How To Go From Being a Freelancer to a Business Owner




Photo by b0r0da.

“I would rather earn 1% off a 100 people’s efforts than 100% of my own efforts.” – John D. Rockefeller.

Most freelancers I’ve talked to have aspirations to start their own businesses. And build up a team of talent so good that they can dominate their entire niche. There are a lot of benefits of moving ahead from simply being a freelancer. But there are quite a few risks involved too.

Benefits of expanding from a solo freelancer to a team

  1. Your talent pool becomes bigger and problem solving becomes easier
  2. You can go after the creamier jobs that you didn’t have a chance before because the companies thought you were too small
  3. You can take vacations (yay!!)

However, the transition from a freelancer to becoming the head of a team – a business owner – is one of the hardest things to do. The failure rate is astronomically high. And most freelancers who attempt to expand and hire employees find themselves facing cashflow problems within weeks and either have to disassemble their team and go back to being a solo freelancer, or have to look for a bigger company to swallow them up.

Why Does this happen?

The failure rate is so high because every time you hire a new employee, you will see a significant dip in your earnings before you see a rise. And most freelancers haven’t planned for this dip.

1. Cashflow Problem. As soon as you hire your first employee, your overheads increase as you’ll have to start paying him a salary. Yet it’ll take a few weeks for you to find new jobs for the new guy. So you’ll be draining yourself for the first few weeks.
2. Training Problem. On top of that, you’ll have to spend time training the employee to follow your rules and procedures and systems too. Thus, even though you would have hired a new person to save you time, the first few weeks you’ll find yourself having even less time than before!

How to get past the dip & succeed

Here’s what it takes for freelancing-turned business owners to succeed.

  • Mindset. During the California gold rush, a story took legendary status. It’s the story about one person who digs and digs and digs to find gold. He digs up to 99 meters in the ground. But yet finds no gold. And so he gives up. Someone else comes after him and strikes gold at 100 meters – after digging just one more additional meter.

    Its very helpful to keep this story in mind when you’re going from solo freelancer to a business owner. You will face a lot of problems after your first hire. And you will think of quitting and going back to things as they were too. But if you just persevere, you’ll strike gold too!

  • Training Solution. Plan before you hire. Abe Lincoln is known for saying “If I had 6 hours to cut a tree, I would spend the first 4 hours sharpening the axe.” Early preparation in creating the training material for new employees will save you a lot of time and go a long way in cutting down the time it takes you to go past the dip.

    Create process maps for your new employee before you hire him. These process maps and outlines should tell exactly what the employee should do in a step-by-step format.

    Fast food chains like McDonalds have one of the highest employee turnover rates of any industries. But yet they produce food that tastes the same everywhere even. And that’s because they spend a lot of effort in creating their process maps that lay down exactly what a new employee has to do.

    You could also use videos that show all the “how-to” steps the new employee should follow.

  • Cashflow Solution. Plan ahead to prevent the cashflow crunch. 3 months before you hire the new employee, start saving 15-25% of your income. This will come in extremely handy when you face the dip in cashflow after you hire your first employee.

    It also helps if you hire your new employee on a probationary period. So that if things don’t work out, you can let him go without paying a big severance package.

  • Finding New Projects. Make sure you have new projects lined up before you hire the new person. The best time to hire someone new is right after you bag yourself a big project that pays in advance or in installments. This way, you won’t face a big cash flow crunch.

    But it’s futile to wait and wait until you bag a big project to start expanding. So if you don’t have a big project lined up, then make sure you have a workable sales system that can be scaled up. Have a plan ready that can help you gain twice as much business as you can handle right now. And then create a waiting list of prospects who want to hire you.

    Don’t hire a new employee if you have neither a big project nor a waiting list of clients lined up. Remember, you need to work on increasing the cash flow before you hire. Otherwise, succeeding past the dip becomes a lot harder.

Ankesh Kothari is a freelancer turned serial entrepreneur who runs 14 of his own websites. He blogs at NonToxin.com

PG

Ankesh Kothari is a freelancer turned serial entrepreneur who runs 14 of his own websites. He blogs at NonToxin.


