Life of An Entrepreneur: The Good, The Bad, & The Nasty

The Skinny Confidential talks career tips and tricks.

Get ready for long-ass post.

A lot of you guys have e-mail me asking about career advice.

And the truth is I have absolutely no advice when it comes to 9 to 5.

Not that I’m against it.

Actually, I have a deep respect for anyone who works a 9 to 5.

The reason I have no advice is because I’ve never worked 9 to 5.

I’ve always been extremely entrepreneurial.

Ever since I was little it was almost ingrained in me.

Here’s a lil recap ( << I don’t want to bore you guys to tears so I’ll make it short & sweet ):

I grew in a cul-de-sac neighborhood where there were like, one million Girl Scouts. They all went around door to door and sold cookies for Troop #110.

& I’m being dead honest here: I never got it. Like, my brain just does not understand the concept- at all.

Why would I spend my time/effort selling cookies for someone else to make money? Sure, sure, there’s prizes ( yawn ). But seriously, why would I work my ten year old butt off to make the Girl Scout Organization money? Hmm…totes wasn’t interested in the badges either. Basically I wanted to start my own separate organization where I could be the creative one.

Makes sense…right?

Anyway a light bulb went off: I decided to set up my own business at the end of the street. I sold handmade embroidered tiny handkerchiefs made by yours truly. I borrowed $50 bucks for start up costs from my sweet parents & paid them back through chores ( kinda like an allowance on loan- ha! ). All the parents in the neighborhood supported my biz & I pocketed the money. Win/win.

& hey, BTW: I not making this shit up. I mean, an embroidery business? Yes, this is real life.

In the summertime, I switched the biz up to a lemonade stand because ya gotta roll with the seasons. LOL.

So things spiraled from there & I went on to work, work, work. All through high school I hostessed, worked in retail, picked up random catering jobs, modeled, & basically hustled my ass off to do WTF-ever to make my own money.

My goal: I wanted a brand new Lexus in high school and so I made it happen because that’s how I was raised.

To just make it happen.

Ya want it? That’s cute. Go & get it. Figure it out.

Again though, none of these jobs were 9 to 5. They were weird hours. All of them.

Oddly enough, for a long, long time I thought I was lazy…& was super worried about it. My friend’s in high school would talk about becoming the CEO of huge companies & I was bored/confused/feeling like Lazy Larry.

Come to find out…( total ‘aha!!’ moment ) I wasn’t at all lazy, I just didn’t have any interest in working towards someone else’s dream. Furthermore I’ve always had my own specific, OCD way of doing things. I want to be a CEO but of my own baby.

Pretty much I’m not a fan of being told what to do.

Me, 24/7: “oh you want me to fold that shirt next to the other shirts?? That’s nice…but I think it looks way cooler on the mannequin.”

Hey, I’m being honest.

FYI: you can read my post-high school career story here & here ( << this were I found my calling/passions ).

Oh! Also! It certainly helped that both of my parents were entrepreneurs.

They never worked 9 to 5.

Ok so all this sounds totally great right?

Welp. The grass isn’t always greener…

The Skinny Confidential talks career tips and tricks.

I’m going to get real & share the good, the bad, & the nasty about being an entrepreneur:

♡♡♡ The Good:

○ You make your own hours: hallelujah! Ahhh. I love making my hours. Sometime I’m up at 6 am, sometimes I’m not. Sometimes I’m working until 1 am, sometimes I’m sleeping.
○ You beat to your own drum. No boss. You’re the freaking boss. Fun times.
○ Creativity, creativity, creativity…you create WTH you want to create. Your biz, your ideas.
○ You can work wherever/whenever. Perfect for vacations!

♡♡♡ The Bad:

 ○ You make your own hours— this can be difficult because of life’s distraction.
○ You constantly have to practice discipline. Like, constantly.
○ The money goes up…& it goes down. You gotta ride the waves. Sometimes it’s great, sometimes it sucks.
○ Working from home isn’t always rainbows & butterflies. You can get caught up in laundry/cleaning/distractions & occasionally there’s a real laziness where you’ll wear those flannel PJ’s way too long…
○ Feeling uninspired blows— sometimes it’s difficult to keep yourself inspired on the reg.

