Tigress's Ivan Feinseth Talks AI, Tech Stock IPOs

Summary

Podcast Summary: Bloomberg Talks

Episode: Tigress's Ivan Feinseth Talks AI, Tech Stock IPOs
Date: May 21, 2026

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Overview

In this episode, Bloomberg hosts a conversation with Ivan Feinseth of Tigress Financial, delving into the latest trends in technology investing—particularly around AI, upcoming tech IPOs, and investment strategies in “big cap tech.” The discussion covers Ivan's past stock predictions, the hype and reality of AI-driven companies, the impending SpaceX IPO, and his current top stock recommendations. The tone is analytical yet accessible, drawing real-world investment insight from recent headlines and long-term market developments.

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Key Discussion Points & Insights

1. Tech Stock Regrets & Missed Calls

Timestamp: 00:26–01:19

• Question: Host probes Ivan on his biggest tech investment miscalculations.
• Ivan Feinseth’s Response:
  • Regrets being overly bullish on Adobe, which he says hasn't gotten the recognition it deserves for its AI-driven creation platform.
  • Early optimism on Intel reclaiming its former glory has yet to play out.
  • Success with Quest, which “finally caught fire.”
  • Notable quote:

    "So far, I've been disappointed in Adobe...Adobe, which is a very powerful AI-driven creation platform, has yet to be recognized for the contribution it makes in content development." — Ivan Feinseth (00:44)

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2. AI IPOs: Hype and Hope

Timestamp: 01:19–02:49

• Discussion shifts to hotly anticipated AI IPOs, specifically Anthropic and OpenAI.
• Ivan highlights the need for takeaway performance amid early interest.
• Favorites:
  • Perplexity and ChatGPT: tools he finds especially useful for data and information.
  • Notes Microsoft as an “AI play” that’s not fully appreciated, mainly for its powerful Azure AI platform and Copilot product.
  • Points out Copilot’s move to focus on business users is boosting subscriptions.
  • Notable quote:

    "I still think one of the best AI plays that's not getting the respect I think it deserves is Microsoft. But it seems now to turn again...they are getting more and more subscriptions now that they've shifted to more commercial or business users." — Ivan Feinseth (02:10)

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3. SpaceX IPO and Valuations

Timestamp: 03:03–04:38

• SpaceX IPO is drawing huge enthusiasm after years of limited activity in the space sector.
• Ivan references the resurgence of public excitement in space, likening it to the Apollo era.
• Notes the critical role of AI and computing power in accelerating progress.
• Questions around valuation are likened to past skepticism about Tesla.
• Insightful quote:

  “There’s huge interest...finally, after a 40 year hiatus of focusing on space, we’re returning to that...with the computing power and AI to actually move this forward also is going to help make huge leaps.” — Ivan Feinseth (03:26)

• On long-term valuations:

  "It's having faith in the future. But I also say if you like space, you gotta like Boeing." — Ivan Feinseth (04:38)

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4. Top Buy Pick and Investment Themes

Timestamp: 04:45–05:46

• Host asks for Ivan's top buy: Microsoft remains a leader due to AI diversification; however, Ivan's top current recommendation is Garmin.
  • Garmin: Increasing price target to $325 (current price $237).
  • Cites its innovative reach in health and wellness, especially AI-driven features.
• Notable quote:

  "Right here, Garmin is one of my favorite stocks." — Ivan Feinseth (05:00)

• On Microsoft and Pershing Square’s Bill Ackman:

  “I have not spoken to him directly on that. We, interesting enough, were one of the underwriters of the IPO for his management company Pershing Square...I think the timing is perfect for Microsoft." — Ivan Feinseth (05:23)

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Notable Quotes

• On Adobe and AI platforms:
  “Adobe...has yet to be recognized for the contribution it makes in content development.” (00:44)
• On Microsoft and AI:
  “One of the best AI plays that's not getting the respect I think it deserves is Microsoft.” (02:10)
• On the SpaceX IPO:
  “There’s huge interest...with the computing power and AI to actually move this forward.” (03:26)
• On conviction for large-cap futurist stocks:
  “It's having faith in the future. But I also say if you like space, you gotta like Boeing.” (04:38)
• On Garmin’s outlook:
  “Garmin is one of my favorite stocks.” (05:00)

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Main Takeaways

• AI & Tech IPOs: Early hype needs to be matched by ongoing results; Microsoft remains an undervalued AI play.
• Space Sector: SpaceX’s IPO will be a watershed moment, driven by nostalgia, new technology, and massive investor enthusiasm.
• Stock Ideas: Microsoft for AI-driven business evolution; Garmin for AI-enabled health and wellness innovation.

