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š§āš» Multipreneur
How to become a modern-day Richard Branson and build a personal business empire

Hey Insiders,
Last week I shared an article by Greg Isenberg (ex-Head of Product at WeWork) on Multipreneurship, and why he thinks it could be the future of entrepreneurship. It turned out to be one of the most popular links that day!
This inspired me to write a full post on this concept and really unpack multipreneurshipā¦
In 9min 42sec Iāll discuss:
š Differences between a multipreneur & other types of entrepreneurs
š Why you shouldnāt play fair
š° How multipreneurship can build resilient income streams
š And of course, how to become a multipreneur
Letās dive in!

Multipreneurship, Or How to Become a Modern-Day Richard Branson

When I first came across the term āmultipreneurā in Greg Isenbergās substack I was immediately salivating...
The idea of working on multiple things at the same time has always been a dream of mine. I felt a similar excitement when years ago I came across Emilie Wapnickās work on multipotentialites.
Reading Gregās post I thought of Richard Branson and his Virgin Empire.
When I think about an entrepreneur that works in a bunch of different industries there are few names that pop up as quickly as Bransonās.
Greg comes from a Silicon Valley and VC background and much of his post focuses on how multipreneurship, based around communities, can serve as an anthesis to the VC startup world.
And I think he could be right about thatā¦
But the question I was more interested in was:
āIs multipreneurship a way to become a mini-Richard Branson?ā
In other words, is this a framework for building tiny business empires that play in different industries and scratch multiple itches, while maintaining personal autonomy?
On the surface it sure seems that way!
But first, some definitionsā¦
Serial Entrepreneur vs Solopreneur vs Multipreneur
Before we dive into how multipreneurship works, and how to become a multipreneur, we have to define what itās NOT.
A Serial Entrepreneur is someone who focuses on one fast-growth startup, grows it to a certain size, and then either sells it or uses the cash flow from it to start a new fast-growth venture. While they work on multiple businesses over their lifetime, itās rarely at the same time.
A Solopreneur is an entrepreneur that above all else aims to build a business that is solely built around them. They donāt hire employees, use freelancers & contractors sparingly (if ever) instead relying on SaaS and automation and focus above all on maximizing profitability instead of growth.
The solopreneur route has gained a lot of popularity in recent years with creators like Justin Welsh and Dan Koe attracting millions of fans.
Multipreneurs differ from serial entrepreneurs in that they work on multiple businesses at the same time, instead of in a sequence, and create an ecosystem of products & services.
Or as Danielle Vassallo refers to it, a āportfolio of small betsā.
Multipreneur ā Beefed Up Solopreneur
Itās important to note, that a multipreneur is not just a solopreneur on steroids.
As Greg Isenberg says in his Multipreneur Manifesto āTrying to juggle 5+ businesses solo is like playing dodgeball with a dozen balls coming at you simultaneously - it's a spectacular failure waiting to happen.ā
Instead, multipreneurs focus on building āsmall, capable teams for each venture.ā
Bonus points if you can create teams that can cross boundaries and work in several of your businesses (more on that in a bit)
Now I know what you might be thinkingā¦
Employees!? Gross!
I know, Iād normally be right there with you, but having a team doesnāt mean bloated salaries, tons of people, or huge responsibilities.
You can instead use freelancers to slowly bring people on to help you and only pay for help as you need it. Eventually, you can build an army of freelancers that span across your companies⦠like I said more on that a bit further down.
Micro & Macro-Multipreneurs
If you Google āmultipreneurā you wonāt find a tonā¦
But one of the first legitimate resources on this business theory is a book called Multipreneurship by a Greek business professor by the name of Nicholas Harkiolakis.
In the book, Harkiolakis separates multipreneurs into two camps:
Micro-multipreneurs (low-level) and
Macro-multipreneurs (high-level)
The big difference between the two is that one (micro) is localized while the other (macro) is much larger, multinational, and most likely internet based.
