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These 3 Software Stocks Are Buying Back Shares Hand Over Fist
Authored by Jessica Mitacek. Publication Date: 5/30/2026.
Key Points
- The tech sector has rallied significantly in Q2 to become the S&P 500's top-performing sector so far in 2026.
- Despite the wider rally, software companies have faced major year-to-date losses as investors continue to worry about AI's potential encroachment on the industry.
- Viewing their beaten-down stock prices as a value buying opportunity, major software companies like Salesforce ($25 billion), Adobe ($25 billion), and ADP ($6 billion) have authorized massive share repurchase programs.
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Through the first quarter of the year, the tech sector was a laggard as fears of an artificial intelligence (AI) bubble carried over from the selloff that began in October 2025.
But since the start of the second quarter, that corner of the market has rallied—so much so that it has now overtaken energy as the best-performing of the S&P 500’s 11 sectors in 2026.
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Claim Your Stake NowWithin tech, however, there has been one notable omission from the rally: software. As fears over AI’s encroachment on the industry linger, beaten-down stocks in that space have posted some of the market’s worst year-to-date (YTD) losses.
Still, management teams at some software companies are viewing these corrections as a golden opportunity to buy back undervalued shares, signaling that they believe the market has mispriced their stocks.
For the following three companies, that conviction is reflected in enormous share repurchase authorizations that could prove to be prudent long-term decisions.
Salesforce Announces Its Largest-Ever Stock Buyback
Authorized stock buybacks allow—but do not require—companies to repurchase their own stock. Regardless, San Francisco-based Salesforce (NYSE: CRM) is going all in.
The cloud software company, which focuses on customer relationship management and enterprise applications, announced a share repurchase program on March 16, the largest in its history.
The $25 billion accelerated stock buyback plan accounts for more than 14% of CRM’s shares outstanding.
According to the company’s press release, the plan calls for the repurchase of 103 million shares and “represents the immediate execution of half of the $50 billion aggregate Share Repurchase Program authorized by Salesforce’s Board of Directors in February 2026.”
Those 103 million shares account for approximately 80% of the total shares that the company anticipates repurchasing. From its Jan. 7 YTD high, CRM fell by more than 38% before hitting its YTD low on April 10. Since then, the stock has gained a modest 9.1%.
Of the 39 analysts currently covering Salesforce, 26 have assigned it a Buy rating. Overall, it carries a consensus Moderate Buy rating, and its average 12-month price target implies around 35% potential upside.
Adobe’s Repurchase Plan Aims to Take Advantage of a 5-Year Lull
On April 21, San Jose-based Adobe (NYSE: ADBE) announced a $25 billion stock repurchase authorization that will account for nearly 25% of the company’s shares outstanding.
According to a company press release, Adobe is aiming to return value to shareholders while minimizing dilution.
The plan is a “direct expression of confidence in [Adobe’s] robust cash flow and…long-term value,” said Dan Durn, executive vice president and CFO.
Shareholders are hoping the plan can serve as a shot in the arm for the sluggish stock. After posting a four-year average annual revenue growth rate of 21.31% from 2018 to 2021, Adobe has seen that metric fall to an average of just 10.77% over the past four years.
That has contributed to a dramatic drop-off in the company’s net change in cash and equivalents, which fell from $472 million in 2024 to -$2.2 billion in 2025. Still, Adobe has beat earnings expectations for 13 consecutive quarters, and 15 of the last 17 dating back to Q1 FY2022.
Investors, however, have had to endure some pain. Shares of ADBE have dropped around 28% YTD, about 40% over the past year, and more than 50% over the past five years. The stock is virtually flat since the company announced its share repurchase program, but based on analysts’ average 12-month price target, it could still see approximately 35% potential upside.
Despite Its Impressive Earnings Streak, ADP Has Yet to Turn a Corner
While a $6 billion share repurchase authorization may pale in comparison to the $25 billion announcements of the other two stocks on this list, New Jersey-based Automatic Data Processing (NASDAQ: ADP) plans to buy back 403 million common shares, or nearly 6% of the company’s shares outstanding.
Since ADP—which provides payroll processing, workforce management, HR, benefits administration, tax, and compliance software—announced the program on Jan. 14, the stock went on to lose nearly 27% before hitting its YTD low on April 10. Since then, the stock has rallied more than 16%.
That has been welcome news for investors who saw revenue growth fall from a four-year high of nearly 10% in 2022 to just over 7% in 2025. Still, ADP has managed to beat earnings expectations for an impressive 24 consecutive quarters dating back to Q4 FY2020, and 34 of the last 35 quarters dating back to Q4 FY2017.
Analysts are maintaining a tepid outlook, though, with the stock receiving a consensus Hold rating and a 12-month price target that implies around 13% potential upside.
China Deal Ignites Boeing's Financial Afterburners
Authored by Jeffrey Neal Johnson. Publication Date: 5/29/2026.
Key Points
- Federal regulators have authorized Boeing to increase its jet production, validating the company's operational and safety improvements.
- A landmark new aircraft order from Chinese airlines provides guaranteed demand, securing Boeing's extensive future production schedule.
- Boeing's improving operational cash flow points toward a sustained period of accelerating financial performance and profitability.
