The Upside Brief
Rich LiberoHelping businesses discover their upside. Observations and marketing advice from Rich Libero, a long-time sports journalist, league and media executive.
| Platform |  | Pricing | Only free issues | Publishes | Twice weekly |
|---|---|---|---|---|---|
| Issues | 15 | Founded | 3 months ago | Last Issue | 7 days ago |
| Active | |||||
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theupsidebrief.substack.comLatest Issues
The Rangers, Knicks, World Cup and OJ
OJ SImpson’s surreal car chase interrupts Game 5 of the NBA FInals.
The Knicks on the brink of an NBA Championship? Met Life (aka Giants Stadium) hosting the World Cup? Believe it or not, this already happened.
It’s the summer of 1994 —...
Indianapolis Sells Immortality, F1 Sells a Season
David Malukas’ car heads to paddock after final morning practice at 2026 St. Pete Grand Prix. (Photo by The Upside Brief)
David Malukas cried in front of millions of people, and you couldn’t blame him.
In Montreal, a frustrated George Rus...
The Unexpected Return of Channel Surfing
I started in the digital business back in the early dial-up days. One of the advantages of being around that long is you start recognizing operational patterns that never really change.
For instance: when we focus grouped users in the earl...
The Fear of Hiring Experience
“It doesn’t make sense to hire smart people and then tell them what to do; we hire smart people so they can tell us what to do.” — Steve Jobs
The mother of a minor league baseball player shared an anecdote about her son, who was a late-rou...
When the System Starts Driving the Driver
Fans of Frank Herbert’s Dune series understand the reference to the Butlerian Jihad, which involved humanity’s overreaction to technology. It led to a rejection of advanced technology and a return to a far more controlled, analog existence....
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The writers behind this newsletter.
Experienced journalist, sports league, media, content and marketing executive.
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