In this article, we will discuss: Jim Cramer Revealed His Big AI Investing Fear & & Discussed These 20 Stocks. For more stocks, you can head to Jim Cramer Revealed His Big AI Investing Fear & & Discussed These 5 Stocks.

In a recent tweet, Jim Cramer discussed the skepticism surrounding the merits of aggressive data center investment. Nowhere else was this skepticism clearer than in a report by investment bank Goldman Sachs. The bank’s James Covello pointed out in a recent report that almost all of the money being spent on AI was going to NVIDIA, while the hyperscalers, such as Microsoft and Meta, are seeing more modest returns. He adds that when it comes to investing, the “FOMO has proven a stronger incentive than poor stock performance as hyperscalers have prioritized being involved in the AI arms race over their current shareholders.”

In his tweet, Cramer also appeared to be exhibiting fear. For him, this is the fear of becoming irrelevant:

“The skepticism remains so thick about the hyper-scaler data spend. But if you spend time with all of them you realize that that the wave of money that is going to come in to those who spend will be immense with a huge return over multiple years. And those who don’t spend.. risk irrelevance”

Our Methodology

For this article, we compiled a list of stocks that Jim Cramer discussed during the episode of Squawk on the Street aired on May 8th and tweeted about. We listed the stocks in the order that Cramer mentioned them. We also provided hedge fund sentiment for each stock as of the fourth quarter of 2025, which was taken from Insider Monkey’s database of 1,000 hedge funds.

Why are we interested in the stocks that hedge funds pile into? The reason is simple: our research has shown that we can outperform the market by imitating the top stock picks of the best hedge funds. Our quarterly newsletter’s strategy selects 14 small-cap and large-cap stocks every quarter and has returned 498.7% since May 2014, beating its benchmark by 303 percentage points (see more details here).

20. HubSpot, Inc. (NYSE:HUBS)

Number of Hedge Fund Holdings in Q4 2025: 56

HubSpot, Inc. (NYSE:HUBS) is a software company that provides customer relationship management products and services. The shares are down by 71% over the past year and by 49% year-to-date. Cannacord Genuity discussed the firm on April 26th as it kept a Buy rating. The financial firm outlined that HubSpot, Inc. (NYSE:HUBS) had a solid strategy to operate in the artificial intelligence sector, as evidenced by the firm’s Spring Spotlight product update and its investor webinar. Earlier, on the 14th, Needham set a $300 share price target and maintained a Buy rating for HubSpot, Inc. (NYSE:HUBS)’s shares. Among the factors that the firm discussed included self service facilities offered by the firm. Cramer discussed the software company in the context of agentic AI:

“But Hubspot, so they actually have the agents doing more. . .and the agents are not able to close, the way the humans can. We have now found something the agents are inferior at. They’re good at leads but they can’t close.”

GMO discussed HubSpot, Inc. (NYSE:HUBS) in its fourth quarter 2025 investor letter:

“One of the worst performers in the group for the year, which averaged an 80-bp short position and added 0.4% to absolute performance, was HubSpot, Inc. (NYSE:HUBS). If you are anxious to know what severe economic challenges HubSpot faced to send its shares crashing more than 40%, we will have to disappoint you—HubSpot grew its customers and revenues by broadly 20% during the year without compromising margins. Quite simply, high expectations for huge earnings beats meant that even strong results were viewed as insufficient, leading to sharp sell-offs. This is a key reason why we are not obsessing over identifying the catalyst for future growth stock underperformance—the weight of expectation built into valuations will inevitably lead to investor disappointment at some point.”

19. Affirm Holdings, Inc. (NASDAQ:AFRM)

Number of Hedge Fund Holdings in Q4 2025: 63

Buy now, pay later products and services provider Affirm Holdings, Inc. (NASDAQ:AFRM) is one of Jim Cramer’s top stocks in the space. The shares are up by 22% over the past year and are down by 11% year-to-date. TD Cowen discussed the firm on March 31st as it reduced the share price target to $80 from $95 and kept a Buy rating on the stock. The firm pointed out that its coverage of Affirm Holdings, Inc. (NASDAQ:AFRM) came as part of a broader analysis of the consumer finance sector. Cramer discussed the firm in April on Mad Money and praised it for having democratized the consumer finance sector. A couple of days later, Baird discussed Affirm Holdings, Inc. (NASDAQ:AFRM)’s shares on April 10th. The financial firm outlined that it expected the company to post strong third-quarter earnings as it reiterated a Neutral rating with a $55 share price target. In this appearance, Cramer discussed Affirm Holdings, Inc. (NASDAQ:AFRM) in the context of the use of AI in business operations:

“But Affirm is doing what Jensen Huang says to do, okay. Affirm is saying, Max Levchin is saying, listen, we’re not hiring, we just have people far more productive.”