  1. PG Omar

    Thanks Ankesh, I have been mulling over this for a while now. I am trying to basicaly put money aside for atleast 3-4 months for salary of a designer, so I can be laid off the bulk of the print-based work and concentrate on Web work instead. I am hoping the big jobs work out, so I can maintain and rely on this employee.

    The scariest thing is the work flow and hoping the quiet times don’t hit us hard… big steps!!

  2. PG John Ek

    Thanks a bunch for this excellent information.I am getting to the point where hiring someone to assist me. It’s definitely opened my eyes to how much work I have left to do with documenting my project life cycle and internal processes. Thanks again.

  3. PG Max

    After you train the person I really suggest you hold their hand throughout the first couple of projects. Some people, after you train them, can just run with it. But some can’t. The first time I realized that it was too late – projects turned into disasters. Hold their hand the first couple of weeks to a month even if you think they are doing well. Review the process they are going through, decisions they are making, and the results you get. After the first 2-4 weeks if everything went well you can decrease the amount of time you spend on supervision.

  4. PG Alek

    As a solo freelancer looking to expand my business to leverage other peoples’ time, this article is perfect! But the one thing I wish you’d also cover is how to go about contracting work out to other freelancers as opposed to hiring a salaried employee. I feel like this strategy may help make s smoother transition, particularly when you are not sure if you have enough incoming work (or ability to get it) to justify hiring someone right away.

    I guess the trick is to establish relationships with trustworthy freelancers, and come to some agreement of hours per week, or some guarantee of their availability to you and the amount of work you may provide to them. It’s a tricky balance, and somewhat of a catch 22: needing to interview, hire, and train all while also trying to find significantly more work, AND putting in more hours to put some away to make it through the dip. It’s certainly a challenge.

    I’m sure that’s fuel for another long post.

  5. PG riki

    You could also start by outsourcing, and then employ someone to absorb that extra work, rather than outsourcing it.

  6. I think this is where virtual assistants come in. Very important to have processes mapped out and which can be followed like a flowchart.

    Also, it cannot be overstated that you do not just jump into this. You have to have a plan. I mean this beyond the set-up for handling new staff. You have to know your destination in advance, or you will not know the right decisions to make along the way.

    Good stuff, Ankesh, thanks!

  7. PG Roshan

    Well its very right that there is a lot more then just planning. Developing a brand comes with many extra costs and many other responsibilities. While working solo is mostly about the work you love to improve and continuously adding qualities to it. But sooner or later it all gets bigger otherwise what is the point.

    Good read Ankesh. Keep them coming. :)

    http://www.instantshift.com/

  8. PG Emmi

    That’s why I am very passionate about the coworking space that I am working at opening. It really provides a lab for testing the whole thing before expanding. You basically find a full array of experts around you who will gladly take on small projects for/with you because they know that when time comes, you’ll return the favor. It’s a great way to start spontaneous teams and why not small businesses.

  9. PG Harry Frank

    One challenge I’ve been trying to overcome with regard to this is carrying clients from the freelance world into a business. It seems to me that the cost to the client, for the same services, would potentially triple, or more.

  10. PG Alcides Fialho

    Hi Ankesh !,

    I’m an ERP (SAP) freelancer since 1998, and I’ve decided 4 weeks ago to start my own consultancy business…..It’s funny that looking around I’ve found this article.
    The model I decided to implement it’s based on creating the company and in the beginning having only freelancer working with me, giving them partnership on the company. After that I’ve found a way to have a moving ‘sales dep.’. If I place a consultant in a customer, and he can manage to place there more two consultants he will get a percentage of the invoicing value.

    Well, I’m hoping that everything goes ok.

    Thanks for the article.

    http://www.alcidesfialho.eu

  11. PG Tom Burke

    Excellent post… I don’t plan on making this leap anytime soon myself, but, if things change, I’ll know where to turn for advice! Also, nice use of quotations, I especially enjoy the Rockefeller quote.

