• Home
  • About
  • Little Leaf | My Web Design Business
  • What do you want to do?
    • Project 333 – Capsule Wardrobe
    • Understand what miscarriage is like
    • Read a pep talk
    • Travel to Puerto Rico
  • Contact
    • Advertise & Disclosure
  • Twitter
  • Instagram

Our Little Apartment

Less Stuff, More Life.

  • Minimalism & Decluttering
    • How I Learned to Stop Being a Slob and Started Cleaning up After Myself.
    • Decluttering, Cleaning, and Saving Money in the New Year.
    • Why I Want to be A Minimalist.
    • How to Determine When You have Enough Stuff.
    • On A Bit of Minimalist Travel // Why & How to Pack Lighter.
    • How Routines Have Made My Life Better.
    • A Tiny Christmas.
    • Why I Take a Social Media Break.
    • Or Do Without.
    • All posts about minimalism & decluttering
  • Saving Money
    • My Cleaning & Meal Planning Routines.
    • How and Why We Budget.
    • Doing a Buy Nothing Month.
    • Choosing between Convenience and Values.
    • Frugal Tips
    • 6 Ways We Save Money on Groceries.
    • My Favorite Little Ways to Save Money.
    • Being a One Car Family, Part 1.
    • Being a One Car Family, Part 2.
    • All posts about frugality & saving money
  • Green Living
    • Cloth Diapering
    • 9 Ways I'm Going to be Greener at Home.
    • How to Eat Less Meat
    • Green Living: What I Use to Clean.
    • Airing my Clean Laundry.
    • Still Shampoo Free.
    • All posts about green living & sustainability
  • Motherhood
    • Miscarriage & Pregnancy Loss
    • Pregnancy Updates
    • Gabe's Birth Story
    • Theo's Birth Story
    • Everything You Need to Know about Babywearing.
    • Sleep Training Success without (Many) Tears.
    • On Careers and Ladders and Motherhood.
    • Answering Questions: Pregnancy, Childbirth, and Motherhood
    • Anxiety, Committment, and Childbirth, Oh My!
    • All posts about motherhood & parenting
  • Career & Business
    • Tools I Love for Administrative Tasks & How I Use Them.
    • How I Organize Tasks & To Do Lists.
    • My Freelance-aversary & Some Thoughts on Making Your Life What You Want.
    • How I Make Money Online.
    • Why I Use the Genesis Framework.
    • Why I Love Redbooth for Project & Task Management
    • Working from Home Tips & Time Management Strategies.
    • How Does She Do It All? She Doesn't.
    • Working Mama // Figuring Out Child Care.
    • Reader Question: Discerning A Career Path.
  • Travel
    • Our "Workcation" at the Outer Banks.
    • Traveling with a Babe.
    • Costa Rica and Puerto Rico Visit, Part 1 | Lazing about at a resort
    • Puerto Rico, Part 2 | Eating our Way Through Old San Juan
    • Where to Stay & What to Eat in Puerto Rico. (Part One)
    • What to Do & See in Puerto Rico. (Part Two)
    • Anatomy of a Mini Getaway.
    • Western Massachusetts
    • Toronto, Canada
  • Search
Personal & Life Updates

On Taking A Risk.

Filed Under: Personal & Life Updates 39 Comments

For the past 2.5 years, I have worked two jobs: 20 hours a week as an administrative assistant at a Catholic high school and 15-30 hours a week as a web designer and photographer. Although things got a little crazy at times, I really enjoyed the variety in my roles and the social aspect my day job gave me. I had lovely coworkers and clients; it was so good for to get out of the house but also have time to work from home. It was what I wanted to do.

Until I didn’t anymore.

I knew it was time to leave my job (which I vaguely alluded to in May at the end of this post), but suddenly the exit was less clear.

Then Mike got a new position a few weeks ago and things fell into place for me to leave.

I could work for myself 100% of the time. I could be my own boss. I could live the dream I always had for myself.

But I was terrified. What if client work dries up? What if I go crazy working at home? And most of all What if I regret it?

Uncertain and with what ifs flooding my mind, I wasn’t sure I could go through with it. Suddenly, with the opportunity I’d dreamed of for year in front of me, the uncertainty was too much.

The night before I was going to tell my boss I was leaving, I saved my friends’ encouraging and supportive messages in a note on my phone to read over and over so I didn’t lose courage.

Brian tweeted this night before I gave notice. It was just the kick in the pants I needed to stay strong. And take a risk.

take-a-risk

And so, next Thursday will be my last day working for someone else before I’m full-time Little Leaf.

I’m thrilled and terrified and ecstatic. I’m ready.

Here goes.

