Venus and Mars are Alright Tonight?

It’s May 2026 and once again civilization and financial markets have made it 5-ish months into a new year without self-combusting like a Spinal Tap drummer. It is important to note that dozens of people and stocks spontaneously combust every year, but despite the increasing universality of AI, it’s “just not really widely reported.”

We will again adjust for the world and its legitimate competition for eyeball time and space, and get right to it, although we will always note the fun and interesting stuff that might or might be financially relevant goes after this part.

We have put 15% of capital into a handful of presently maligned software companies. Our present thinking is that having spent 30 years spending hundreds of billions of dollars buying software, forcing it upon tens of millions of its paid minions, and then hundreds of billions more guarding it with security and layers of management systems, the likelihood of corporate America handing over these systems en masse to be run by agents recently vibecoded by a few dudes over mocktails is “lowish.” So yes, the crown of absurd valuations and limitless free funding is being passed on from this world to you know what, but a generally sticky business bought reasonably with 80% gross margins now being forced to drop those dollars to the bottom line in a more sober and efficient manner in the harsh light of the post-hangover world is something that should be under consideration. Who will benefit from AI change and rearchitecting and who will simply lose seats will become apparent. And imagine new shareholder-oriented board members and better governance. It is early days and minor harm, minor foul to date.

Read more: What Are Investors Really Getting from Private Markets?

No, we don’t own huge exposure to something “memory oriented” and thus are not up 131% in the last 90 days. Some things that worked well this year have been the odd couple of “billboards and aerospace.” Billboards are one of those things that are literally seen but rarely talked about in polite company or investing circles. They are increasingly restricted in presence; there is an inherent profitability uptick in converting wood to digital and they generate cash. They were decimated as a group post Covid but simply clawed their way back to normalized relevance and revenue levels. Clear Channel Outdoor (CCO)was taken over to be re-levered again privately, and Outfront Media(OUT) neatly navigated its own debt jam while hamstrung by its REIT structure, and surprisingly, is benefiting from a surprisingly monster rebound in their NY transit business, as shootings and track pushing seemingly take back of mind when you start sticking taxis or Ubers with higher minimum fees and congestion pricing. And on a topic that may become a whole letter in itself, a new position in Boston Omaha (BOC) which started as Billboard acquisition before becoming something wholly else and is enroute to roundtripping that experience with some old fashioned governance issues and some “hallowed” backers licking their wounds from the ever present potholes of human foible.