♡♡♡ The Super Nasty:

○ You make your own hours: double edge sword x 10. It’s harder than it sounds.
○ Seven days a week, 24/7, you’re working. My brain literally doesn’t shut off- I make notes in the middle of the night…let’s just say there’s no clocking out.
○ There’s no salary with benefits; money can be inconsistent & at times, scary.
○ Family members/relationships can suffer because you’re never really shut off. For instance, I’m working like a psycho in bed at 11 PM right now while Michael is trying to watch “Lilyhammer” #annoying.
○ If you miss a day, you can’t blame anyone but yourself.
○ It’s damn scary. ESP when you’re starting out. I worked two jobs while building TSC. One at night & one during the day…it was gnarly. I thank my lucky stars everyday that that chapter is long gone.

Did I miss anything?!

Ok so, what’s your take? Are you a 9 to 5 girl? An entrepreneur? A full time mom? Got a night job?

Tell, tell.

Whatever your ‘work’ is, own it, rock it: & be the best version of yourself!!

X L

Newer comments

77 comments on Life of An Entrepreneur: The Good, The Bad, & The Nasty

  1. Caren
    03.25.14 at 10:34 pm (7 months ago)

    Yup, terrifying, but 110% worth it:)

    Reply
    • Anonymous
      03.25.14 at 10:42 pm (7 months ago)

      So, so worth it. XO.

  2. Elizabeth
    03.25.14 at 10:42 pm (7 months ago)

    Wait, your post just resonated SO much with me! The part about realizing you’re not lazy, you just don’t want to live someone else’s dream & you don’t like to listen to others about how to do things? This is me too! I just started my own blog & it is scary, that’s for sure. But, it feels right & it feels like me & I’m in control. As long as those things are true, the rest isn’t so scary anymore. I’ve followed you from the beginning & have so much respect for what you – keep on being awesome!

    xoxo
    Elizabeth
    http://www.adrian-james.com

    Reply
  3. Andrea
    03.25.14 at 10:48 pm (7 months ago)

    I generally work 12 hour shifts 3 days a week, 7p-7a. But I’m the type of nurse that they know they can call in a bind, so I’m always willing to drop what I’m doing to go in and help because I know what it’s like to be there when you have no help. So I have set hours, but I’ve worked all sorts of hours. My job is a passion of mine.

    Reply
    • Anonymous
      03.25.14 at 11:09 pm (7 months ago)

      Love it!!! So cool you found such an amazing passion. X

  4. Dani
    03.25.14 at 10:50 pm (7 months ago)

    Agh im a 9-5 girl and i hate it, i want to just break out and do my own thing but at 23 i still have NO idea what it is, besides blogging. I mean hey credit to you girl your the reason i started my blog, your the first blog i found, subscribed too and religiously followed for months before i took the step to make a blogspot. I still find the idea of a dot com a little scary but your blog post on how to start a blog is what inspired me. It sounds funny but your the reason i have a blog LOL cheesy at its finest but im working on being an entrepreneur, i think i just have a little too much self doubt regarding my blog, sothank you and congrats on your success!
    Dani recently posted..Wear It Wednesday – Lazy Day ItemsMy Profile

    Reply
    • Anonymous
      03.25.14 at 11:08 pm (7 months ago)

      Hey!! Love this! Working on it counts- I’m proud of you- baby steps!!! You seem like you have a clear direction. XO

    • Adrien
      03.26.14 at 7:55 am (7 months ago)

      Same here! I just graduated from college last May and have been working from (worse) 7-5 every day since! Oh yeah – It sucks. The worse part is that I’m not even working in my chosen field (psychology), so last week I decided to redirect myself and focus on my career goals again. Needless to say, I won’t be working 7-5 starting next week ;) I also started a blog a few months ago and have been so inspired by TSC in the past. Thank you!
      Adrien recently posted..#BuyMeLillyMy Profile