Share this:

  • Click to share on X (Opens in new window) X
  • Click to share on Facebook (Opens in new window) Facebook
  • Click to email a link to a friend (Opens in new window) Email
  • More
  • Click to share on Pocket (Opens in new window) Pocket
  • Click to share on Reddit (Opens in new window) Reddit
  • Click to share on Tumblr (Opens in new window) Tumblr
  • Click to share on Pinterest (Opens in new window) Pinterest

Related

September 24, 2013 · Tagged With: business, essay, musings 39 Comments

Subscribe to Blog via Email

Enter your email address to subscribe to Our Little Apartment and receive notifications of new posts by email.

About Ashley

More about Ashley >>

Comments

  1. Holly says

    September 24, 2013 at 3:40 pm

    Congratulations! That’s so exciting!!!

    I’ll be working from home in another six months … “Thrilled and terrified and ecstatic” sums it up!

    Reply
    • Ashley says

      October 2, 2013 at 1:21 pm

      Oooh, exciting! :)

      Reply
  2. Caroline says

    September 24, 2013 at 5:44 pm

    Congratulations!! I can relate to this so much. Way to take the risk!

    Reply
    • Ashley says

      October 2, 2013 at 1:22 pm

      Thank you! Glad you can relate – sometimes it helps to talk about fear and risk and ahhh!

      Reply
  3. Lisa // Elembee says

    September 24, 2013 at 3:24 pm

    Congratulations!!! Cocktails at Designer Vacay to celebrate!

    Reply
  4. Akirah says

    September 24, 2013 at 4:02 pm

    Yay! Congrats! This week is my last at one of my jobs. I will still be working 30 hrs a week at my day job, but me quitting this other position is a big deal! I am scared out of my mind, but I know it’s best for me. I have to at least try! So good luck to you, friend. We can do this!

    Reply
    • Ashley says

      October 2, 2013 at 1:22 pm

      Fear goes hand-in-hand with taking big steps. Hard but necessary! Good luck!

      Reply
  5. Crystal says

    September 24, 2013 at 4:16 pm

    Good for you! I quit my job at the beginning of August to work for myself full time, and it was one of the best decisions I have ever made. You will be AWESOME, and you will probably find yourself more driven than you’ve ever been before. You can do it!!!

    Reply
  6. Becca says

    September 24, 2013 at 5:48 pm

    Wonderful! Now, time to celebrate!

    Reply
    • Ashley says

      October 2, 2013 at 1:23 pm

      Indeed! Thanks, friend. :)

      Reply
  7. Sarah Anne says

    September 24, 2013 at 5:51 pm

    SO, so glad you made this decision and found the guts! So brave and so strong Ash!! Congrats!

    Reply
  8. Reading (and chickens) says

    September 24, 2013 at 7:09 pm

    Congratulations! Your bravery is inspiring. :)

    Reply
  9. Kelly says

    September 24, 2013 at 7:23 pm

    I’m so excited and happy for you! :) I’m sure it will work out and you will end up loving it!

    Reply
  10. thatShortChick says

    September 24, 2013 at 7:53 pm

    that’s so awesome!!! Good luck with all things Little Leaf!

    Reply
  11. Eva says

    September 24, 2013 at 9:12 pm

    Congrats! Sending you positive thoughts for a smooth transition.

    Reply
  12. Heidi says

    September 24, 2013 at 9:17 pm

    So exciting!!!! I have loved watching you grow Little Leaf – you are truly an inspiration to all of us who aspire to live the WAH dream :)

    Congrats lady!!

    Reply
  13. Michelle W says

    September 24, 2013 at 11:04 pm

    Yay, congrats! That’s so exciting!

    Reply
  14. Sheila aka NerdyMinimalist says

    September 25, 2013 at 3:18 am

    I’m so excited for you! I’m sending prayers and positive vibes your way for an even more successful, flourishing business!!!

    Reply
  15. Brian Gardner says

    September 24, 2013 at 11:41 pm

    Ashley, just wanted to drop by and say a HUGE congrats on your leap of faith. I remember very well the same decision I had of my own when I chose to leave my day job to become a freelancer.

    I haven’t looked back and it’s easily been the best years of my work life. Hope you have an incredible career and look forward to cheering you on from the sidelines!

    Reply
  16. L.C.C. says

    September 25, 2013 at 4:23 am

    Congratulations! So thrilled for you and I must admit, also so very jealous!! The biggest congratulations to you :) you so so deserve it.

    Reply
  17. Shannon says

    September 25, 2013 at 9:43 am

    Congrats, this is great! I’m thrilled for you. You are an inspiration as I work on reaching a similar goal, and I have no doubt you’ll be successful!

    Reply
  18. Becky says

    September 25, 2013 at 8:28 am

    Wooo!!!! Congratulations!!!!!! So excited and proud of you!

    Reply
  19. Tori says

    September 25, 2013 at 9:33 am

    Congratulations Ashley! I am so happy for you. You do wonderful work and I know this will be a successful and fruitful venture. Any time you’d like a client testimonial, please let me know and I’ll be happy to write one!

