Bill Appoints Jonathan Leaf as Chief Revenue Officer
Written by Emily J. Thompson, Senior Investment Analyst
Updated: Jun 25 2026
0mins
Bill announced Jonathan Leaf will join Bill as Chief Revenue Officer on July 6th. In this newly expanded role, Leaf will lead Bill's global revenue organization, spanning sales, marketing, embedded partnerships, and customer experience. Leaf will join the executive leadership team, and report directly to CEO and Founder, Rene Lacerte. "I am thrilled to welcome Jonathan to BILL as we accelerate our transformation across the company. BILL has built a truly differentiated go-to-market foundation, with nearly half a million customers, over 9,500 accounting firms, and a member network of more than 8 million - and Jonathan is the right leader to further scale and accelerate reach across our broad distribution ecosystem," said Rene Lacerte, CEO and Founder of Bill. "Jonathan brings extensive experience in scaling revenue organizations to serve lower and mid-market SMBs, driving integrated platform sales, and leading high velocity GTM motions - which will position BILL to ensure more of the Fortune 5 million can access the intelligent finance technology they need to grow."
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Analyst Views on BILL
Wall Street analysts forecast BILL stock price to rise
16 Analyst Rating
9 Buy
7 Hold
0 Sell
Moderate Buy
Current: 40.230
Low
42.00
Averages
54.92
High
75.00
Current: 40.230
Low
42.00
Averages
54.92
High
75.00
About BILL
BILL Holdings, Inc. provides a financial operations platform for small and midsize businesses (SMBs). The Company offers software-as-a-service, cloud-based payments, and spend and expense management products, which allow users to automate accounts payable and accounts receivable transactions, enable businesses to easily connect with their suppliers and/or customers to do business, eliminate expense reports, manage cash flows, and improve back-office efficiency. Its artificial intelligence (AI)-enabled financial software platform creates seamless connections between its customers, their suppliers, and their clients. Businesses on its platform generate and process invoices, streamline approvals, make and receive payments, manage employee expenses, sync with their accounting system, foster collaboration, and manage their cash flow. Its integrated platform also includes BILL Spend and Expense, its spend and expense management product, which provides a solution for businesses.
About the author
Emily J. Thompson
Emily J. Thompson, a Chartered Financial Analyst (CFA) with 12 years in investment research, graduated with honors from the Wharton School. Specializing in industrial and technology stocks, she provides in-depth analysis for Intellectia’s earnings and market brief reports.
BILL Holdings Appoints New Chief Revenue Officer
- Executive Appointment: BILL Holdings announced that Jonathan Leaf will join as Chief Revenue Officer on July 6, overseeing the global revenue organization, including sales, marketing, embedded partnerships, and customer experience, aimed at enhancing overall revenue performance.
- Extensive Experience: Prior to joining BILL, Leaf served as Chief Revenue Officer at BambooHR, leading global go-to-market strategy and operations, and held senior leadership roles at RingCentral and Amazon Web Services, bringing a wealth of industry experience.
- Leadership Transition: Leaf succeeds Sarah Acton as Chief Customer Officer, who has served on BILL's executive leadership team for nearly five years and will transition to an advisory role, ensuring a smooth leadership handover.
- Strategic Development: This appointment follows the company's naming of a new product chief and chief technology officer in May, indicating that BILL is preparing for its next phase of growth and strengthening its market competitiveness.
See More
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- Strategic Transformation Role: The company has created a new Chief Strategy and Transformation Officer position, filled by current President and COO John Rettig, which is expected to further strengthen operational focus and market responsiveness.
- Executive Departures: Chief Customer Officer Sara Acton and EVP of Payments and Financial Services Mary Kay Bowman will depart, with Acton transitioning to an advisory role during the onboarding of the new Chief Revenue Officer.
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- Share Reduction Details: Light Street Capital Management sold 253,000 shares of BILL Holdings in Q1 2026, with an estimated transaction value of $11.32 million, indicating a decline in market confidence towards BILL.
- Decline in Position Value: Post-sale, Light Street holds 625,000 shares of BILL valued at $23.94 million, while the position's value decreased by $23.95 million from the previous quarter, reflecting the impact of market fluctuations on the investment portfolio.
- Financial Performance Recovery: Despite poor stock performance, BILL reported $406.6 million in revenue for the latest quarter, a 13% year-over-year increase, with core revenue growing 16% to $371.1 million, demonstrating the resilience of its business model.
- Future Outlook and Buyback Plan: BILL's management remains optimistic about the future and has authorized a $1 billion share repurchase program, indicating that the company believes its current stock price offers long-term investment value, although analysts remain cautious about its growth prospects.
See More
BILL Holdings Appoints New Chief Revenue Officer
- Executive Appointment: BILL Holdings announced that Jonathan Leaf will join as Chief Revenue Officer on July 6, overseeing the global revenue organization, including sales, marketing, embedded partnerships, and customer experience, aimed at enhancing overall revenue performance.
- Extensive Experience: Prior to joining BILL, Leaf served as Chief Revenue Officer at BambooHR, leading global go-to-market strategy and operations, and held senior leadership roles at RingCentral and Amazon Web Services, bringing a wealth of industry experience.