He points out that Macro-multipreneurs can be led by a āhigh profile individualā and create massive economic success (cough Richard Branson)
Thereās a ton of overlap here with Daniel Priestlyās ideas in Key Person of Influenceā¦
In todayās world people connect more with the individual than a brand - Richard Branson has more followers than Virgin, Tim Cook has more followers than Apple, and Gary Vaynerchuk has built a $200m+ business empire on the back of his personal brand.
But you donāt have to be a massive influencer to be a macro-multipreneur, you just have to build your empire in the borderless online world.
In my view itās less about how much your businesses are worth, but the medium in which you build them.
I actually find the concept of the micro-multipreneur more fascinatingā¦
My wife Sarah and I started a newsletter earlier this year called CincyScoop focused on sharing news, events, and important stories from around Cincinnati in a fun and entertaining way.
We saw this as the chance to build a community in our hometown and perhaps one day use it as the starting point of a Cincy-based business.
Imagine running a small collection of businesses in your hometown!
This is the exact definition of a micro-multipreneur and also agrees with Greg Isenbergās view of multipreneurship being ācommunity-firstā.
Remove Emotions (If You Take A Lot of Swings, Youāll Miss A Lot)
Richard Branson started Virgin as a magazine when he was a teenager, but it wasnāt really financially successful until he launched Virgin Records in the 1970s.
As Virgin Records grew Branson began to invest in other verticles like aviation (Virgin Atlantic) telecommunications (Virgin Mobile) and even space flight (Virgin Galactic).
But not all Virgin companies have been a success!
In the 1990ās & 2000s Richard Branson launched:
Virgin Cola which aimed to compete with Coca-Cola (and got smacked by the soda giant)
Virgin Cars - revolutionize car shopping by bringing it online
Virgin Brides - yes⦠itās exactly what you think it is
All of these were massive failures, howeverā¦
Through each of those the greater Virgin group learned new things, received a bunch of media coverage (for Virgin Cola Richard Branson drove a tank through a giant wall of Coke cans), and attracted new talent they could feed into their other companies.
No matter how much of an entrepreneurial genius you are, if you try a lot of things, youāre going to have a lot of failures.
You need to remain unemotional in order to cut whatās not working, learn what you can from the experience, and make space for what is working or for the next venture.
Another important thing on the topic of emotionā¦
When I was younger I never wanted a partner. I wanted to do it by myself in an attempt to prove that I was good enough and āprove myselfā. AKA I wanted an ego boost.
Thatās a terrible idea in any business venture (as Iāve learned) but even more so if you want to be a multipreneur.
Remove your ego from the equation!
If youāre going to do a lot of things not only do you need the support of a team, but itās also not a bad idea to partner with others on some businesses.
Perhaps there is an influencer who already has the trust of an industry or a partner who has experience in a new-to-you industry, or simply someone who can bring full-time energy and focus.
Embrace partnerships!
Donāt Play Fair - Lean Into Your Advantages
One of my oldest mentors was a top McDonaldās consultant (today he owns several franchises and is a multimillionaire)
He taught me that when it comes to McDonaldās, the real money is made when someone owns 3+ restaurants in the same city, because at that point you can share resources between the restaurants and maximize profits.
Mutlipreneurship is very similar!
In an interview with Greg Isenberg, Jesse Pujji, founder of Gateway X a tech-focused venture studio, shared that one of their core values is that all their brands must have a common culture and operating system.
In theory, an employee should be able to jump from company to company without any issues.
This makes a ton of sense from a hiring pointā¦
There are roles that are important to the success of a company, but a small company may not have enough work in that department to warrant a full-time person. Think of positions like design, development, or accounting.
When youāre getting started contractors are your greatest friend here.
But as you grow you may be able to bring someone on in a full-time role, but spread them out across multiple companies.
When all your companies have a similar operating process & culture, a developer could easily jump from Co1 to Co2 to Co3.
Neither Co is large enough to warrant a full-time developer, but combined they do.
Teams are an obvious place for this, but it goes beyond that!
Consider how your Cos can share audiences, relationships, internal SOPs, data, etc
What you learn in one Co you can apply to the others!