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For nearly two years, the investment narrative surrounding Boeing (NYSE: BA) has been defined by regulatory scrutiny and production bottlenecks.
The market's persistent focus on past headlines has created a valuation disconnect for the aerospace sector giant, obscuring a fundamental turnaround in operational execution and free cash flow generation. Recent catalysts, however, suggest that the window to acquire shares of this airline before that reality is fully priced in may be closing.
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Claim Your Stake NowThe combination of a key regulatory clearance and the structural de-risking of its order book has created a tangible inflection point. Wall Street's fixation on historical missteps is lagging a powerful financial recovery taking place on the factory floor and in the order pipeline. For investors focused on underlying business fundamentals, the data suggests a new chapter is taking flight.
The Green Light: From Grounded to Gaining Altitude
The most significant headwind suppressing Boeing's valuation has been the stringent oversight from the Federal Aviation Administration (FAA), which previously capped 737 MAX production. That cap has officially been lifted, marking a new phase of operational freedom.
The New 47-Jet Production Floor
The FAA's recent capstone review of Boeing's safety and quality control protocols concluded with authorization to increase the 737 MAX production rate from 42 to 47 jets per month. Investors should see this as more than an incremental increase; it is a critical validation that the operational overhauls are meeting the highest regulatory standards.
Management has confirmed that its primary facility in Renton, Washington, is already stabilizing at this newly authorized cadence, laying the groundwork for predictable delivery schedules and revenue recognition. This regulatory pivot marks the effective end of the penalty box period, shifting the narrative from compliance to scalable execution.
Plotting the Course to 52 Jets a Month
With the 47-jet rate now acting as the baseline, the next major catalyst is the push toward 52 jets per month. This target depends heavily on the successful activation of a fourth 737 production line at its Everett, Washington, facility.
This expansion, targeted for early 2027, is the key to unlocking the next tier of cash flow generation. The market appears to be discounting the probability of this milestone, yet the initial FAA clearance provides a clear operational precedent. Achieving this rate would move Boeing closer to its pre-crisis production levels and signal a complete operational recovery.
De-Risking Boeing's Massive $695 Billion Backlog
A factory cleared to run at higher rates is only valuable if there is a committed buyer for every unit that rolls off the assembly line. The recent thawing of trade relations with China has provided exactly that, removing a major source of demand uncertainty that has weighed on the stock for years.
Following a high-level U.S. trade delegation to Beijing, Chinese airlines committed to an order for 200 Boeing aircraft. Boeing's management has characterized this as an initial tranche, suggesting a larger, multi-stage procurement cycle is on the horizon.
This development is far more significant than a simple sales win. It effectively reopens a vital geographic market, providing the guaranteed demand absorption necessary to support the Everett line expansion without creating a surplus of undelivered inventory, which would lead to severe margin compression. This structural de-risking of Boeing's massive $695 billion backlog, which includes over 6,100 commercial aircraft, cannot be overstated.
The Fuel Burn Rate: Boeing's Cash Flow Engine Ignites
Ultimately, the investment thesis rests on translating production rates and backlog security into tangible free cash flow (FCF). The latest financial data confirms this inflection is not a future projection but a current reality.
In the first quarter of 2026, Boeing's operating cash flow deficit narrowed dramatically to just $179 million. This represents a $1.44 billion sequential improvement from the $1.62 billion deficit reported in the year-ago quarter.
This concrete progress provides strong validation for full-year FCF guidance, with analyst consensus targeting between $2.3 billion and $2.46 billion for fiscal 2026. This would mark a definitive return to positive FCF after years of cash burn.
Looking ahead, this trajectory is expected to accelerate significantly as production rates climb. Current models project FCF could expand to $6.4 billion in 2027 before crossing the critical $10 billion threshold by 2028, driving substantial growth in earnings before interest, taxes, depreciation, and amortization (EBITDA).
Why Supply Chains Can't Ground Boeing
No industrial expansion of this scale is without risk.
The primary macroeconomic headwind threatening the 2027 expansion timeline is not internal execution but external vendor cadence. The global aerospace supply chain remains tight, with engine availability, particularly from key suppliers like GE Aerospace (NYSE: GE), presenting the most material bottleneck.
However, recent SEC filings indicate that institutional capital is positioning for the upside, viewing these supply constraints as transient rather than structural. Aggressive accumulation by funds like Dilation Capital Management ahead of the FAA announcement suggests sophisticated investors are focused on the long-term cash flow potential and willing to look past near-term production friction. This institutional confidence provides a powerful counter-signal to prevailing market fears.
A Closing Gate? Is It Time to Board Boeing Stock?
The combination of regulatory normalization, a de-risked order book, and a clear inflection in cash flow presents a compelling setup for Boeing.
The market appears to be undervaluing a clear operational turnaround, offering a potential opportunity for investors with a time horizon that extends beyond the next few quarters.
The primary risks are now centered on supply chain execution, a manageable challenge compared with the existential regulatory threats of the past.
For those focused on fundamental analysis, the current share price may not fully reflect the economics of a stabilized 47-jet production rate, let alone the potential of a 52-jet baseline in 2027.
Investors might consider the recent developments as the definitive signal that Boeing's financial trajectory is finally poised to outpace the lingering negative headlines.
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