

PayPal vs Datadog
Global digital payments platform connecting buyers and sellers vs Enterprise cloud monitoring and analytics platform. Which is the better buy for your portfolio in August 2026? Plain-English answer below.
PayPal runs one of the world's largest digital payments networks with hundreds of millions of active accounts, while Datadog operates a cloud observability and monitoring platform serving engineering teams at scale. PayPal vs Datadog aren't intuitive comparators, but both are high-profile platform businesses navigating the challenge of sustaining growth after explosive pandemic-era expansion. Readers will discover how monetization models, competitive moats, and margin trajectories differ between these two tech stalwarts.
PayPal runs one of the world's largest digital payments networks with hundreds of millions of active accounts, while Datadog operates a cloud observability and monitoring platform serving engineering ...
Why It’s Moving

PayPal stays in focus as analysts lean on margin gains and steadier payments growth
- Analyst forecasts for PayPal remain mixed but broadly supportive, with several firms pointing to meaningful upside if the company keeps executing on profitability and payments volume trends.
- The latest commentary centers on PayPal’s ability to improve margins and sustain transaction growth, which would make the stock look cheaper relative to earnings.
- Recent analyst updates include a late-week target increase from Cantor Fitzgerald, reflecting renewed confidence in the company’s turnaround story.

Datadog is gaining traction as fresh analyst optimism reinforces the 2026 upside narrative.
- Analysts have turned more constructive into early August, with Argus raising its Datadog target to $324 and keeping a bullish view, signaling growing confidence that the company can sustain demand and execution into 2026.
- Recent analyst updates have clustered around higher targets and positive ratings, which suggests investors are focusing on Datadog’s ability to keep monetizing cloud monitoring and observability spending rather than on short-term volatility.
- The latest move looks more like a sentiment boost than a company-specific shock, with the stock benefiting from a favorable analyst backdrop even as broader expectations remain anchored to steady earnings growth and AI-related cloud usage.

PayPal stays in focus as analysts lean on margin gains and steadier payments growth
- Analyst forecasts for PayPal remain mixed but broadly supportive, with several firms pointing to meaningful upside if the company keeps executing on profitability and payments volume trends.
- The latest commentary centers on PayPal’s ability to improve margins and sustain transaction growth, which would make the stock look cheaper relative to earnings.
- Recent analyst updates include a late-week target increase from Cantor Fitzgerald, reflecting renewed confidence in the company’s turnaround story.

Datadog is gaining traction as fresh analyst optimism reinforces the 2026 upside narrative.
- Analysts have turned more constructive into early August, with Argus raising its Datadog target to $324 and keeping a bullish view, signaling growing confidence that the company can sustain demand and execution into 2026.
- Recent analyst updates have clustered around higher targets and positive ratings, which suggests investors are focusing on Datadog’s ability to keep monetizing cloud monitoring and observability spending rather than on short-term volatility.
- The latest move looks more like a sentiment boost than a company-specific shock, with the stock benefiting from a favorable analyst backdrop even as broader expectations remain anchored to steady earnings growth and AI-related cloud usage.
Investment Analysis

PayPal
PYPL
Pros
- PayPal reported a 5% year-on-year revenue growth in Q2 2025 to approximately $8.29 billion, exceeding analyst expectations with adjusted EPS of $1.40.
- Strategic initiatives, including PayPal World platform, agentic commerce adoption, stablecoin integration, and AI-based solutions, position it for long-term growth.
- Excess returns analysis shows PayPal is undervalued by over 40%, with a strong return on equity of 24.18% and stable projected EPS of $6.14.
Considerations
- Growth in branded payments through PayPal and Venmo was weak at 5%, below internal targets, signaling challenges in core transaction volumes.
- Heightened competition in branded payments and reduced fee structures in Asia pose risks to revenue and profitability expansion.
- Stock price fell 9% after Q2 earnings despite strong results, reflecting investor caution and a cautious Q3 outlook amid elevated market expectations.

Datadog
DDOG
Pros
- Datadog reported Q3 2025 revenue and earnings that beat Wall Street estimates, driving a 20% stock price surge after the announcement.
- The company benefits from strong demand for cloud-based software-as-a-service (SaaS) and enterprise monitoring solutions, reflecting growth in digital transformation.
- With a market cap around $42.89 billion and recent positive analyst reception, Datadog shows continued investor confidence in its execution and growth prospects.
Considerations
- Datadog’s valuation remains high with a P/E ratio exceeding 250, indicating potential premium pricing relative to earnings.
- Its share price exhibits considerable volatility, trading in a wide range from $98.80 to $170.08 over the past year, which could indicate market uncertainty.
- Heavy reliance on tech sector growth and exposure to AI-related market sentiment may introduce cyclicality and valuation risks.
PayPal (PYPL) Next Earnings Date
The next earnings date for PYPL is July 28, 2026, and it is expected to be reported before the market opens. It will cover Q2 2026 results. If that date were to change, the report would still typically fall in late July based on PayPal’s historical schedule.
Datadog (DDOG) Next Earnings Date
The next earnings date for DDOG is August 6, 2026. Datadog has announced it will report second-quarter fiscal 2026 financial results before U.S. markets open on that date. This is the company’s next scheduled earnings release, and the timing is consistent with its typical early-August reporting pattern.
PayPal (PYPL) Next Earnings Date
The next earnings date for PYPL is July 28, 2026, and it is expected to be reported before the market opens. It will cover Q2 2026 results. If that date were to change, the report would still typically fall in late July based on PayPal’s historical schedule.
Datadog (DDOG) Next Earnings Date
The next earnings date for DDOG is August 6, 2026. Datadog has announced it will report second-quarter fiscal 2026 financial results before U.S. markets open on that date. This is the company’s next scheduled earnings release, and the timing is consistent with its typical early-August reporting pattern.
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