When conviction pays off - from a software investor
u/iloveaccounting64 ·
Reddit — r/ValueInvesting
· June 01, 2026 at 00:54
· ⬆ 15 pts
· 💬 27 comments
| View on Reddit ↗
AI Summary
Summary
Author describes buying LEAPS on MSFT, PANW, ORCL, NOW in Q1 2026, believing enterprise software will be the next AI beneficiary.
He held through volatility while semiconductors surged, but maintains conviction that software is “just getting started.”
Quality assessment: Personal conviction post with anecdotal reasoning; lacks deep data or valuation analysis – closer to speculation than well-researched DD.
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Comments27
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I am a software investor who went in big with leaps on a basket of software names when they were cheap in q1 this year: MSFT, PANW, ORCL, NOW.
I was up moderately in q2 but seeing semis literally going to the moon daily while my MSFT holdings stay flat during up days and going down during down days were hard. I didn’t doubt my thesis but it was a tough period thinking if I should’ve positioned more semis.
To my software holders out there, it’s just getting started. The enterprise software end will be the next primary beneficiary end of the AI trade and we will win bigger than Jensen’s Huang and Lisa’s Su!
Author explicitly states going “big” with LEAPS on MSFT in Q1 2026 and still holds. Enterprise software adoption of AI will drive future outperformance, making current flat/soft periods an entry opportunity. Long MSFT based on AI‑native software shift; patience rewarded as the next leg of the AI trade rotates into enterprise. Semis continue dominating, software lags, macro slowdown, or MSFT fails to monetize AI. TICKER - PANW - LONG | confidence: 0.80 | sentiment: +0.70 Speaker: u/iloveaccounting64 Thesis: Author included PANW in his LEAPS basket bought in Q1 2026. Cybersecurity is a critical enterprise AI‑adjacent spend; PANW benefits as AI workloads increase security needs. Long PANW as a high‑conviction pick in the enterprise software AI rotation. Competition, budget shifts, or cybersecurity spending slowdown. TICKER - ORCL - LONG | confidence: 0.80 | sentiment: +0.70 Speaker: u/iloveaccounting64 Thesis: ORCL was one of the four names purchased with LEAPS in Q1 2026. Oracle’s cloud and database AI integrations position it to capture enterprise‑facing AI demand. Long ORCL as a direct play on enterprise AI adoption, following the software rotation thesis. Cloud competition from AWS/Azure, slower AI‑revenue conversion, or debt concerns. TICKER - NOW - LONG | confidence: 0.80 | sentiment: +0.70 Speaker: u/iloveaccounting64 Thesis: Author included NOW (ServiceNow) in his Q1 2026 LEAPS basket. ServiceNow’s workflow automation and AI‑powered service management are core enterprise software AI use‑cases. Long NOW as a leading enterprise AI platform beneficiary, aligned with the software rotation narrative. High valuation, macro‑driven IT spend cuts, or execution misses.
This Reddit post, published June 01, 2026,
features u/iloveaccounting64
discussing MSFT.
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