  5. Nicole Marie Story
    03.25.14 at 11:04 pm (7 months ago)

    Lovvvvvvvvve this.
    Am freaking just like you EXCEPT… I did the girl scout thing for ONE year. 1991. I just had to be the best, so I sold the most cookies and quit after the sales rankings were announced. ;)
    Brain never shuts off!
    Money fluctuates!
    But not having ANY obligation as a white sheep lining up at the corporate office? OMG it is divine.
    Thanks for a fab post.
    Nicole Marie Story recently posted..Yoga Picture #5My Profile

    Reply
  6. Alison Kinsey
    03.25.14 at 11:23 pm (7 months ago)

    Ugh, I can totally, TOTALLY relate to all of this. every little bit! I definitely have the entrepreneur engrained in me!!! Been working since I could work (age 14), and even started my own eBay business in high school, earning me enough to quit my grocery store cashiering job ;) I’ve been freelancing for over 3 years now and totally get the money piece. It really can be unpredictable and scary at times, but it’s so rewarding. I love being able to stay home with my dogs and create my own schedule and do what I love!!!! It’s been really difficult at times. I have lost my way and been uninspired from time to time, but it always comes back! Love this post, I literally could have written it!

    Reply
  7. Shelby
    03.26.14 at 12:08 am (7 months ago)

    This is sssoo relatable! I’ve always had a creative/entrepreneurial spirit within me. I painted rocks from my back yard and went door to door (which is a long distance in the middle of nowhere where I lived) trying to sell them to neighbors and strangers. I’m currently a 6:30-3:30 worker, and as someone who doesn’t love mornings, thats a tough break. I love the paycheck, and the opportunities and things that paycheck provides me with, but I spend my hours at work anxiously waiting to head home and put my ideas into motion. I’m finding it hard to balance trying to start a business/blog/brand along with all of my other obligations. At the end of the day, I just want to do what I love and what makes me happy, and, i’m sure that eventually, after a LOT of hard work, it will turn into an opportunity for me to quit my day job. Congrats to you on all of your accomplishments, and being your own amazing boss. You seriously inspire me!
    Shelby recently posted..What Would Beyonce Do? Free Print!My Profile

    Reply
  8. Denise
    03.26.14 at 1:16 am (7 months ago)

    Perfect words, spot on!
    I am like you, same mindset, entrepreneur-parents. But unlike you I tried to get along in the 9 to 5 world, a world clearly not made me for me. The result was, I was miserable and it took me a long time to find out why. I used to feel that something was “wrong” with me because I was unsatisfied with a highly paid and prestigious job. Just the way you thought you were lazy. But in the end it all makes sense and I know that nothing is wrong with me, I just work differently.
    Now I am dealing with the good and bad of being on my own. And everything on your list is of course true ;) But oh so worth it.

    Reply
  9. Lucy
    03.26.14 at 2:10 am (7 months ago)

    I’m a 9-5 intern at the moment but I’m not really sure it’s for me. The ultimate dream is working from home! I’m pretty good at motivating myself, at uni I’m working, studying or in classes from 8-22 7 days a week pretty much. Would love to be an entrepeneur, it intimidated me as an idea when I was younger but now I really want it. I just haven’t found my thing yet but one day I will. xxx
    La Lingua : Food, Life, Love, Travel, Friends, Italy
    Lucy recently posted..I Love Tom FordMy Profile

    Reply
  10. Julie @ Coastal Runner Girl
    03.26.14 at 3:49 am (7 months ago)

    LOVE this post!! :)

    Right now I’m a 9-5 girl (or 7-3:30 to be exact) but the thought of being an entrepreneur/my own boss sounds amazingggg! It also sounds terrifying not knowing your yearly salary but I’m sure it’s so worth it in the end!

    Reply
  11. Elise @ 9toFit.com
    03.26.14 at 4:12 am (7 months ago)

    I am 9-5 person and pretty much dread it everyday. I would eventually love to be my own boss but right now it’s just not in the cards.. got to keep hustling
    Elise @ 9toFit.com recently posted..15 Minute At Home Cardio BlastMy Profile

    Reply
  12. Jill
    03.26.14 at 4:25 am (7 months ago)

    I LOVE this! I’m just starting to take my career in a more personal direction after my husband advised me it was “time to stop letting other people profit from your talents”. Good advice, but it’s been a little scary at the same time.
    I also love that your first business was selling embroidered handkerchiefs, mostly because my first creative endeavor was of the handkerchief kind. I got mind from random antique stores that my grandma would drag me to.
    Great post and very motivating!!!

