what i've learned: michael serbinis, founder & ceo of league inc

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Michael Serbinis: What I’ve Learned

Visionary Entrepreneur, investor and CEO and Founder of the new healthcare startup, LEAGUE, Michael Serbinis shares what he learned building three disruptive startups,

selling two of them and working with Kimbal and Elon Musk.

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Michael Serbinis is the CEO and Founder of LEAGUE, a new digital health benefits platform that is set to disrupt the world of insurance. Michael, a serial entrepreneur, has built multiple transformative technology platforms across

several industries, with over $1B of exits.

MICHAEL SERBINISFounder & CEO of LEAGUE, Kobo, DocSpace, 3 Angels

Building Flash Teams

Like working on a hit movie, the key to success in an early-stage startup is in direct proportion

to the quality of the players on the team.

Why Not you

When you anticipate a future that’s radically different than the present, the only choice you have is whether or

not you want to get involved. Ask yourself what Malcolm X asked,

“If not now then when, if not me then who?”

The Will To Win Is Everything

In the midst of building a startup, the overwhelming majority of time, you’ll be fighting against gravity and you’ll have to

rely on your will get you through. Strategy is perishable, but the will to succeed when

you’re in the pit of despair is what makes the difference.

Learning To Think Bigger

Learning to think bigger starts with surrounding yourself with higher caliber people who aren’t afraid to tackle the

world’s most complex problems; they know that through support and partnerships,

they can have true, lasting impact.

The Moment Of Inspiration

This is the nudge you get when you discover something broken in the world.

The First Conversation

The first conversation with a potential founding team is about the shared mission of the company, the culture that you seek to build, and the kind of values that would

make up that culture. Culture is “the HOW” and is your most potent weapon.

Think of it like good hygiene.

The First Six Months

The first six months of a startup are about getting an experience together. Build and get an MVP in the hands of consumers, and continually iterate until you get it right.

The Leader of A Startup

The leader is the Chief Storyteller whose primary responsibilities include making sure

there’s money in the bank, players on the field and a proper direction to head in.

Pushback Is Always Good

One of the realities of building companies is that very few people will make it through the entire journey. There will be people that you

need at the beginning, people you need in the end, and ones that make it work in the middle.

Don’t take staff turnover personally.

Principles and Pattern Recognition Improve the Odds of Success

Think Bigger. Focus on the 1% of the 1% (those super passionate and underserved).

Build technology and iterate fast. Have a relentless pursuit of viability vs traditional

business models. Compete or perish. Own the podium.

Partnerships Are The Centerpiece of Global Expansion

There’s no single recipe that fits all deals. Focus on the incumbents who aren’t as

nimble as you and always seek a win-win-win strategy. In lieu of economics and market

dynamics, which are certain to change, look for partners who share your deepest values and have buy-in at the highest level of leadership.

Radical Candor Really Helps When Working with Partners.

There can’t be one winner. If there’s only one winner, you’re both losers.

Approaching Big Problems

It starts with understanding that you will never be able to eat an elephant at once. Break down

the problem and solve it piece by piece.

There Are Three Kinds of People

There are dreamers and there are those who are stuck in reality — and then then there are those who can turn one into the other. Those

who see a better world ask themselves “if it’s going to happen why not me.”

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