Romeen Sheth

Having fun building Workstreet - the security and compliance partner for 1,000+ startups. Exited my last company to PE / angel investor in ~100 startups.

[Romeen Sheth @RomeenSheth]

This past week my good friend @JChillin and I hosted Gametime 2025.

We brought together 150 of the best professional athletes, founders, investors and family offices together for a day of collaboration, learning and sharing.

It was an honor to host this event. The room was packed with energy, ideas and passion. We had some incredible speakers and attendees including:

- AG Spanos (Co-Owner, @chargers)
- @MichaelRedd_ (NBA All Star + Olympic Champion & Chairman, Twenty Two Ventures)
- @MettaWorld37 (NBA All Star + NBA Champion, Founder, Artest Media Group)
- @Everette (CEO, @Kickstarter)
- @BrentBeshore (Founder & CEO, @PermanentEquity)
- Chuck Pettid (EVP & Founding Team, @joinrepublic)
- @vsodera (Founder, @Superhuman )
- @jboehmig (Founder & Executive Chairman, Ironclad)
- @tanay_tandon (Founder & CEO, @CommureOS )
- @Saad_Hone (Founder & CEO, @HoneHealth)
- @joshuabrowder (Founder & CEO, @donotpay )

Pumped for next year!

[Romeen Sheth @RomeenSheth]

@MichaelRedd_ A certified bucket

[Romeen Sheth @RomeenSheth]

@SahilBloom Let’s go! I gotta try this product

[Romeen Sheth @RomeenSheth]

Jaleh is such an awesome founder. It’s been such a joy becoming friends with her and watching her journey - really excited about the direction she’s taking with Mutiny!

[Jaleh Rezaei @jalehr]

We raised $72M from Sequoia/YC and hit 8-figures in ARR. Then we shut it all down & rebuilt the company from scratch.

Today we’re launching the new Mutiny: the first AI agent for GTM teams to create anything customer-facing, in minutes.

Comment "Mutiny" to get 3X free credits.

[Romeen Sheth @RomeenSheth]

@justindross And you guys are the perfect team to build it!

[Romeen Sheth @RomeenSheth]

@girdley Nice! Congratulations. Lot of room and opportunity for a modern QoE firm in the landscape.

[Romeen Sheth @RomeenSheth]

I love this so much. All time coaching moment from Brenda Frese.

“I need you to lock in and stop being distracted. I BELIEVE in you but YOU’VE got to want this moment. This isn’t my story alright?”

[The Sporting News @sportingnews]

Some intense coaching from Maryland coach Brenda Frese to her star player Oluchi Okananwa 👀

[Romeen Sheth @RomeenSheth]

@chrishlad Congrats man!!

[Romeen Sheth @RomeenSheth]

@SahilBloom Let’s gooooo

[Romeen Sheth @RomeenSheth]

Had a great time watching the Phoenix Suns v. Chicago Bulls with my friend Mat Ishbia. Mat is the consummate operator - an insight per minute kind of guy.

Before the game started, we did a full lap around the arena. Mat wanted to make sure everything was to standard: fan experience, music, lighting, staffing, service quality. Every detail.

He didn't delegate the walk - he did it himself. When I asked him why he does it he had a simple answer: "I can't expect my team to hold themselves to a standard I don't hold myself to."

There are many lessons I've learned from Mat, but this one may be the most important. Always sweat the details. That's how you win.

That philosophy is how Mat built the largest mortgage lender in America. It's the same approach he's bringing to building a championship franchise in the NBA.

[Romeen Sheth @RomeenSheth]

@austin_rief Clearly neither of ours landed

[Romeen Sheth @RomeenSheth]

@austin_rief For sure - All the billions of dollars of profit will definitely just evaporate into thin air.

[Romeen Sheth @RomeenSheth]

We've scaled Workstreet from 0 to 200 people in the last two years. It's been an unbelievable growth trajectory. It's also been the kind of growth that has broken nearly every team design assumption we started with.

Through our rapid ascent, one theme keeps resurfacing: hire for strengths, not for weaknesses.

Every strength has a shadow. Strengths and weaknesses are two sides of the same coin. They aren't separate traits. They're the same trait, expressed in different contexts.

The detail-oriented person you hired for rigor? They'll slow a decision to a crawl. The visionary you hired for creativity? They'll chase three ideas before finishing one. The operator who moves fast? They'll occasionally torch a process that was working fine.

None of these are bugs. It's just how people are built. 

Most Founders think about team design through the lens of "how do I fix an individual person's weakness." I think that's fundamentally the wrong question. Rather, ask: "how do I design a team that accentuates our collective strength."

At Workstreet, we are an unusually cross functional team - we routinely pair analytical thinkers with bias-to-action operators. We put the relationship builder next to the data enforcer.

We do this to cover blind spots and capture the magic of opposites.

The fun part is, when you get it right it's not just additive. 1+1 doesn't equal 2. It equals 11. The team produces results that nobody individually could have generated.

The key reflection I routinely hear from other hyper growth founders when building great teams: double down on strengths and eliminate weaknesses through team design.

There's no question this is a tricky balance and it certainly makes cohesion more difficult.

But if you can make it work...man do you get something special.

[Romeen Sheth @RomeenSheth]

https://t.co/MdC494KdPU

[Romeen Sheth @RomeenSheth]

@jrichlive IMO significantly more likely than not - I'd take the over here

[Romeen Sheth @RomeenSheth]

@514V3R True but previously you made the judgement on the 20 ex-ante. Now you can run more scenarios / analysis to refine that posture.

[Romeen Sheth @RomeenSheth]

Best quote I heard from a former McKinsey colleague today:

"We used to pride ourselves on teaching junior consultants to never boil the ocean and just focus on the 80-20. In the age of AI, everyone should be boiling the ocean. For the first time we can run full scale analysis across every single situation."

[Romeen Sheth @RomeenSheth]

Anthropic continues to execute in world class fashion.

*Chefs kiss* blend of product and narrative.

[Andreas Storm @avstorm]

Love these new Anthropic videos