    Reply
  13. Hayley@healthyregards
    03.26.14 at 5:02 am (7 months ago)

    Ah loved this. Seriously needed this too! I am a fresh college grad as of December and sorta feeling lost because I chose to not take a 9-5 to follow my own dreams. Am I struggling with money? Yes. Am I constantly working? Yes. But to hear someone else write about the same reasons I am doing this is reassuring.
    Hayley@healthyregards recently posted..So Many Eats Lately and Hayley’s Hump Day Hemp HummusMy Profile

    Reply
  14. Monica
    03.26.14 at 5:21 am (7 months ago)

    This is a great post! I was first a teacher then did accounting 9-5. Both were always very hard b/c of the rules imposed. Now I am home full time with my kids and searching for a creative outlet. Your blog and business plan are my total inspiration. I read about how you planned extensively first and gathered all of the details prior to launching the blog. Since I am kind of cocooned up at home I am using the opportunity to do the same. Then I plan to get my cosmetology license, trademark my name and then contact you so I can start my blog with Blog-Doo! Reading your method of starting up a business gave me a totally different outlook on my time now. Instead of feeling frustrated I am putting all my energy into planning and having fun with my kids while they are babies. I am also a perfectionist so rolling out a blog that is totally thought out is my jam! Thanks for all that you do–love your positive outlook. Your blog is a ray of California sunshine while I am here in gray old NY!

    Reply
  15. Bridget McGahen
    03.26.14 at 5:29 am (7 months ago)

    I’m currently a 9-5er, putting my husband through school, but I’d like to be an entrepreneur one day.

    Reply
  16. Alina Ermilova
    03.26.14 at 5:30 am (7 months ago)

    I’d like to be an enterpreneur! I think working for somebody else is just not mine. It may be kind of scary, but it worth it!

    <3

    AlinaErmilova.com
    Alina Ermilova recently posted..Zara Haul + BenefitMy Profile

    Reply
  17. Erin @ LiveLifeActive.com
    03.26.14 at 5:52 am (7 months ago)

    I feel ya girl! I’m also a blogger but have a 9-5er at the moment. I have gotten into real estate investing too to create more passive income which has been helpful. I’m SO not the type of person who wants to work at a full time job for the rest of her life either. I plan on ending my job before the year is over, moving towards the ocean and living a life for ME. Congrats on your success and keep your head up during those rough times! <3
    Erin @ LiveLifeActive.com recently posted..Cellulite – Even Celebrities Have ItMy Profile

    Reply
  18. Courtney
    03.26.14 at 6:18 am (7 months ago)

    I’m so glad that you wrote this, I have been working a 9-5 well, 8:30 to 5:30 anyways for about 2 years now and I have become very depressed. I lately got out of my funk about a couple months ago and decided to re-brand and start over a blog and YouTube that I abandoned due to depression. A fresh start, a new name and a new style. It’s not exactly up to where I can make a living just yet, but I’m hoping I can get there. Everything that you said in your post is me, except I feel that I have just came to my Aha! Moment a little later in life. I trust that I can build it up to where yours has become, but until then I’m working 8:30 to 5:30 and now on the weekends. It will be well worth it in the end though because you are living proof of that. Thank you.

    http://www.blacklockbeauty.com/
    Courtney recently posted..Spring Trend! Orange Lips!My Profile

    Reply
  19. Amanda
    03.26.14 at 6:20 am (7 months ago)

    Currently working the 9 to 5… but not so much your average job. I’m a mechanical engineer working for an all electric bus company (super small but growing!). I’m super passionate about what I do… And I get to be creative in my job everyday. Can’t imagine doing anything else :) Worked my tush off to get here, the engineering world doesn’t exactly welcome females with open arms… but it was worth it.

    Reply

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