“Fake It Till You Make It” Isn’t Good Enough. Here’s Some Real Advice on Career Transitions

“I don’t know what I’m doing,” said a Work Bigger Community member who is starting a business.

In response to this we often hear “Fake it until you make it” or “No one knows what they’re doing.”

True and somewhat comforting.

When you’re transitioning – starting a new job, launching a business or doing something that’s completely new –  you likely want more than the “Well it’s normal, so get on with it” advice. You’re likely feeling nervous, insecure, not grounded.

So what’s the solution? How do we move past the “I don’t know what I’m doing” to “I don’t necessarily have all the answers but I feel good about my next steps”?

The latter is positive and grounding. There’s action coming from a more inspired place, which will likely mean better results.

Here are 2 ways to go from “I don’t know” to “I’ve got this.”

Get clear on what you’re transitioning FROM.

When you’re in transition and going from A to B, you’ll need some time to adjust, and B will feel uncomfortable for some time.

Consider two areas of focus as you start your new job or business: (1) The technical aspect of your work, and (2) the “inner” stuff.

For example, if you’re moving to entrepreneurship, you need to get clear on your target, understand business strategy, learn about pricing, marketing, sales, and on and on and on….

These are all the bits and pieces that make up the business. This is a lot, but anyone can tackle this area if your job is in alignment with your strengths and your interests.

The “inner” stuff is the stuff we don’t see but feel way more deeply than the technical aspect of our job. In fact it’s the inner stuff that also drives our technical performance.

This is the fear, the confidence, our mindset, the stuff that’s rooted in our subconscious that either helps us or hurts us (and often times we’re not aware of what’s doing what.)

This is the hard stuff because you can’t find these answers with a google search.

So let’s talk about where you’re transitioning from.

The idea is to level set. When you’re feeling nervous and not grounded about your transition, think about where you were at in your previous job.

  • What felt “easy” about your previous work? Why was it easy? And what feels difficult now?

  • What did your growth trajectory look like? Did you have a growth trajectory?

  • What was it like to be challenged? I mean really challenged? (Maybe you didn’t have that before.)

By answering these questions, you’ll get an idea of the leap you have to make from your previous work situation to your new one.

If it’s a big jump don’t despair. Keep reading.

What are the gaps you need to fill as you make a career transition?


If you’re moving to a new job or starting a business in a completely unfamiliar industry, get clear on what you don’t know.

Is it industry trends? Is it the job role? What can you bring from your past work to your new work on the “technical” side?

The internal stuff is harder to identify. Many of us don’t walk around fully self aware of what’s triggering us. Here are some things you can do to build your self awareness:

  1. Make a commitment to meditate 5 minutes a day. Seriously, you can do it. I like to sit on my coach and listen to these tunes on YouTube.

  2. Journal: Do you feel like sh*t? Are you feeling anxious? Just write it down. Let out the fear and all the ugly thoughts running around in your head.

  3. Seek out resources that will help you learn more about your consciousness. Here are some that I love right now:

    1. The Jess Lively Show

    2. Dr. Joe Dispenza – I just discovered him, and I like his message so far. He talks about the power our thoughts have on our life.

    3. Conscious City Guide. You’ll like this if you like IRL events and want to learn more about conscious happenings in your city.

What could happen if we all moved through our transitions a little more seamlessly?

This isn’t about knowing exactly what we’re going to do and having complete clarity and security, but it is about having trust, and taking action from that place of trust.

As we’re now in the new year, how are you feeling about your transitions? Where do you feel like you struggle more – is it the technical side of things or the internal stuff? Share with us in the comments below.