How to Overcome Fear to Grow a Business

Tell a friend...Google+0Tweet about this on TwitterShare on Facebook0Pin on Pinterest2

Updated May 2, 2017

It’s time to talk about fear today, guys.

The crippling fear of rejection that holds you back from pitching high paying clients and requesting more money for your work.

So to start, I’ll just put it out there:

I have anxiety. By anxiety, I mean the “real” kind of anxiety.

Not the one where your palms occasionally sweat before a major presentation or job interview.

I’m talking about the one where you worry so much and so often that you forget what you’re worrying about.

Then when you finally remember what you’re geekin’ out about a whole new thing pops up to put you on edge.

Why am I telling you this?

Clearly, I’m an expert at worrying and fear.

So, I understand asking for money in exchange for your products or creativity forces you to be a little uncomfortable and it’s scary.

If you’re shaking in your boots, I’ve been there.

In fact, I’m still here.

I’ve found a few tactics that help me manage the fear of getting rejected because success in biz depends on me being fearless.


Tactic #1: The Best and Worst Test

This tactic is my favorite and I got it from the True Life episode Meet the Benjamins several years ago. (Side note, I’m a doc fanatic).

In the series, two brothers with autism are anxious about throwing a party with friends from school. Their therapist takes them through a genius exercise that I still use to this day.

She asks:

What’s the best that can happen? Now, what’s the worst that can happen?

When I’m feeling anxious, I work through these scenarios for myself to find exactly what has me in a tizzy.


Sometimes I’m hesitant to send a cold pitch introduction email about my services to a business owner because I get in my own head.

The exercise goes like this:

  • The very best that can happen? The person replies, loves the service, and hires me.
  • The very worst that can happen? They email me back and cuss me out for spamming their inbox.

You’ll usually find the very worst that can happen is either unrealistic or not that bad.


Even if they do cuss me out through email, it really wouldn’t be the end of the world. And the possibility of the best thing happening (gettin’ more income) is worth taking the risk that I’ll get a nasty email.

Moving on…

Tactic #2: Stop Procrastinating, Man

OK, when you’re feeling fearful or anxious about something you have a tendency to procrastinate. Am I right?

“Oh, I’ll just block this out and take care of it later when I’m in a better head space.”

I’m going to be honest with you.

You can’t block it out and there’s no such head space.

That little voice of self-doubt or fear at the back of your mind doesn’t go away. Procrastination only prolongs the fear of an unknown outcome.

Just get it over with. Deep breath in. Breath out. Rip the band-aid off.

Another one of my true life examples. 

Raising prices with current customers/clients is one of the easier ways to increase your business income.

They know that you deliver and you’ve already built a relationship.

I tried in the past to raise rates with one of my first clients ever who didn’t pay me nearly enough.

(Here’s another fun example of my very, very first client).

They asked me (through email) to take on a new project and I refused to low-ball myself like I did before.

After all, I turned in quality work, on time, and was praised for it.

But, I knew a pay increase was unlikely.

So of course I procrastinated the entire day feeling fearful, anxious, and pooping my pants too scared to respond. When I finally replied to the request with my rate, I felt better immediately because the ball was no longer in my court.

But, I got the clap back email I expected pretty quickly. In summary, they felt the work wasn’t worth paying me more for and someone else would do it for less.

Low-blow. But, I thought:

Dude, I sat around all day panicking about getting rejected and I’m OK with the outcome because I know I deserve more money. HELLO!? Who does that?

I find that procrastination is also a major problem for aspiring creative business owners who aren’t quite ready to give their idea a shot. Starting something new never gets less scary, I can attest to this.

So, do something.

Start a blog if you write, take photos if you’re good with a camera, or pound pavement to get your first client.

Do anything that will propel you forward.

When you stop hemming and hawing to face your fears it’s actually a relief.

Sure, it’ll feel uncomfortable at first and there may be struggles along the way. But, it’ll never feel comfortable no matter how long you wait.


Tactic #3: Know Your Numbers

When I first launched my business, I wasn’t so great with the financial part of the game. Pitiful really because I’m a money and personal finance writer.

(What part of the game is that, right?)

The bottom line is I was too scared to look at my income and expenses daily and weekly, because I was fearful of missing my goals and then feeling bad about myself.

Basically, the same issue above: when fearful of something, we tend to avoid thinking about it at all costs.

But, I found out pretty quickly that having a crummy money mindset isn’t going to lead to a flourishing business no matter how hard you pound the pavement looking for work.

Most of the tactics on this list are ones to help you conquer scary parts of being a creative freelancer like putting your talent out there and accepting that there will be some rejection.

But, even if you put all of them into practice, you won’t be able to grow and manage your income if you’re scared of confronting the dollars and cents.

Understanding we deserve to get paid and paid well is a common problem for women.

Confronting your money mindset means not being afraid to charge what your worth, asking for a raise when you deserve one, and making sure that each month you’re keeping track of your income and expenses to see where you’re at.

The tool that now helps me keep the income and expenses of my biz organized is FreshBooks.

Seriously, before using FreshBooks I had an antiquated Word document invoice and Excel spreadsheet money management system that nearly drove me insane.

Trust me, facing the financial aspects of the job (even if you’re not where you want to be) will make you feel a lot less anxious, fearful and uncertain of where you’re headed.