- Leadership Transition: Leaf succeeds Sarah Acton as Chief Customer Officer, who has served on BILL's executive leadership team for nearly five years and will transition to an advisory role, ensuring a smooth leadership handover.
- Strategic Development: This appointment follows the company's naming of a new product chief and chief technology officer in May, indicating that BILL is preparing for its next phase of growth and strengthening its market competitiveness.
See More
Key Wall Street Rating Updates on Monday
- Tesla Rating Maintained: Jefferies raised Tesla's price target from $350 to $375, indicating that the stock did not sell off ahead of the SPCX IPO, which suggests a consensus on a potential merger that could turn TSLA into a tracker to minimize shareholder dilution risk.
- Kimco Realty Upgrade: Wolfe upgraded Kimco Realty from Peer Perform to Outperform with a price target of $28, anticipating approximately a 16% total return, reflecting strong fundamentals and signaling a recovery potential in the real estate market.
- Cleveland-Cliffs Downgrade: Morgan Stanley downgraded Cleveland-Cliffs from Overweight to Equal Weight with a new price target of $12.5, indicating a more balanced risk-reward profile in line with peers, reflecting a cautious market sentiment towards the stock.
- Micron Technology Reiteration: Bernstein raised Micron's price target from $510 to $1,300 while maintaining an Outperform rating, driven by optimistic forecasts for conventional memory and high bandwidth memory pricing, highlighting a robust recovery in the semiconductor sector.
See More
Amazon's Logistics Expansion Hits Freight Stocks Hard
- Freight Stocks Decline: Amazon's announcement to open its less-than-truckload shipping services to external companies led to a 5% drop in FedEx Freight and Old Dominion Freight Line, and a 4% decline in XPO, indicating a significant threat to industry incumbents and potential market share erosion.
- Super Micro Stock Plunge: Super Micro Computer's plan to raise $7 billion through equity and equity-linked securities to cover hardware component costs resulted in an 18% stock drop, reflecting market concerns over its financing strategy and potential long-term implications for growth.
- Energy Stocks Rally: Devon Energy's stock surged over 6% after Evercore ISI upgraded its rating to outperform, following a better-than-expected mid-month update post the $58 billion acquisition of Coterra Energy, showcasing strong performance in the oil and gas sector.
- Restaurant Stocks Surge: Cracker Barrel's stock soared 24% after raising its full-year revenue and adjusted EBITDA guidance, reporting fiscal Q3 earnings of $0.29 per share on $797.4 million in revenue, exceeding analyst expectations and indicating robust business recovery.
See More
Bill Holdings Appoints New Executives to Enhance Market Leadership
- Executive Appointments: Bill Holdings has appointed Michael Cieri as Chief Product Officer, overseeing all product management, marketing, and strategy, aiming to enhance efficiency and innovation by integrating software solutions, payments, and financial services.
- Strategic Transformation Role: The company has created a new Chief Strategy and Transformation Officer position, filled by current President and COO John Rettig, which is expected to further strengthen operational focus and market responsiveness.
- Executive Departures: Chief Customer Officer Sara Acton and EVP of Payments and Financial Services Mary Kay Bowman will depart, with Acton transitioning to an advisory role during the onboarding of the new Chief Revenue Officer.
- Stock Price Reaction: Following the executive changes announcement, Bill Holdings' stock rose 1.2% in after-hours trading on Tuesday, indicating a positive market response to the company's strategic adjustments.
See More
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- Significant Profit Growth: Block's gross profit surged 27% year-over-year to $2.91 billion in Q1 2026, prompting management to raise full-year gross profit guidance to $12.33 billion, indicating a robust trajectory for profitability that is likely to support further stock price increases.
- Strong Cash App Performance: In Q1 2026, Cash App's gross profit rose 38% year-over-year to $1.91 billion, with monthly active users reaching 59 million, showcasing success in customer relationship management and innovation in financial tools, thereby solidifying Block's market position.
- Square Payment Volume Growth: Square's gross profit increased 9% year-over-year to $982 million, with gross payment volume (GPV) growing 13% to $61.2 billion; management expects GPV to continue rising in 2026 despite foreign exchange pressures, providing a stable revenue stream for the company.
- Expansion of Credit Business: Block's consumer lending origination volume soared 82% year-over-year to $17.6 billion, driven by strong performance in Cash App Borrow; management anticipates normalization of lending growth in Q2 2026, yet views embedded lending as a key long-term driver of profitability.
See More
Light Street Reduces BILL Holdings Shares
- Share Reduction Details: Light Street Capital Management sold 253,000 shares of BILL Holdings in Q1 2026, with an estimated transaction value of $11.32 million, indicating a decline in market confidence towards BILL.
- Decline in Position Value: Post-sale, Light Street holds 625,000 shares of BILL valued at $23.94 million, while the position's value decreased by $23.95 million from the previous quarter, reflecting the impact of market fluctuations on the investment portfolio.
- Financial Performance Recovery: Despite poor stock performance, BILL reported $406.6 million in revenue for the latest quarter, a 13% year-over-year increase, with core revenue growing 16% to $371.1 million, demonstrating the resilience of its business model.
- Future Outlook and Buyback Plan: BILL's management remains optimistic about the future and has authorized a $1 billion share repurchase program, indicating that the company believes its current stock price offers long-term investment value, although analysts remain cautious about its growth prospects.
See More
