13 April 2026
Catching a Falling Knife: The Truth About Software Stocks Today | The Real Eisman Playbook Ep 54
The Real Eisman Playbook
About
On episode 54 of The Real Eisman Playbook, Steve Eisman sits down with Rob Oliver, software analyst at Baird, to break down why the software sector has been obliterated over the past year. Rob shares which companies he believes have the moat and innovation culture to make it through to the other side, and why despite valuations being cut in half, most software investors still aren't ready to buy.
00:00 - Intro
01:16 - History of the Software Sector & Where We're At Now
16:19 - What Makes a Successful Software Company Today?
18:10 - Looking Ahead Two Years
26:43 - How Far Has Valuation Fallen?
29:34 - Stock Based Compensation
33:14 - Vertical Software Companies
37:15 - Private Equity & Private Credit
43:05 - Feedback From the Buy Side
46:00 - AI Native Strategies
50:13 - Nobody Loves Software Right Now
54:21 - Outro
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Connect with Steve Eisman and access all things The Eisman Playbook:
🌐 https://linktr.ee/realeismanplaybook
→ Follow on socials, watch episodes, and get the latest updates — all in one place.
Disclaimer: The financial opinions expressed are for information purposes only. The opinions expressed by the hosts and participants are not an attempt to influence specific trading behavior, investments, or strategies. Past performance does not necessarily predict future outcomes. No specific results or profits are assured when relying on this content.
Before making any investment or trade, evaluate its suitability for your circumstances and consider consulting your own financial or investment advisor. The financial products discussed in ‘The Eisman Playbook' carry a high level of risk and may not be appropriate for many investors. If you have uncertainties, it's advisable to seek professional advice. Remember that trading involves a risk to your capital, so only invest money you can afford to lose. Derivatives are unsuitable for all investors and involve the risk of losing more than the amount originally deposited and any profit you might have made. This communication is not a recommendation or offer to buy, sell, or retain any specific investment or service.
Copyright ©2025 Steve Eisman
Learn more about your ad choices. Visit megaphone.fm/adchoices
00:00 - Intro
01:16 - History of the Software Sector & Where We're At Now
16:19 - What Makes a Successful Software Company Today?
18:10 - Looking Ahead Two Years
26:43 - How Far Has Valuation Fallen?
29:34 - Stock Based Compensation
33:14 - Vertical Software Companies
37:15 - Private Equity & Private Credit
43:05 - Feedback From the Buy Side
46:00 - AI Native Strategies
50:13 - Nobody Loves Software Right Now
54:21 - Outro
Subscribe 👉🏻https://www.youtube.com/@RealEismanPlaybook?sub_confirmation=1
Connect with Steve Eisman and access all things The Eisman Playbook:
🌐 https://linktr.ee/realeismanplaybook
→ Follow on socials, watch episodes, and get the latest updates — all in one place.
Disclaimer: The financial opinions expressed are for information purposes only. The opinions expressed by the hosts and participants are not an attempt to influence specific trading behavior, investments, or strategies. Past performance does not necessarily predict future outcomes. No specific results or profits are assured when relying on this content.
Before making any investment or trade, evaluate its suitability for your circumstances and consider consulting your own financial or investment advisor. The financial products discussed in ‘The Eisman Playbook' carry a high level of risk and may not be appropriate for many investors. If you have uncertainties, it's advisable to seek professional advice. Remember that trading involves a risk to your capital, so only invest money you can afford to lose. Derivatives are unsuitable for all investors and involve the risk of losing more than the amount originally deposited and any profit you might have made. This communication is not a recommendation or offer to buy, sell, or retain any specific investment or service.
Copyright ©2025 Steve Eisman
Learn more about your ad choices. Visit megaphone.fm/adchoices