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Meet Startup Shinobi: The Solopreneur Mixing Startups, VC, and Comedy

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In the bustling world of startups and venture capital, a unique voice cuts through the noise with the sharpness of a katana and the stealth of a shadow — Startup Shinobi. In an ecosystem polluted by conformity and amateurish advice, this solopreneur brings a mix of brutally honest insights, genuine value, and an undeniable sense of humor. Join us as we uncover the enigmatic world of Startup Shinobi, delving into his routines, tools of the trade, strategies, and wisdom gleaned from his journey.

Meet the Shinobi Behind the Screen

In the world of cutthroat competition and relentless pursuit of the next big thing, Shinobi introduces himself with a splash of comedy amidst the sea of startups and venture capital:

“Startups and venture capital have become a polluted ecosystem filled with horrible advice, amateur motivational content, conformity, and wannabe gurus who promise the world.”

Startup Shinobi

With a mission to deliver “brutally honest insights, genuine value, and, of course, laughter,” Startup Shinobi has carved a niche that is as informatively rich as it is refreshingly humorous.

Profile Photo of Startup Shinobi
Startup Shinobi, unmasking the realities of the startup ecosystem.

A Week in the Life of a Startup Shinobi

Shinobi’s work week is a blend of content creation, mentorship, and strategic engagement. “I spend a lot of time calling out the BS I see on X and engaging in fights, or as investors call it, adding value. I also work with a lot of founders who see the wisdom and actual value behind my posts,” he explains. From enhancing pitch decks to structuring businesses, Startup Shinobi embodies the spirit of a mentor and challenger in the startup arena.

An X post that shows Shinobi’s brutally honest and entertaining style.

Shinobi Tools of the Trade

Equipping a modern-day shinobi, Startup Shinobi reveals his arsenal, which includes both the traditional and digital. “Katanas, shurikens, smoke bombs, and a variety of other tools are essential for a shinobi to be successful,” he jests.

On a more serious note, he adds, “But in this day and age, I also rely on Gmail, X, Substack, Medium, and Google Documents.” This toolkit not only aids in communication and content distribution but also in strategizing and managing his digital presence effectively.

Cultivating Growth in the Shadow

  • Engagement: “Engaging on X. You can get a lot of attention by being brutally honest as well as entertaining. It also shows you who can take a joke and who can’t. This is a competitive advantage,” says Startup Shinobi on his primary strategy for growth.
  • Productivity: He believes in the ethos of shinobi mastery, emphasizing that it is “the result of years of hard work, training, studying startups and VC, and condensing all of this into a formula for success.” There are no shortcuts to mastering this craft.

Confronting the Ninja’s Greatest Adversary

In a candid revelation, Startup Shinobi shares his greatest challenge — a tale of betrayal and resilience that would fit the plot of a cinematic epic:

“My partner stole my funds, betrayed and destroyed my ninja clan, burned down my ancestral home, and left me for dead.”

Startup Shinobi

This experience instilled in him an indomitable spirit and a poignant sense of humor towards adversity. “You must have something deep that drives you to be successful,” he reflects, drawing parallels between his personal saga and the challenges faced by startups.

Triumphs of the Shinobi Spirit

When asked about his significant achievements, Startup Shinobi proudly states, “Making strangers around the world laugh, as well as providing real value that helps them move toward startup success”, highlighting the dual impact of his work. It’s in bringing genuine laughter and insights to a community often overwhelmed by pressure and jargon that he finds his victories.

Advice to Aspiring Solopreneurs

For those contemplating the lone path of the solopreneur, Startup Shinobi offers a cautionary yet encouraging word of advice, “Don’t do it unless you are truly prepared to do so. It is a difficult journey that is filled with danger. I ought to know, I am the danger.” It’s a stark reminder of the challenges that lie ahead but also a call to the brave, the prepared, and the dedicated.

Startup Shinobi’s Lightning Round

In this lightning round, I asked Startup Shinobi to answer 12 rapid-fire questions:

What’s something that’s in your pocket right now, besides your phone?

A shuriken

Artificial intelligence: hope or dread?


Your favorite place to think big?

The dojo

If you were out of business tomorrow, what job would you pursue?

I have a particular set of skills suited toward the art of deception which makes me perfect for politics, investment banking, or both.

One object from your childhood you could never throw away?

My first pair of nunchaku

One feature you wish your phone had?

Shinobi as a service.

Your favorite mobile app?


The book that most influenced you?

The Book of Five Rings

Messy desk or clean desk?


One thing you always have in your fridge?

Revenge because it is a dish best served cold.

Your favorite time-saving hack?

Scheduling social media posts in advance.

Best movie ever?

“American Ninja”

Join the Shinobi’s Journey

To potential followers and fellow disruptors, Startup Shinobi extends an invitation to his world of insightful disruption and comedic relief. By following him on Twitter and subscribing to his upcoming Substack, readers are promised a unique blend of entertainment, education, and enlightenment — true to the Shinobi way.

As we bid farewell to the Startup Shinobi, we’re left with an enriched understanding of what it takes to navigate the volatile world of startups and venture capital. It’s a journey fraught with challenges but equally laden with opportunities for those who dare to flirt with danger — all while keeping a smile.

A special thanks to Shaun Gold for introducing us to Startup Shinobi.

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