Tactic #4: Humble Yourself

Now, this isn’t intended to question your character.

I’m talking humble in a different sense.

Say you’re anxious or worried about pitching a client or introducing a new produc in general. The underlying fears are something like:

They won’t find value in my service. They won’t like me. They won’t think I’m credible. They’ll make fun of me, my work, and my website. They’ll laugh at me. They’ll send me back a nasty email. They’ll gossip about me to other people.

Bottom line: Me. Me. Me. Me. You’re worried about what people think of you.

The fact is, no one thinks about or dissects you as much as you do. Boom.

Not to say you’re unimportant, but people have their own insecurities they’re wrapped up in.

So if by chance you do get turned down for something, it’s nothing personal.

No one’s tearing you down behind the scenes. And if they do you sure as hell don’t want to work for that person anyway.

Gosh, when I remind myself of this each time I have an insecurity freak out it’s like a weight lifts. Ya mean?


How Do You Feel?

Now it’s your turn. Do you get nervous when you pitch to new clients or raise rates? How do you overcome the nerves to get the job done?



Scrolling through this blog and want to know a few productive things to do?

I have a mega list of 107 Productive Things to Do Instead of Spending Money to share! It includes ways to get your finances together and ways to bring in more income. Grab the PDF version of this list below!



— This post or page may contain affiliate links. Don’t worry, though. I only promote products that I’ve used or truly believe in.

Grab the productivity list

Subscribe to get the list and to get weekly Tay Talks Money Insider emails on saving and making more money... booyah!

Powered by ConvertKit

Taylor K. Gordon is a writer and money blogger. She writes on how to live your best life without going broke.

  1. Reply Earl@WordpressSignature January 1, 2016 at 11:51 pm

    The best time to begin a freelancing career is when you do not carry debt and have a safety net savings account in place. Do not take on excess additional debt in order to start your freelance business. Be open and honest about your pricing, your skill-level, your experience, and your desire to help them succeed.

  2. Reply Sheri January 5, 2016 at 6:21 pm

    I am horrible at selling. Once I’m in front of the customer I’m confident and sure, but the cold call and networking events make me anxious. I think this was the best time for a networking challenge. For me especially.

    • Reply Taylor January 6, 2016 at 3:21 pm

      I know how you feel because there are rejections and you don’t know how people will react. Your ideas, services, products are precious to you so if you get bad feedback it’s tough to swallow. At least, for me it is. It’ll always be challenging, but the reward is growing a business from the connections you make. Excited that this is a good time for the challenge!

  3. Reply Amber February 16, 2016 at 9:28 am

    “They won’t find value in my service. They won’t like me. They won’t think I’m credible. They’ll make fun of me, my work, and my website. They’ll laugh at me. They’ll send me back a nasty email. They’ll gossip about me to other people.”

    OMG THIS WAS ME!!! I wish I had found this article months ago! I was (and still am a little) nervous when talking to new clients!! These are all really great tips 🙂

    • Reply Taylor February 16, 2016 at 10:14 am

      Hi Amber!!

      I’m glad you can identify with it. Fear is one helluva thing and still something I work on, too. It’s so easy to get in our heads sometimes even though it holds us back from being great. Glad we found each other 🙂

  4. Reply The Week + Links: 5.20.16 | Nubby Twiglet May 20, 2016 at 7:04 pm

    […] how to overcome fear and grow your freelance […]

  5. Reply Beatriz May 30, 2016 at 9:25 am

    How the heck did you know what I think about every damn day?? Your post was so on point it’s almost creepy lol.

    I have these exact same reactions to everything about my business, and tbh I didn’t know they could all just mean that I’m anxious! Thank you so much for your wonderful tactics, they are extremely helpful.

    • Reply Taylor May 31, 2016 at 7:53 pm

      I’m glad you found this helpful! I discovered I have anxiety about a year after graduating college and a lot of things finally made sense. It’s a lot easier to manage it when you’re aware of what you’re up against. Thanks for reading!

  6. Reply Ari Alexander October 28, 2016 at 10:20 am

    This was just what I needed! I’m trying to grow my blog and get more clients, but I always feel like I’m stuck and I know it’s because of the fear I have!

    This was a great read! Thanks for being so transparent!

    -Ari 🙂

    • Reply Taylor October 28, 2016 at 12:04 pm

      Hi Ari!

      I’m so happy you found this helpful. Anxiety and fear are often daily battles for me. Something cool is I recently went to a conference with many HUGE bloggers that I look up to. They shared the same type of feelings as us. So, you got this girl!


  7. Reply Rali April 22, 2017 at 8:54 am

    Hey, Taylor!

    I stumbled on your post via Pinterest and I’m so glad I did! A lot of your points make perfect sense for anyone struggling with this paralyzing fear of rejection and everything that goes with it. Your example about procrastinating before you got back to your client? Spot on!

    Thank you for this awesome reminder! Like a friend told me yesterday, we are work in progress. And as long as we get better and try to improve the things that keep us down, everything will eventually get better, too!

    • Reply Taylor April 23, 2017 at 10:16 am

      Hi Rali! Thanks so much for stopping by. I totally relate to the struggle. We’re all a work in progress and everyone progresses at a different pace. This is the other key it took me a while to learn. As someone who’s a little more of a head case, it takes me longer to make decisions and to work through fear. But we can still get our shine!

Leave a Reply