  12. PG Klaus

    I would always start out first with “subcontracting” instead of hiring – this gives the option to learn how to handle additional people, while the risk is only project related.
    The major risk is to have one or two people sitting on the payrole, and you don’t have enough projects to fund them. This could easily eat up your savings.
    As mentioned about, a “partnership” model is also a good start: team up with a collegue, then you share the risk and the potential financial burden. It’s easier to hire a third person if there are two commited entrepreneurs instead of one…

  13. PG Martha Retallick

    I’m a big fan of outsourcing. Have used a variety of subcontractors to handle the aspects of website creation where my expertise isn’t deep. Matter of fact, I found one sub via this very forum.

  14. PG Imagenes para Hi5

    This site is my favorite blog in english, I don’t speak a lot of english but I can read, and this blog and its articles are gold for me and my friends.

    Thanks!

    Saludos desde El Salvador

  15. PG Ben

    Hi, I was curious if you have figures or references for the statements made in this paragraph:

    “However, the transition from a freelancer to becoming the head of a team – a business owner – is one of the hardest things to do. The failure rate is astronomically high. And most freelancers who attempt to expand and hire employees find themselves facing cashflow problems within weeks and either have to disassemble their team and go back to being a solo freelancer, or have to look for a bigger company to swallow them up.”

    In particular, the statements about most freelancers failing at these types of endeavors. I’m considering a similar move to your article and would like to read more.

    Great piece!

  16. PG Sergio Ordoñez

    I have been struggling myself with this issue for long time.

    I have been hiring freelance workers (via internet) for the last 2-3 years and it works for some time but not in the long term, specially for big projects, its too risky and sometimes a waste of your time. As Ankesh says you spend lot of time on training, if he leaves, you loose the worker and the time you spent on his training.

    A choice would be hiring freelance workers locally, but the talent search is much more time consuming.

    In my case I choiced going alone and raise the prices instead doing more work. I guess I didnt find the right people yet, until I do I will remain the same :(

    Nice reading!

  17. PG James Tryon

    The biggest problem I have had is not willing to let other do there job. Trying to ware to many hats. So I have posted for sales people that work off commission.

    This is my Plan:
    10% of the sale. After the main project is done, any work that comes in from that same client the sales person also gets 10% for 6 months.

    If they do not sell they don’t get paid. I will not let them fail and i will hold there hand for the first month or so, but if it work– Game On!

    Will keep every one posted.

    P.S. we started our business with three friend and its been tight but its been great (my self Front end /project manager, My lead Designer (James Caruso) the best artist I know or trust, and my Lead programmer (Andrew Smalls) ). that was Dec 1 07.

  18. PG Jad Graphics

    Great article. I am thinking of expanding my business one day, and I will make sure I refer to this article. Thanks for your insight.

    - Jad Graphics -
    http://www.jadgraphics.net

  19. PG Banago

    Nice article, thanks!

  20. PG Web Design Derby

    Very intersting article.

    I have recently started working for a local company part-time on a retainer basis, 2 days a week. This was a good for me as a freelancer, and maybe something potential businesses-to-be could offer, instead of taking on full-time employees.

    I get a regular income, but time to freelance as well. The business gets a part-time employee to cover busy periods without the steep increase in cost.

  21. PG Bigeye Designs

    I bumped in to this post just in the right time.
    Due to the fact im going to expand my freelancing to starting a business & maybe Franchising it..
    Beginning 09
    I would love to get detail More personal guidance into running the business

  22. PG Bellatrix

    Great article.

    I made this transition, but in a different way. We are two in the studio and it works perfectly. We hire people remotely, I find this better, for several reasons. First, I am not a people’s person, so it would actually bother me tremendously if I had to see many faces everyday and actually give them direction and interact! Second, that way you only hire people when you need to, you save yourself from those fry times, and Third you can take advantage of money conversion, meaning a dollar in Venezuela for ex. is 5,000 bolivares which represents much more money than $1 in US.

    Thanks!

    Bellatrix

Leave a Comment