How to Be a Successful Serial Entrepreneur

How to Be a Successful Serial Entrepreneur header

Running multiple businesses is not for the faint of heart—doing so requires a lot of work and dedication. But if you’re driven, motivated, and passionate about what you do and who you do it for, serial entrepreneurship might just be the next step to take your business in. With great power comes great responsibility and being the boss of several companies means you have to approach multi-entrepreneurship smartly; otherwise you could be looking at multiple failed businesses, rather than just one.

1. Structure them under one Corporation or LLC

There are actually a few different ways to structure a multi-business venture. You can treat each business as an individual sole-proprietorship, but running multiple businesses is risky, and you don’t want to leave your personal assets unprotected. You can turn each business into an LLC or Corporation, which will mean each business is responsible for its own debts, but that means you have to file to create, and maintain, multiple entities. I recommend that most small businesses create one umbrella LLC or Corporation, and then have it file for ‘Doing Business As’ names for each company. For example, if you run a scented candle shop and a website design company, you’d form an LLC or Corporation, and then have it file for DBAs for both businesses. That is the easiest, and quickest, way to limit your liability for multiple businesses. Keep in mind, however, that this structure can put all of the umbrella company’s assets at risk—if that candle company gets sued, the assets of the website design firm can be seized as well. Be sure to take the time to talk these problems over with a lawyer before settling on a structure.

2. Research the rules of every market

Every city and state has different rules and regulations for businesses. If you’re looking at opening a new business in another town, make sure you check their website and see what licenses you have to apply for. Even if the new city is just the next town over, you still need to make sure your paperwork is in order. Contact city hall, or check out their website, and find out what rules businesses have to follow, and what fees you have to pay before doing business. The Small Business Administration also has a handy online tool to track down the licenses and permits you have to apply for.

3. Centralize your base of operations

I can understand the appeal of having a different office or storefront for each of your individual business locations since you can then compartmentalize your life a bit better, but in the long run it doesn’t make much sense to have scattered offices all over the place. You’ll wind up spending more time driving between them than you will in them. Instead, you should have one office that serves as your direct point of contact with all of your files, finances, stock reports, and general work kept there. This centralization will help you be much more productive, and will help you keep better track of everything.

4. Delegate

If you’ve ever run one business, you know how difficult and time-consuming entrepreneurship can be. Now imagine multiplying that work two or three times over! Learn how to hire a team you can trust, and then hand off some of your responsibilities to those team members. There’s no reason why you need to package every order or answer every phone call. At the very least hire a secretary to help with basic office housekeeping assignments—you’ll need every free minute you can possible get.

5. Make organization your top priority

One of the first jobs that new business owners start to neglect when work gets hectic is basic filing and bookkeeping. You tell yourself there are more important problems than balancing your books, and suddenly you’re a month behind and struggling to zero out your accounts. If you’ve decided to start multiple businesses, you need to get, and stay, organized. Your calendar should be your new best friend, and you should create and keep to a schedule. Set aside time to answer emails and update your books, and then get into a routine. The longer you stick to it, the easier running multiple businesses will become.

Starting and running one company is already a lot of time-consuming hard work, so when you’re running two or three, it’s pretty easy to feel like you’re barely keeping your head above water in trying to keep up. Remember to stay calm, protect your assets, delegate whatever work you can, and keep to a schedule. As long as you’re organized and willing to put in a few extra hours, you should be able to give each business the attention it needs to thrive.

This article was originally published by SmallBizClub

Deborah Sweeney

Deborah Sweeney

Deborah Sweeney is the CEO of MyCorporation is a leader in online legal filing services for entrepreneurs and businesses, providing start-up bundles that include corporation and LLC formation, registered agent, DBA, and trademark & copyright filing services. MyCorporation does all the work, making the business formation and maintenance quick and painless, so business owners can focus on what they do best. Follow her on Twitter @deborahsweeney and @mycorporation.