4 Lies You Tell Yourself That Keep You From Making The LEAP

There are a lot of bumps on the road to freedom. Some will be out of your control, and others you can work to overcome. Today I want to share with you some of the lies I told myself before making the LEAP that you might be telling yourself as well, in the hopes that you can move past them and get closer to the freedom you’re seeking.

You have to go all in

Many people think taking the LEAP has to be this big all or nothing jump into full-time freelancing. That doesn’t have to be the case. Depending on your situation and personality, having a bridge job might make the transition easier on you.

This could be reducing your hours at your current job (if your boss would be up for it, you’ll never know unless you ask!). Or finding a different job that you can work part time hours.

I find the latter to be a great option especially if your current full-time job is sucking the life out of you. If you hate it already, might as well get another easier job that doesn’t drain you as much so the extra time you do have can be used most effectively.

Another common fear is that if you do go all in, and it doesn’t work, you’ll be screwed because your old boss will never let you come back or you won’t be able to find the same job in a similar company.

First of all, get it out of your head that it won’t work out. Second, if it doesn’t right away, you don’t have to go back to doing what you did before. You can totally get an unrelated part-time job while re-evaluating how to grow your freelance business further. Who cares what your friends or family think. You’re building your dreams here and those people are just building someone else’s. That’s a +1 for you in my opinion.

You need enough clients lined up to equal your job income

Let’s be real. If you’re working full-time in a J.O.B. it’s unlikely you’ll have time to work for enough clients on the side to equal your current salary. You’ll also not have as much time to focus on marketing and getting the word out about your services to get those clients in the first place.

But once you do make the LEAP, the increase in time, focus and simple brainspace will result in quick growth if you use it wisely.

I had 3 one-project-only clients lined up for after I made the leap. Meaning I could only count on about 3k in income, definitely not enough to sustain me the rest of the year let alone entire future.

So don’t put the pressure on yourself to meet your current salary before leaving. It’s just unrealistic and frankly, not necessary.

It’s time to start being okay with uncertainty.

You have to save a ton before quitting to prepare for the lean months to come

Preparing for the LEAP financially is the #1 thing people stress about. There is a delicate balance you need to find between saving a ton (and then never actually making the leap because there. is. always. more. to. save.) and saving just enough that you don’t have a major meltdown if ever you do have a slow month right off the bat.

I saved, yes. But I also set my quit date. So when that date rolled around, I made the leap, regardless of feeling like I didn’t have enough set aside. You know what, feeling like I didn’t have enough gave me the drive and motivation to make quick growth my top priority. To this day I haven’t touched my buffer fund.

There is some self-reflection necessary in deciding how much to save based on your situation. Assuming you need A TON, without doing this self-reflection is just another thing holding you back from making the LEAP.

You have to be a total expert in your craft

You’ll never know everything. No matter what your “craft” is, it’s changing, growing, evolving all the time. All that matters right now is that you know more than your potential client. You do, and they will pay you for that knowledge. 

Entrepreneurship is like signing up to school for life. You’ll want and need to continue to grow your skills. But don’t think you need to be as good as everyone else, before you make the LEAP.

Plus, the true growth will come in working with real clients, full-time. You won’t have that until you make the leap.

Stop letting these lies hold you back.

These aren’t the only lies you tell yourself to keep playing “safe”. There are many, many more. Not only do I want to help you move past these fears by showing you they can be overcome, but I want to give you all the tools and strategies you need to make a successful leap into freelancing.

Get started feeling confident by taking my FREE Freelance Jump Start course:

Leah Kalamakis Leah Kalamakis is the founder of The Freelance To Freedom Project and a web designer/developer for brilliant entrepreneurs. When she’s not hanging out in the FTF Community, you can find her people watching on the streets of NYC. Come say hi on Twitter, Instagram, or Facebook.


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{ 32 comments… add one }
  • Arrgghh!!! It’s so good seeing you two together! This looks awesome ladies, so excited for you :).

    • Leah Kalamakis Leah

      It was so much fun! Can’t wait to show you the bloopers 🙂

  • Great video ladies! I made the leap 17 months ago and I am so happy I did. I wish you nothing but success and happiness as you help others make the leap!


    • Leah Kalamakis Leah

      Glad you love the video and your life after the leap! Thank you Siedah!

  • Kemi

    Thanks for this. I’ve been trying to overcome these exact lies. Confirmation for me to keep moving in the direction of my dreams.

    • Leah Kalamakis Leah

      Oh I’m so glad it resonated with you Kemi! Keep it up and don’t forget, because from experience I know these lies keep creepin’ back over time.

