Getting REAL: 17 of My Not-So-Pretty Imperfect Boss Moments

A few weeks ago I received an email from a blogger friend. I was SO excited by the content of the email, but had no idea how huge and inspiring it was going to become. Ashley Beaudin asked me, along with a group of amazing online entrepreneurs, to participate in a three day event called #TheImperfectBoss Campaign.

She said, "I want to ask you (with my big wild heart) if you would join me in this project in an effort to revolt against this pressure of perfection and rise as women owning our unique calling. Because perfection is a myth we must break through."

Transparency and imperfection as a business owner are among my favorite topics.

As much as I love my career, it's not easy and it's nowhere near perfect. And you know what? We're ALL just figuring it out as we go.

That was a resounding theme in the responses to the campaign on Instagram. Along with fear, rejection, and mistakes.

Another one of my favorites was the honesty about what a real day-in-the-life can look like for a digital entrepreneur.

Some people get the idea that “working from home” means staying cozy in your PJs and working from bed. Which is TRUE…kinda…sometimes.

The reality for most of us is more like what Kelsey describes below. Things get so hectic your priorities change from getting dressed and sitting at your organized desk in a pristine office to launching right into work no matter what you’re wearing or where you are.

And I can’t write this post without including this theme: overcoming the stigma and challenges of mental health.

I urge you to change your mindset. Instead of believing you will help others “once you have it all together,” instead realize that
you will help more people when they see that you struggle but are doing it anyway.

While I planned to participate all three days, the reality was that I rushed to post something at 10pm the first day and then didn’t get around to doing any others. I did interact and learn a lot from everyone else, though.

Burn out is why I didn’t get around to the other days. Also, you’ll notice the bottom of this photo is cropped. I forgot “the” in the hashtag and couldn’t muster up the energy to retake the photo. hah!

Since there was such an amazing response, Ashley has made the campaign an ongoing thing. I’m pumped to be joining in when I can (and remember to) each Thursday.

For now, here are some of the real, imperfect boss moments that I hope help others realize that none of us live a polished-internet-ready life. I hope it inspires someone to realize that they can do it too, whatever “it” may be that they want.

17 of My Not-So-Pretty Imperfect Boss Moments:

  1. My big confession? I’ve had amazing results with clients when it comes to SEO, social media, blogging, etc. But my own content always falls to the back-burner. I have 200+ blog post drafts, my site doesn’t have the best SEO and I’m horrible at posting consistently on social media.
  2. It can take me 3 weeks to respond to emails.
  3. Client consultations on the phone still terrify me. If I schedule them late in the day it’s all I can focus on until it’s over.
  4. I would love for my Instagram account to be beautifully themed and color-coordinated, but at the same time, that restrictive rule gives me a bad feeling, and I struggle to abide by it.
  5. I commit to too many projects.
  6. I’m afraid of Reddit because criticism is hard, and I’ll obsess over the troll comments, despite knowing I shouldn’t.
  7. Sometimes I don’t leave my house for days at a time.
  8. …..or get dressed. Or remember to eat until 3pm.
  9. I completed 75% of an ebook but never finished it.
  10. I struggle to “close sales” on the phone. I need time to process the call and decide on the best plan of action for the project.
  11. I’ve never written a full business plan for my own business.
  12. On multiple occasions I’ve opened documents that were supposed to be notes from a client consultation…and the document was blank.
  13. If I have a video meeting, you might see me in a nice shirt and make-up, but you can bet that 90% of the time I still have yoga pants on. I really hate pants. The best part is, most of my clients know this and laugh about it.
  14. I have a $500 camera “for my business” that I hardly know how to use
  15. I still don’t know what to call myself for a business title or what to use for a tagline.
  16. The comparison trap is an ongoing struggle.
  17. I hold back on my own marketing because I’m afraid of becoming overwhelmed with work or having to live up to a higher expectation.

But without these long roads, mistakes and experimentation, I wouldn’t have learned as much. I wouldn’t have seen what it actually takes to create and run all of the working parts of a business.

I wouldn’t be able to teach and help from a place of experience.


Danielle Zeigler

I'm Danielle, an SEO and Digital Marketing Strategist on a mission to help creatives and entrepreneurs harness their strengths, personality, and energy to easily + authentically market their work to exactly the people who need it.
I specialize in SEO and content marketing as ways to attract clients TO you. I'm extremely introverted, so I'm allll about the inbound marketing!