This is your unfair advantage. Lean into it and use it to accelerate growth and maximize profits.
How to Start Your Multipreneur Journey
During his interview with Jesse Pujji, Greg Isenberg suggested that if you want to be a multipreneur you should start by doing the opposite:
āFind one business and go really hard at it for 5-7 yearsā
From that you will learn the fundamentals of running a business, and you can create an assett to cashflow your multipreneur journey.
I agree with this⦠before you can run a bunch of businesses, you should probably learn how to run one business well.
However, I would ammend that by starting with a Portfolio Career.
This is something Iāve discussed in the past, but the quick summary is that a Portfolio Career is the combination of a regular job (for stability) and a side hustle like freelancing or selling some sort of product (for growth).
Portfolio Careers are like multipreneurship-lite!
Itās a great way to get a taste of the multipreneur life, develop the productivity and organizational skills you will no doubt need to run a bunch of businesses and start generating enough cash flow to invest some of it into small ābetsā.
Multipreneurship is actually a natural evolution of a Portfolio Career.
Why Become a Multipreneur
At this point you may be thinking: āthis all sounds like a lot of workā
And youād be right!
Multipreneurship isnāt for everyone. Itās probably much simpler to just build one business and focus on that and enjoy your free time.
But multipreneurship comes with some really big benefitsā¦
In his book Multipreneurship, Harkiolakis makes the case that focusing on one promising venture in good times is likely the best idea. You can double down on that business and maximize profits.
However, a multipreneurship angle is better in times of economic instability or rapid change. A portfolio of small business gives you a diversified income stream that is more resistant to economic shifts.
For example, imagine right now you owned two businesses - an AI agency, and an HVAC business.
The AI agency would be on a rocketship trajectory as more and more businesses figure out how to adopt AI, but if that were to ever change (like it did last year with Web3 businesses) you have the HVAC business which is very robust (if your AC goes out youāre getting it fixed) to level out your income.
Like I said, multipreneurship isnāt for everyone⦠itās for a special type of crazy, but if youāre subscribed to this newsletter, I imagine youāre probably that type of crazyā¦
So I hope you enjoyed this š
Reply to this email and let me know what you think! Is multipreneurship something youāre interested in? What businesses would make up your dream Multipreneur Empire?
š MITKOāS JOURNAL
In this new section, I will be bringing you up to speed on things Iām working on at the moment, interesting things that I have stumbled across, or anything else thatās on my mind that I think you will find value in.
š„ Rebranding Remote Insider. One of the main projects Iām working on behind the scenes is rebranding this newsletter and my podcast. Itās something Iāve been thing about since the start of the year, and Iām VERY excited about where things are going. I will share more behind-the-scenes looks at what weāre building & record a podcast episode about why Iām rebranding soon. And yes, this will be the relaunch of the podcast š
š Building an audience online has never been easier, but itās never been harder to be a new creator. Nat Elliason recently wrote a great newsletter in which he points out that today itās relatively easy to build a large audience on social media, but our expectations as a society have never been higher. When he started creating content online (writing blogs and playing the SEO game) he knew he was in for a multi-year journey. Today we all know someone thatās become a āsuccessful creatorā overnight so we go into it with huge expectations, chalking it up as a failure if we donāt see results right away.
šļø Barbell of Businesses. Iām (slowly) making my way through Antifragile by Nassim Taleb in which he suggests creating a barbell strategy in order to maximize success & decrease stress - focus on the two extremes while avoiding the middle. If internet businesses are at the āhigh riskā side of the barbell, what is on the ālow riskā side? (Very multipreneur fitting donāt you think š)
š» Personal websites. Do you own your name as a domain? Iāve always believed in a digital-first world itās one of the most important things you can do. Think of it as ādigital real estateā, you want to own your plot! Iāve had my name as a domain for a while but never really done anything with it but over the weekend I built the MVP for my personal site that can serve as a bio, CV, or just an area for me to play & explore ideas. Iāll share the link next time!
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Todayās email was written by Mitko Karshovski