  • The money thing has been the biggest fear of mine, because it’s just something that I worry about anyway. But, when I crunched the numbers from each month this year… most months I was making MORE than I was at my day job. Crazy! I like that you also said that you can go back to a different job if it doesn’t work out, and not worrying about what others think. While thinking about going freelance, my husband and I have talked a lot about different options, and one of them being that I could try to pick up a part-time desk job if things start to go downhill. Hopefully not 🙂

    (p.s. — quitting soon!!!) :

    • Leah Kalamakis Leah

      Amazing what a little realistic number crunching can do! Glad you like those tips, we tend to forget them. And YAYAYA, I can just feel in that P.S. how held back/extremely excited you were to write that! So so excited for you, can’t wait to celebrate!

  • SO happy for you and your mission to encourage others to begin freelancing! I love my flexibility and freedom and would never want to give it up.

    • Leah Kalamakis Leah

      I know how you feel, will never go back!

  • Maisie Smith

    I adore you both so much! Congratulations on launching this fabulous program… you are going to help SO many people.


    • Leah Kalamakis Leah

      Thank you for the support Maisie! Yes, to freedom!

  • Congrats! You two are the best team ever 🙂
    I found myself taking the leap, but I can relate to these nonetheless, esp. the knowledge thing, i still struggle with that!

    • Leah Kalamakis Leah

      I feel ya Maria, it’s a never-ending battle, even after the leap…but I really believe what I said!

  • YAY!! So exciting! Congrats ladies! This is going to be so great! Sharing the news now! 🙂

    • Leah Kalamakis Leah

      Thank you for sharing Janet, I so so appreciate it!

  • LOVE the video!! Excited for the LEAP launch! I know it’s going to help so many people finally make the jump and create the life they want to live, which is pretty much the best thing ever 🙂

  • My dear, you are such a pro at this, it’s so inspiring to see how you’ve launched yourself into this amazing life you’ve created for yourself and I love how you got right to the heart of what anyone and ALL thinking when we want to LEAP. There is a place to be realistic and prudent in this decision and also a place to let the fear go and not listen to those yucky voices. My hat is off to you!

    • Leah Kalamakis Leah

      Oh gosh, so humbling. Thank you Sofia. And yes, there is a balance to find, but I like to go for the latter as much as possible 🙂

  • Yep, those were the lines I was telling myself! So glad I made the leap and excited that you are going to help others who are where I was just a few months ago!

    • Leah Kalamakis Leah

      Congrats miss, loved watching your journey!

  • What an inspirational post, Leah! I love how you outlined how we can overcome those internal hurdles so that we can make it happen.

  • Woot! Chica, I’m so happy for both you and Heather – I know it will change people’s lives. You are two of the best kick-ass giants not only in what you do, but how you do it. Brava! xo

  • Wonderful! I wish The Leap Guide had been around when I first started! Love the post – everything in it is so true (and makes me feel better about how I winged it in the first two years). I’d never go back now 🙂

    • Leah Kalamakis Leah

      I’d love to do a poll sometime to see who winged it and who didn’t and where they’re at now. Because I have a sneaking suspicion when you wing it, you have a lot more drive to make it work! Thanks for stopping by Elizabeth!

  • Love your guidelines. I closed my office about 5 weeks before I had my second baby. I was winging it, taking care of a newborn, cobbling stuff together and riding high on enthusiasm.

  • I’m so guilty of all of these. Especially the saving one. I know I need to save but I always think “Oh I need so much more than this to be able to quit.” I need to just set a goal and do it.

  • Nice job on the video! Thinking of buying the guide even though I’m 4 years into being self-employed. There’s just still so much to learn. I have an on-going struggle with thinking that I’m not enough of an expert. But I tell all of my clients, if I don’t have an answer to your question or solution to your problem right away, give me an hour and I’ll figure one out. They always appreciate that.

  • I love this, it’s all so true! I leaped but then I sort of hopped back (to a relevant part-time job, and I still can freelance) – it does feel like the right decision and I’m enjoying it so far.. but this is the line that get’s me “If you don’t build your dreams, someone else will hire you to build theirs.”

  • Nice work Leah!
    Congratulations on getting your baby out there into the world! Here’s to living a life by design.

  • Congratulation guys! You’re really going to help a lot of people with this! Like others, I wish I had some sort of guide when I leapt 🙂 Will certainly be sharing!

  • Thanks for the great advice, Leah! Love your video too! 🙂

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