Cole Ryan

Writing insights on all things business, life, philosophy, and entrepreneurship.

Aug 05 • 5 min read

crowded trades and lobster tiramisu


I was out last week with someone who mentioned this restaurant she'd been wanting to try. Three month wait list, constantly trending on social media, the kind of place that's become synonymous with dining culture in the city. She had told me that she tried to get a res and they told her there was a 1month + waiting list that get almost instantly filled.

I told her we can go that night.

She said "How, no way."

I made one call to [redacted] and we ate there that night.

There's another lesson in that dynamic right there but I will save that for another piece.

I already knew what would happen but the food was aggressively average. Everything designed to be shared on Instagram rather than actually enjoyed. What fascinates me is the repeat occurrence of manufactured scarcity and social validation with new NYC restaurants. There's a predictable cycle with new restaurants where there's a three month hype period and they either die out or sustain and grow after that period because there's always a new hype restaurant entering the market. Talked about this with John McDonald - Owner of the best steakhouse in nyc (Bowery Meat Company).

After dinner we walked by this tiny Italian place I know in the Village. We were just going to grab tiramisu but I know the owner so he insisted on bringing out a special lobster pasta they had on the menu for that day. I know I know, tiramisu and lobster pasta don't sound like they go well together but I bet you've never tried it so shut your mouth. The difference in the taste and depth of this one dish from the entire course of the previous place we ate at was night and day.

When I'm hungry I think to myself "Where will I invest my hunger on a scale of return expressed as most enjoyment." When I look that scale, a popular "I will post this plate and tag this restaurant on my Instagram story" type is at the bottom of my list and is viewed as a crowded trade.

Yes we will now be getting to the point of this writing through explaining my analogy of hunger as a form of metaphorical capital and restaurants as investment vehicles lol.

Mark Twain said: "Whenever you find yourself on the side of the majority, it is time to pause and reflect."

Most people will never pause. They see momentum building and immediately throw themselves into the stampede like sheep following each other off a cliff. Consensus isn't validation, it's liquidation. When everyone agrees on something, the game is already over and you're just paying someone else's exit price.

This restaurant experience is just an analogy to explain something most people are too comfortable to see. We've been psychologically programmed to believe that scarcity equals value and popularity equals quality. These are marketing constructs designed to exploit your deepest insecurities about status and belonging. A marketer understands this, and says much more about your level of sophistication in the market than anything else. That 1 month wait list isn't because the food transcends reality. It's because people fear missing out more than anything else.

This same pattern dominates our entire culture. The most competitive opportunities are usually the worst opportunities because all the real value has been stripped out by the time the masses arrive. When something becomes trendy, it stops being valuable. When everyone wants it, it's already dead.

While everyone's fighting over scraps in overcrowded spaces, real value is developing in territories that require something most people will never give: the courage to be uncomfortable.

Real opportunity exists where it's psychologically painful to look. Where it feels boring or complicated or socially awkward. Where you can't get immediate validation for your choices. The filtering mechanism isn't some secret knowledge. It's your own unwillingness to sit with uncertainty and discomfort.

Think about that Italian chef grinding in complete obscurity for twenty years. Not because he's hiding, because excellence without external validation is invisible to people who need crowds to tell them what's valuable. Most people literally cannot see quality unless it comes with social proof attached. Their judgment has been completely outsourced to the mob.

Consensus creates devastating blind spots in your thinking. When everyone looks in the same direction, they miss everything happening everywhere else. Those blind spots become breeding grounds for extraordinary opportunities that compound undisturbed while the masses chase shiny objects.

The most transformative information I've ever encountered felt wrong initially. It challenged everything I thought I knew. It came from people who weren't trying to convince me of anything, which made it more unsettling. It suggested actions that seemed unreasonable or unpopular. That discomfort was the signal. It meant I was encountering something real rather than something designed to make me comfortable.

Most people run from this discomfort like it's poison. They seek information that confirms their existing beliefs. They chase opportunities everyone else is chasing. They optimize every decision for social acceptance rather than actual results. This guarantees they get exactly what everyone else gets: mediocrity wrapped in social validation.

The alternative requires developing something most people never build: genuine independent judgment. The intellectual courage to evaluate ideas based on merit rather than popularity. The emotional strength to act on insights that feel true even when they feel unpopular.

This means deliberately seeking out information sources that aren't mainstream. Building relationships with people who prioritize substance over recognition. Exploring domains that don't generate social media buzz. Pursuing experiences based on intrinsic value rather than external approval.

Our hyperconnected age has made this even more critical. Everyone has access to identical information streams, expert opinions, trending insights. The edge isn't having information anymore. It's having better information. And better information almost never lives where consensus is looking.

While millions consume the same content and get excited about the same opportunities, the valuable insights develop in uncomfortable spaces. In research that challenges popular narratives. In communities that require effort to discover. In conversations among people who care more about truth than reach.

The most valuable insights often contradict obvious truths. They suggest actions that seem unreasonable. They point toward paths that look unpopular or risky. That's not a bug. It's the feature that keeps the weak minded away long enough for real value to develop.

I use my own discomfort as navigation now. When ideas challenge my beliefs, when opportunities feel risky in ways I can't articulate, when insights would be difficult to justify to others, I pay attention. Value almost always requires tolerance for psychological discomfort that most people will never develop.

The Italian chef wasn't trying to be contrarian. He was focused on mastering his craft while everyone else was performing for approval. The empty restaurant wasn't failure, it was proof that consensus hadn't discovered quality yet. Being undiscovered isn't a problem when consensus rarely leads to anything extraordinary.

The real edge isn't having better information. It's having the balls to act on information that feels uncomfortable. It's developing the confidence to pursue paths that can't be easily justified to others. It's swimming upstream while everyone else floats downstream toward mediocrity.

Most people follow crowds because it feels psychologically safer. Safety is just another word for average. Average is what happens when you optimize for consensus approval rather than developing your own judgment.

The opportunities are everywhere, hiding in plain sight in spaces that feel uncomfortable or unpopular. The question isn't whether you can find them. It's whether you have the courage to pursue them when they don't come with social validation attached.

That's what separates those who merely participate from those who actually win.


Writing insights on all things business, life, philosophy, and entrepreneurship.


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