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Episode Flow — Timestamps

• 00:26 — Ivan’s past regrets and missed calls on tech stocks
• 01:19 — Breakdown of the AI IPO craze (Anthropic, Perplexity, OpenAI)
• 02:10 — Microsoft’s unique AI positioning and technology drivers
• 03:03 — The SpaceX IPO: hype, historical echoes, and value questions
• 04:38 — Long-term view on giant tech and space companies (Boeing mention)
• 04:50 — Stock picks: Microsoft and Garmin’s growing appeal
• 05:23 — Ivan’s connection to Bill Ackman and IPO underwriting history

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This conversation offers seasoned market perspective for anyone interested in AI, tech investing, and the next wave of innovative IPOs—emphasizing the blend of present momentum and long-term faith required for successful investing in these sectors.

Transcript

[Indiana University Announcer]

Indiana University strengthens tomorrow's workforce with practical real world experience. IU grads make a difference in your community, serving as teachers, nurses and engineers who rise to tomorrow's challenges and meet them. Learn more at iu.edu impact,

[Ivan Feinsight]

Bloomberg Audio Studios Podcasts Radio News this is our

[Podcast Host]

conversation of the day. Ivan finds it is incredibly grizzled in the technology area. Ivan, what's the number one thing you got wrong in tech? Give me a, give me a buy, hold, sell where you just didn't get it right at Tigris Financial, which is the one you regret.

[Ivan Feinsight]

Well so far I've been disappointed in Adobe. I've been a bull on Quest for a long time that finally caught fire. I was early on Nvidia, I mean on intel. Yeah I've been saying intel would regain former glory but so far right obi, which is a very powerful AI creation driven creation platform, has yet to be recognized as the I think the contribution it makes in content development. So that's one I have and I'm

[Podcast Host]

going to shout out Charles Cantor Neuberger Bourbon on this. Everybody's looking at Adobe management going what is going on? Ivan, I want you to interpret the AI IPOs that are coming down the block. You're more you just so qualified at this. How do you look at anthropic ipo? Paul, help me here. Open AI is another one. Sure Ivan, how do you translate those?

[Ivan Feinsight]

Well I mean there's my favorite is still perplexity. I like, you know chat GPT that seems to give me good information and good data. I think on a lot of these when you are looking for specific data on things, I find it does help to quantify the time period because sometimes it defaults to different, you know, older time periods. But there is going to be a lot of interest in these IPOs at least in the beginning. Then they're going to have to perform. I still think one of the best AI plays that's not getting the respect I think it deserves is Microsoft. But it seems now to turn again. I mean they have a very powerful AI platform in Azure and I don't know if they're gaining the traction that everybody has expected. Copilot but again Copilot is it still is driving revenue and they are getting more and more subscriptions now that they've shifted the target to more commercial or business users.

[Podcast Host]

But okay, I got to get this headline out. Paul, this is too important. Microsoft up 1% instantly anthropic in talks to use Microsoft's AI chips from information thank You Alexis for that earlier?

[Indiana University Announcer]

Yep. So yeah, I mean we're seeing more and more headlines and the story just gaining momentum. Ivan, you know, we've had the Space X IPO out there in the marketplace for maybe 18 hours here today. How do you think the marketplace will approach this company, this ipo? I mean the size is just staggering. How do you think the market's going to approach it?

[Ivan Feinsight]

There's huge interest very enthusiastically. I mean finally after a 40 year hiatus of focusing on space, we're returning to that and the ability with the computing power and AI to actually move this forward also is going to help make huge leaps. So there's going to be a lot of interest. Everybody loves space. I mean I remember, I've been around so I remember the Apollo launches and how exciting that was and a lot of enthusiasm and now that is coming back, I think in an even more receptive environment with a lot more interest. So I think the Space X IPO is going to be very well received. Is it even for its massive size?

[Indiana University Announcer]

Yeah, massive size. And you know, a lot of folks, or some folks may get hung up on no matter how you try and no matter how many years you go out, the valuation just makes no sense. But one can make that similar argument for the life of Tesla as well. And that's worked out. How do you think about valuations for some of these really big companies that have really long term outlooks?

[Ivan Feinsight]

It's having faith in the future. But I also say if you like space, you gotta like Boeing.

[Indiana University Announcer]

Yeah, yeah.

[Podcast Host]

What's your single best buy here before we go, Ivan, what's your single best buy right now?

[Ivan Feinsight]

Well, I think big cap tech is Microsoft an interesting play in a lot of different areas. We just put out a new report yesterday on Garmin. Up to our price target to 325, the stock is like 237 right now. This is a play in so many areas as far as in health and wellness, AI driven, health and wellness functionality. So I think right here, Garment is one of my favorite stocks.

[Podcast Host]

Did you talk to Bill Ackman about this on Microsoft as he's shown a commitment there with Pershing?

[Ivan Feinsight]

I have not spoken to him directly on that. We, interesting enough were one of the underwriters of the IPO for his management company Pershing Square and the Pershing Square closed end fund he just launched. And you know, I think the timing is perfect for Microsoft. He would ready to launch the fund at the time we saw a pullback in a lot of tech stocks.

[Podcast Host]

Ivan, thank you so much Ivan with Ivan Feinsight there with a thought on Microsoft again we protect the copyright of our guests. Go to Tigris Financial Partners to get his just really special work that you learn so much with that guy.

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