The Founding of The Flipside, Part IV
Balter’s Essays of Mostly Acerbic Witticisms
Tony seems uncharacteristically sleepy; he's awake, but certainly not himself, and is slightly slurring in response to some of our Board slides.
And this is probably a good lesson in why Benadryl is an ineffective Board Meeting lubricant.
The Founding of The Flipside
Parts I, II, III
It's October 2017, at True Founder Camp in Carmel, CA, and exactly as you'd expect: Sunny, beautiful, blue sky, birds chirping, trees practically humming. A perfect day for the Mylestone Board Meeting that is scheduled for early afternoon - and yet Tony Conrad wakes that morning feeling a bit light headed and maybe nasally; a friend casually says it must be allergies - because they have them too - and, yada yada, bing bam boom, "you should take some Benadryl," it's recommended, "you'll feel fine in no time."
Three things about Tony you should know.
The first is Tony doesn't do drugs. Not in his nature. Not for him. He drinks occasionally. Tony likes to be present and clear headed. So a whack of Benadryl may, say, have a bit more of a significant impact on him than someone who consistently whaps the dap or chases empathogenic molly vibes.
The second is Tony and I have a long history together, going back to 2005 or so; he was CEO of Sphere and something of a customer to my startup BzzAgent (the "Tony Mensch" story you can find elsewhere). Later, Tony backed us at previous True company Smarterer, and was instrumental and excellent at helping us deliver an incredible exit to Pluralsight. Net: Tony and I like to build things together.
The third is this: Jared Leto.
Right.
In one meeting with Tony, he abstractedly mentioned that we might need to cut things slightly short, "because Jared Leto will be coming." Uh huh, right, sure. Two minutes later, Tony offered, "actually, sorry, he’s here now," to which I turned to find Jared Leto, donning a patch-splattered light denim jean jacket, standing in the doorway, his eyes sparkling with celebrity.

And with that our meeting was complete, and I offer as evidence: Most meetings with Tony are fascinating and unique.
Anyway, an hour or so before this particular Mylestone Board Meeting, Tony downs some Benadryl - this a syrupy concoction he's never experienced before. It's only three of us in the Board Meeting; Jim and I hustle into the room ready to present our Mylestone Board deck, but also have our Flipside materials in our back pocket to share post-meeting.
Were we nervous? You can bet your 2017-style side-strip trousers we were nervous.
A few slides in and we realize Tony and the Benadryl are having a moment. He discloses as such - that he doesn't take medicine of the sort and is feeling funny.
Dave, (nervous, slide 1):
“And so,” blah blah, “Mylestone 3.0 is now about biographers and photo annotation.”
Tony (drowsy):
“Uh huh, got it, new model, right,” Tony tracks pivots like a bloodhound on a particular scent.

By middle of the deck, Tony is providing a masterful balancing act. He's glorious in his inputs, his offerings related to specifics on slides; he's noticing minute details and operating model, and providing historical cases on business model variations. And yet, it's obvious the Benadryl is settling in, and he's pausing just the tiniest bit at the end of a paragraph here or there’s an awkward second before responding to a question there.
Thirty minutes in and Tony begins to slump lower and lower in his chair, as Jim begins to eyeball me, telepathically urging me to do something, anything, to help us figure out how we should handle.
Then - suddenly! - Tony jolts awake, he stiffens upright. "What happened!?" he exclaims, "that was...wow...just really weird, and uncomfortable," he's remarking to us, but seemingly more to himself as he brushes himself off, adjusting his clothes, his scarf (Tony loves scarves) and seating posture.
“Sorry. Go on, go on," Tony suggests. He professes he's back, he's fully shaken off the Benadryl dream; it's true, he seems awfully sharp-eyed and pointy-tailed. We continue; Tony is leaning in, he's loving the Mylestone story, the progress, the advancement. Jim and I are dancing, because it's true, Mylestone has some vibes, but it's also true that we are pretty sure it's a business we won't pursue for much longer.

At the end of the Mylestone meeting, Tony offers enthusiasm and motivational support for a business in its infancy: "It’s taken some navigating, but I really love all the progress here, very compelling." He wasn't wrong.
"Can we all say the Mylestone Board Meeting is complete?" I begin.
And so Jim and I offer some sort of incoherent mish mash related to Flipside. It goes something like this: "Tony, do you remember the Crypto Clubs I had mentioned a few months back? Well, they've sorta taken off, and we've been spending some time there and we really like what's happening and crypto is really interesting to us and there are so many smart people building cool things and the Future of France and Pepes and fidelity even has been doing work here for years and..."
Tony is listening closely. You can see his gears turning. Jim is sweating. I'm sweating. Tony is staring.
We blabble on for another few minutes, walking Tony through some of our prepared slides, the sun slanting upon us through window slats, searing heat on our flushed skin. We're done. Toasted. We finish the last page. We've come clean, we've outed ourselves, we've provided relief to the lie we have been living.
Tony, with the precision of a barn-owl hearing prey off in the distance, turns his head slowly, methodically to look at me.
"You," his pronunciation so clean and clear it's as if he's suddenly downed a handful of Piracetam Nootropics.
"You have built companies for years. You should know better than to do something like this, working on a parallel business vs what your investors funded, being compensated for that work, having a key team member working on that alternative project all while being compensated, supported for working on something else in theory” He's clearly unhappy, maybe irate even. I've never seen him like this.
He turns to Jim, who is 15 years my junior and a bit earlier in his startup trajectory, "And You..." Jim is wide-eyed, readying for 10 lashings or a bazooka.
"You should understand this isn’t ok. Your career is just building and this is a terrible way to build your brand."
Here we sit, Jim and I, striking matches in the forest. The forest who happens to be none other than Tony Conrad. Rightly so, he lights into us with a monologue about entrepreneurial commitment and spiritual authenticity, about the ethics of building companies together.
Tony finishes. He's distilled things and delivered to us the essence of our malcontent, of our misbehavior and of our malevolence. Jim and I are well aware of the challenge we've created for True and for Mylestone shareholders, but also for Mylestone's tireless employees. We are aware that Mylestone's potential, due to Founder Passion, may be limited - and we are aware of the opportunity for Flipside.
"So," Tony says calmly and matter of factly - a mature leader ready to get to solutions: "what exactly do you propose we do about all of this?"
And so we begin...
The Founding of The Flipside, Part V to follow...