    Reply
  20. a/k/a Nadine says

    September 25, 2013 at 9:36 am

    Congrats and best of luck to you!

    Reply
  21. Kristin Hardwick says

    September 25, 2013 at 9:41 am

    Jump… and the net will appear :)

    You got this!

    Reply
  22. Kris says

    September 25, 2013 at 9:51 am

    Congrats on taking the leap! And good luck :)

    Reply
  23. Nilsa @ SoMi Speaks says

    September 25, 2013 at 10:36 am

    All my friends who now work for themselves say taking that first step of quitting the stable job was REALLY hard and VERY scary. But, not one of them regret the decision to follow their dreams. Congrats and good luck!

    Reply
  24. Jess says

    September 25, 2013 at 11:13 am

    Yay, I’m so excited for you! Good luck… but I know you’ll be great! Xo.

    Reply
  25. Holly says

    September 25, 2013 at 1:45 pm

    Happy for you! You will do great!

    Reply
  26. Stephany says

    September 25, 2013 at 1:49 pm

    I felt a lot of these same fears and anxieties when leaving my old job for my new one! So normal! But it’s such a good fear. :)

    Biggest congrats. You were born to do this, Ashley. You deserve it!

    Reply
  27. Emily says

    September 25, 2013 at 1:54 pm

    You are such an inspiration! I’m still working full time while trying to start a business and I love following you and your success.

    Reply
  28. San says

    September 28, 2013 at 12:58 am

    OMG! So excited for you, Ashley!

    Reply
  29. Melissa says

    September 28, 2013 at 2:23 pm

    This is amazing and well-deserved… you worked hard to get to this point, and the same drive and talent that got you started is what will earn you continued success as you transition to Little Leaf full time. I’m so happy for you. :) Congratulations and good luck!!

    Reply
  30. Hilary says

    September 28, 2013 at 3:54 pm

    Congratulations!!! So excited for you!

    Reply
  31. Margarita says

    September 29, 2013 at 4:26 pm

    Congratulations! It’s so exhilarating to go off on your own, isn’t it?

    Reply
  32. Gina says

    October 4, 2013 at 12:22 am

    Congratulations! This is super exciting news. :)

    Reply
  33. Ronél says

    October 16, 2013 at 2:44 am

    WOW! It’s amazing how exhilarating it can be to work for oneself. My husband was the big driving force behind me to quit my job. I had wanted to do so since September last year, but only finally mustered up the courage in April of this year with August 2nd being my last day at work. Since then I’ve found the joy of being a full-time stay-at-home-mom and also living my dream of baking and decorating cakes. I take my hat off to you for living your dream!

    Reply
  34. Kate @ GreatestEscapist.com says

    December 30, 2013 at 12:10 pm

    This makes me so happy. You’re an incredible designer, not to mention an incredible person, & you deserve all the best. Good luck!

    Reply

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Hey, I'm Ashley & this is my blog

web designer · vegetarian · coffee addict · obsessed with goal-setting · imperfect mother · wife to an academic · wannabe minimalist

I blog about these things and our attempts to live a simpler, greener life in a small city in Massachusetts.  More>>

Get my posts via email!

Enter your email address to subscribe to my blog and receive notifications of new posts by email.

Instagram

Follow on Instagram

Most Pinned Posts:




Search

About Ashley

Read More…

Saving Money & Living Frugally

Doing a Buy Nothing Month.

Every so often, my eating junk food gets a little out of control and do a little juice cleanse. To help reset my body’s ideas of … [Read More...]

All Saving Money & Living Frugally Posts >>

Simple Living & Minimalism

Long Distance Moving and Decluttering – A Few Tips.

We're in the midst of a long distance move to Massachusetts this month (in the nomadic portion of our move - we moved out of our … [Read More...]

All Simple Living & Minimalism Posts >>

Green Living & Sustainability

Choosing between Convenience and Values.

A reader asks: How do you decide when to focus your energy on better choices versus choosing convenience? I think it can be so … [Read More...]

All Green Living & Sustainability Posts >>

Motherhood & Parenting

The Story of Eleanor.

(Warning, this post will contain mentions of bodily fluid) How Eleanor Came to Be. I want to write this all down while I still … [Read More...]

All Motherhood & Parenting Posts >>

Career & Business

A New Leaf. Little Leaf.

(Yes, I am a dork.) Your website should be like an extra employee. Who works non stop 24/7. I recently overhauled my site … [Read More...]

All Business & Career Posts >>

Recipes

Recipe: Curried Greens and Chickpeas

Recipe: Vegetarian Ramen.

Recipe: Sweet and Sour Tempeh with Pineapple and Cashews.

Recipe: Tofu Lettuce Wraps.

Recipe: Bistro Broccoli Chowder

All recipes >>

Copyright © 2025 · Our Little Apartment Custom On Genesis Framework · WordPress · Log in

 

Loading Comments...