What even is a “regular” job? Semantics aside, the heart of our question is about those moments when the stress of entrepreneurship is mounting – do you ever sit back and wonder what if you had just been working for someone else, what life would have been like without all the stress?

Olive Jolley

I think about this a lot, just how different my life would have been if I had taken a different path, a different route. I would have become a completely other person if I continued going to college and got a 9-5 job afterward. Read more>>

Derrick Whitsett

I’m very happy as a business owner because I know deep down it’s in the industry I chose to be in. It’s my passion to bring stories to life. I have moments when I reconsider getting a salary job when my back can be against the wall financially, especially considering you know that you have a guaranteed paycheck. Read more>>

Mia Pixley

I think that sometimes most people mistake Entrepreneurship for a walk in the park. I mean I was one of those people before I started. From the outside looking in, it actually seems to be easier than having to clock into a 9-5. As a single mom, and entrepreneur with severe anxiety…I think that sometimes most people mistake Entrepreneurship for a walk in the park. I mean I was one of those people before I started. From the outside looking in, it actually seems to be easier than having to clock into a 9-5. As a single mom, and entrepreneur with severe anxiety…..Read more>>

Jennifer Withee

There are moments where I feel overwhelmed by the demands of owning my own business. I wear many hats aside from being an aesthetic provider–I screen calls, messages, e-mails, create all of my own social media content and marketing, perform all the back office duties such as inventory, ordering, cleaning, organizing, as well as administrative tasks like book keeping and scheduling appointments. Read more>>

Lindsay Teske

I think about what it would be like to have a regular job all the time. People often say to me that it must be nice to have “all the freedom” that I do as a business owner, but that’s not entirely true. I can pick my own hours and who I work with, in addition to being able to take my work in any direction I want it to. That’s amazing, and a huge privilege. Read more>>

Chantel Chance

I absolutely love being a business owner. I love the concept of working for myself and being “self made”. Working a regular job used to make me so miserable. I used to dread waking up everyday and taking orders from someone. Patiently waiting for the weekends because I hate my job. Now, everyday feels like the weekend. I get to make my own schedule, travel whenever I want and only have to answer to myself and my clients. Greatest feeling in the world! Read more>>

Cody Bennett

These thoughts creep in almost daily. Owning and running a business, especially when you are doing the actual hands on work, is breaking. Mentally, physically, spiritually. There are certainly times when I think geez it would just be easier to be told what to do and collect a paycheck, but it doesn’t fill my cup. I need to create, I need to explore, I need to build and all of those things are filled with constraints working for someone else. Being a business owner is certainly not for the weak, you have to pick yourself up daily! Read more>>

Alonzo Baker

Yes, as the owner of New Life Travels, I am incredibly happy. Clients must choose to want to work with me and put trust in me that I will not cheat them out of their finances when they invest in their vacation. As the owner of New Life Travels, my clients can Begin a New Life of Travel with Luxury, Romance, & making Memories. To see the smile on their face and hear how refreshing their vacation was by them not having to do anything but enjoy themselves makes me happy. Read more>>

Maddie McNabb

I went from a fully in-person 9-5 job to working for myself and creating my own schedule. I wake up daily grateful for the opportunity to be own my boss and do what I love for a living. It’s also allowed me the flexibility to get back into hobbies I used to enjoy – like going to workout classes. Read more>>

Jermesha Striblet-Holmes

I’ve had so many “jobs” since I was a teenager. I was a freelance makeup artist and hairstylist, I worked for a non-profit for a few years and worked in retail for a few years. But throughout all of these years, I’ve only been a true entrepreneur for about eight of them EVEN while working other jobs. Read more>>

Bianca Sanborn

I am easily the happiest I’ve ever been running my own business! My first career job was at a marketing agency, and while I loved everything I learned, I saw how quickly a workplace can become toxic for its employees and how little it seemed to matter to anyone who wasn’t us. Read more>>

Angel Phoenix

Just a little over a year ago, I viscerally remember sitting on the cusp of ‘should I stay or should I go’, with the rabid taste of f*ck entrepreneurship forever, floating like spoiled creme on the roof my mouth. I was probably on my period or getting close it, because this is typically the time I can’t lie to myself (even when I try). Read more>>

Allie Jade Sinbine

I love being a business owner . I can’t say that there aren’t times where i don’t miss being a regular w2 employee though. Taxes , business responsibilities, insurance and benefits ; so many adult responsibilities that would be much easier if I was just a salary employee instead of a business owner . However, at the end of the day it’s all worth it . Read more>>

Ashley Lopez

I am so happy as a business owner. I would be lying if I said I did not think about what life would be like if I did not have run a business and be in charge of so much but I am quickly brought back to reality at the thought of not being able to control my schedule. Read more>>

Angela Bodendorfer

I cannot even begin to imagine going back to working for someone else. Read more>>

Viktoria Tabak

I am extremely happy as a business owner, because it allows me to be fully present for my clients when I’m working, but also as a Mother for my son, which is the most important job I could have. Owning my own business allows me the flexibility to design my life according to what best suits me & my family. Although there are days I pull 14 hours, there are others where I am 100% present with my family, and I design my workflow accordingly. I strive for a great balance between the two, which of course, is sometimes easier said than done! Read more>>

Simon Cantlon

I worked in the corporate entertainment industry for over 15 years including work with Showtime and Fox television as well as music artists, sports icons, brands and more. I have found in the last twelve years of being self employed and pursuing my own dreams, visions and projects that I am most fulfilled flying solo. Read more>>

Adassa Ramirez

I love being a business owner and working for myself, in general. Although I have always been a creative spirit, whose been writing poetry since I was a teenager and also dabbled in painting, my bread and butter was doing accounting, It feels like a sense of freedom being able to step away from the corporate “rat race” environment and office politics. Read more>>

Soliél Lindsey

I am happier as a business owner because I own my time and schedule. Being a single parent, I desire to be with my son as often as possible outside of my business duties. The hustle and bustle of a traditional work week and schedule with a child was extremely stressful for me. Read more>>

Dan Cockerell

This is a great question! Am I happy as a business owner? Yes! But not all the time. We all know the expression, “the grass is always greener on the other side of the fence.” In my mind, this phrase is addressing the concept of gratefulness. Am I grateful for what I have, and what I decided to choose? When working in a corporate environment for 26 years, I had many advantages that I took for granted. Read more>>