, Khan served as senior vice president of strategy and business development for a Boston-based technology company focused on disrupting the traditional textbook market, playing an instrumental role in integration efforts following the company’s May 1, 2019 announced merger with McGraw Hill. Khan was also head of Americas for the Timex Group, with P&L responsibility for Canada, Mexico, and Latin America. He helped drive major change management processes, established new partnerships and executed the successful turnaround of Timex Canada in 2018. Khan has also led strategy at Staples and Zipcar and served as a strategy consultant for the Boston Consulting Group. He started his career in sales and marketing at Procter & Gamble.

He holds an MBA from Harvard Business School and a bachelor’s degree in chemistry from University College London.

Read more

Alan Lowden

Senior Vice President, Chief Information Officer

Alan Lowden is chief information officer at H&R Block. Lowden is responsible for all aspects of technology, information security, and support across six global development sites and 11,000 H&R Block global retail offices.

Lowden has more than 20 years of leadership experience in product development, software engineering, mobile development, and cloud-based solutions across multiple industries. Prior to his current role, Lowden served in several executive roles at H&R Block, including general manager of Block Advisors, vice president of client experience, and vice president of technology for H&R Block’s retail and DIY tax systems. During his tenure, he led the design, integration, and launch of key systems such as a new tax preparation engine and a customer relationship management platform. These technologies are the foundational elements that enable a seamless, omni-channel experience for H&R Block’s clients.

Before joining H&R Block, Lowden was the vice president of enterprise government for Lexmark Enterprise Software. He also started a management and technology consulting firm and held several strategic roles with Accenture earlier in his career, where he led solution architecture and development for several large-scale digital transformation projects.

Lowden holds a bachelor’s degree in psychology from the University of Kansas.

Read more

Tiffany Scalzitti Monroe

Chief People and Culture Officer

Tiffany Scalzitti Monroe is the chief people and culture officer for H&R Block. In this role, Monroe leads H&R Block’s people strategies, including organizational and performance management, talent development, and ensuring the workforce has both the people and organizational capabilities to enable and ultimately deliver company strategy. She leads programs and initiatives to attract, develop and retain a world-class full-time and seasonal workforce of nearly 90,000.

Monroe has more than two decades of human resources experience. Prior to her role at H&R Block, she served as the chief human resources officer, at U.S. Foods. While there, she oversaw talent and culture development, including instituting a formal talent assessment process, formal development programs, and redesigning the company’s incentive programs to better attract and retain great talent.

Before U.S. Foods, Monroe spent 14 years at Target Corporation where she served as senior vice president for human resources at Target Canada, vice president of human resources, and director of human resources. During her tenure, she developed a comprehensive total compensation offering, implemented an innovative program focused on enhanced talent development, and maintained high employee engagement and retention levels by ensuring a positive team culture and working environment.

Monroe holds a Juris Doctor degree from Pepperdine University School of Law and a bachelor’s degree in political science and history from Indiana University.

Read more

Karen Orosco

President, Global Consumer Tax and Service Delivery

Karen Orosco is president, global consumer tax and service delivery of H&R Block. In this position, Orosco will drive the growth of global consumer tax and lead more than 12,000 company- and franchise-owned offices in the United States, Canada, and Australia, the organization’s do-it-yourself (DIY) tax solutions, end-to-end tax pro experience management, tax transformation, and a consumer tax products and support team.  Orosco joined H&R Block in 1999 and under her leadership, the company’s retail business has launched new virtual channels and achieved its highest performance in client growth and market share in over a decade. She previously served as senior vice president, U.S. retail where she instilled a culture of operational excellence across a vast retail network while developing strategies to reach new client segments critical for future growth.

During her tenure at H&R Block, Orosco has held a variety of technology, operations and client service positions including serving as vice president of retail operations; vice president, information technology; and vice president, strategic sourcing. Her diverse leadership background on major initiatives such as the creation of a new development center and the design of the corporate headquarters in Kansas City has given her an appreciation for the importance of careful planning, disciplined execution, and strong partnership.

Orosco holds a bachelor’s degree in finance from the University of Houston and an MBA from the University of Kansas. She received the Henry Bloch Community Service Award in 2012.

Read more

Kirk Simpson

Co-founder and CEO, Wave Financial

Kirk Simpson is co-founder and CEO of Wave Financial, a subsidiary of H&R Block. In this role, Simpson leads the growing fintech disruptor focused on transforming how small business owners manage their finances. He is responsible for the comprehensive platform that provides award-winning accounting, invoicing, payroll, and payments software solutions, as well as bookkeeping services.

Simpson has taken Wave from a start-up to a company with 400,000 active small business clients and a 300-person team. Simpson started his career as an entrepreneur with AdventureLifestyle.com and has held various roles in business development. He served as an advisor to the Next 36, currently serves as an advisor to the Rotman Creative Destruction Labs and mentors and invests in young entrepreneurs and startup visionaries.

Under Simpson, Wave has won numerous awards for leadership, culture, and innovation, including the Deloitte Fast 50 and Growth 500, the KPMG Fintech 100, Great Places to Work Canada and Canada’s Most Admired Corporate Cultures. In 2019, Simpson was honored as one of Canada’s Most Admired CEOs. He studied commerce at the University of Guelph.

Read more

Les Whiting

Chief Financial Services Officer

Les Whiting is H&R Block’s Chief Financial Services Officer, and also leads the financial strategy for the company’s subsidiary, Wave Financial. In his role, Whiting directs the efforts across the enterprise to develop financial solutions for consumers and small business owners.

Whiting is one of the leading payments industry experts in North America, with more than 25 years of technology, banking and financial services experience. Most recently he helped transform Wave from a software startup to a fintech disruptor, and continues to guide its risk, anti-fraud, and regulatory compliance. His background in financial services and payments spans from large corporations such as First Data, one of the world’s largest payment processors, and TD Bank Financial Group, to fintech startups. He is also an active early stage investor and advisor to emerging fintech and payment startups in North America.

He holds a degree in Business and Management Studies from MacEwan University, and Certificate in Internet Marketing from the University of British Columbia Sauder School of Business.

Read more