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How to Run Multiple Businesses — From a CEO Who’s Doing It

by Catatonic Times
August 9, 2025
in NFT
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Opinions expressed by Entrepreneur contributors are their very own.

Managing one enterprise is difficult sufficient, however dealing with a number of directly? Now that is next-level. I ought to know — I’ve owned over 30 companies in my lifetime, and as CEO, including new ventures to our portfolio is virtually a sport. Over time, I’ve picked up loads of methods (and a few wildly entertaining tales) that make balancing a number of companies not simply doable however truthfully rewarding. This is my blueprint of what has actually labored for me.

1. Time administration is your superpower

Time is each entrepreneur’s most respected asset. As somebody managing a number of corporations, I am unable to stress sufficient how essential it’s to grasp your schedule. I assign devoted blocks for every enterprise or precedence job — for instance, again after I was operating my first duo of corporations, I devoted mornings to at least one and afternoons and evenings to the opposite. This method minimized distractions and helped me keep targeted on what really mattered every day.

I am additionally a giant believer within the 80/20 rule: concentrate on the 20% of actions that yield 80% of the outcomes, and do not be afraid to remove or delegate the remaining. Know-how is usually a true lifesaver right here — my digital calendar (and my handwritten one) hold me and my companies transferring at full pace.

Profit from each free second. I wish to overview emails, proposals or agreements whereas I am cooking or consuming. It is a easy technique to keep productive and keep away from losing time on duties I can simply knock out throughout downtime. Each minute counts!

Associated: The way to Efficiently Run A number of Companies

2. Delegate like a professional

Nobody’s a superhero — and also you should not be anticipated to deal with each job alone. I’ve discovered the laborious manner that figuring out what handy off (and to whom) is essential. I focus on my strengths, like brainstorming and big-picture planning and depart specialised work to the professionals.

Constructing groups of gifted, reliable folks is non-negotiable. If hiring full-time workers is not on the playing cards, there are expert freelancers and digital assistants just some clicks away. Certainly one of my actual property advertising companies requires loads of content material creation and advertising of luxurious actual property properties in California. Outsourcing work like graphic design or video enhancing frees up my time to concentrate on development initiatives.

3. Prioritize ruthlessly

Attempting to juggle every thing will solely make you dizzy. That is why prioritization stays one among my prime expertise. Each enterprise I run will get its personal set of objectives, often mapped out every quarter, and these information my day by day and weekly priorities. Not every thing is pressing; figuring out find out how to establish real emergencies versus points that may wait is burnout prevention 101. And if an analogous job pops up throughout a number of companies — like a spherical of contract opinions or a giant content-planning session — I sort out them collectively to maximise effectivity.

4. Get (and keep) organized

Group is the thread holding this circus act collectively! For every enterprise, maintaining communication, recordsdata and workflows so as — saving hours that will’ve in any other case been wasted trying to find that one misplaced doc — is essential. Documenting processes can be clutch; clear operations manuals empower my groups and simplify onboarding when it is time to develop. Moreover, each Friday, I dedicate half-hour to decluttering my desk, cleansing out my inbox and shutting open loops in my schedule. This course of has saved my sanity greater than as soon as.

Associated: Assume You Can Deal with Working A number of Companies? Right here Are the Professionals and Cons You Have to Contemplate.

5. Defend your work-life stability

Let’s be actual: with a number of companies, the temptation to work nonstop is powerful, however burnout is not an choice. I set agency boundaries. Though I like to work 24/7, I nonetheless take time to calm down — often, when my physique says I’ve to. And I nonetheless be sure that to pencil in downtime commonly, from day by day train to mealtime and enjoyable occasions.

I additionally attempt to work in enterprise industries that I genuinely love. Once I put money into hobby-based ventures, it by no means actually appears like work. To illustrate you’re a baseball card collector and also you turned it right into a enterprise enterprise — you can attend card-collecting occasions and go to interest retailers as a part of your workday. Mixing ardour with enterprise retains issues thrilling and fulfilling. These recharge moments gasoline the vitality and creativity I would like for the week forward. And, when these wins — massive or small — come rolling in, I all the time take a breath to have fun the progress. It is an awesome morale increase that jogs my memory why I really like the hustle.

6. Keep versatile and continue to learn

If I’ve discovered something throughout my 30+ companies, it is that adaptability is a should. Each enterprise throws new curveballs and each mistake is one other lesson in disguise. Typically, I’d tackle an excessive amount of or get hung up on duties I ought to have let go, however each stumble made me a greater enterprise proprietor. Maintaining with market traits, being open to pivots and investing in self-development — whether or not by attending conferences, teaching platforms, diving into management books or connecting with different entrepreneurs — makes me more practical and retains my corporations forward of the curve.

Associated: How Leaders Can Embrace Flexibility and Nonetheless Discover the Productiveness and Creativity They Want

7. Benefit from the experience

Juggling a number of companies can really feel like a high-wire act (and typically, it’s), however with planning, the correct crew and an openness to studying, it is completely attainable — and extremely rewarding. No entrepreneur begins as a grasp juggler. Expertise construct over time, and the satisfaction that comes from watching what you are promoting thrive is second to none. So, belief the method, take pleasure in your wins and go present the world simply how a lot you’ll be able to accomplish!

Whether or not you are simply beginning or already deep into the entrepreneurial juggle, I hope the following pointers may help you benefit from your wonderful journey.

Managing one enterprise is difficult sufficient, however dealing with a number of directly? Now that is next-level. I ought to know — I’ve owned over 30 companies in my lifetime, and as CEO, including new ventures to our portfolio is virtually a sport. Over time, I’ve picked up loads of methods (and a few wildly entertaining tales) that make balancing a number of companies not simply doable however truthfully rewarding. This is my blueprint of what has actually labored for me.

1. Time administration is your superpower

Time is each entrepreneur’s most respected asset. As somebody managing a number of corporations, I am unable to stress sufficient how essential it’s to grasp your schedule. I assign devoted blocks for every enterprise or precedence job — for instance, again after I was operating my first duo of corporations, I devoted mornings to at least one and afternoons and evenings to the opposite. This method minimized distractions and helped me keep targeted on what really mattered every day.

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