June 25, 2025

How I Left My Corporate Job for a Simpler Solopreneur Life (in 10 Steps)

The-10-Steps-I-Took-to-Leave-My-Six-Figure-Career-and-Become-an-Entrepreneur-Facebook

This post may contain affiliate links or links from our advertisers where we earn a commission, direct payment or products. Opinions are the author's alone, and this content has not been provided by, reviewed, approved or endorsed by any advertiser. Information shared on this site is for entertainment purposes only and should not be considered as professional advice.

After 15 years of working as an event marketing professional, I decided that I was ready for a new chapter in my life. It was time for me to quit my job and become a solopreneur.

The companies I’ve had the pleasure of working with have treated me well, given my family benefits, and paid me generously. I sincerely appreciate the opportunities I have been given. It was just time for me to follow a new calling.

When I started my podcast in 2016, it was just a hobby. Something to do as a way to give back, learn from others, and hopefully help a few people along the way.

As time passed and I learned more about the incredible network in the personal finance community, I discovered some people were doing this for a living. Not only were they doing it as their sole income source, but they were also earning great money and had flexible hours as well. 

Fast forward a few years, I too figured out how to make a living from my hobby. Now I have an award-winning financial education platform that has landed me sponsors, content creation opportunities and speaking gigs.

This wave of opportunity, combined with my passion for helping families build wealth and thrive, was too hard to ignore. 

So I went for it. But it wasn’t easy to give up a stable career with great benefits and a six-figure salary with two young kids at home. My wife and I had a lot of conversations, and man, did we prepare. Here are the 10 steps we took to ensure my transition to solopreneurship was a success. 

Eliminate Debt

When my wife and I got married, we both carried some debt into the relationship. I had $30,000 of student loans, and she had a $20,000 car loan. 

We agreed that we’d tackle the debt together by living on my income alone (at the time, it was around $70,000) and using Nicole’s income to pay off our debt. This helped us eliminate our $50,000 of debt in around 12 months

With no debt or car payments and lower overall living expenses, we allowed ourselves to be more open to opportunities like part-time work for my wife, her eventually going full-time Stay-at-Home Mom, or, in my case today, solopreneurship. 

Achieve Coast FIRE

Over the last decade, we have saved for our retirement so that we can take advantage of compound interest and save on taxes. Here are the areas where we invested:

401k

For my last 6 years with my employer, I maxed out my 401k. Combined with the match I received (another awesome perk), we amassed nearly $200,000. My wife took advantage of 401ks through her workplaces over the years, too. After leaving our jobs, we rolled over our 401ks into IRAs to consolidate things and make it easier to track.

IRAs

In our IRAs, we have amassed $700,000 (both Roth and Traditional). If we allow that to do its compound interest growth thing (and not add another dime to it), we should have around $2.2 million by age 60. This is what we like to call Coast FIRE! We can stop contributing and still achieve our retirement goal 17 years from now.

With that burden reduction, solopreneurship felt even more attainable.

Coast FIRE with $700k at 43 years old

Pay Off the Mortgage Early

Mortgage Free Hill Family

A few years ago, we were able to pay off our $200,000 mortgage early. We were able to do this by partnering together, keeping our expenses in check, and increasing our income. 

During this time period, we averaged around $170,000 in income, so as I said earlier, I was very grateful for the generous income I received in my career.

Even though we were making great money, we lived on a lot less than we made. Our annual expenses were between $60,000 and $80,000. This helped us to realize we could live on a lot less than we made and still feel very happy.

Once the mortgage was gone, I felt a lot more confident, happy and prepared to make decisions that were in the best interest of our family and our future. 

Save 12 Months of Expenses

About 50% of small businesses fail after the first 5 years. One of the major reasons that they fail is that they run out of money. I didn’t want that to happen to me.

We decided to save up 12 months of expenses in a high-yield savings account as a cushion. This made us feel protected as our income was going to be unpredictable at the beginning (no steady paycheck anymore). 

Originally, we were going to use this money to buy our first rental property, but we’ve since decided against that. This small business is going to be our first big investment instead. 

If you're looking for a smart place to park your emergency savings, check out Crew. This is our family bank and we're enjoying their high interest and convenient family-centric features. Here's our full Crew review.

Research the Cost of Health Care

One thing I was always worried about was the cost of health care. If I lost my benefits, how would I get coverage and take care of my family?

Well, it helped me a lot when I started to research it. It wasn’t as scary as I thought. 

If I kept my coverage at work through COBRA, it would be around $1,700 per month. That wasn’t bad, but I thought I’d do some more research. 

I went on HealthCare.gov and found a High Deductible Health Plan that covers our family (very similar to my coverage at work) for around $1,200 per month. With dental thrown in, we were around $1,300 per month. 

And since we went with a High Deductible Health Plan, we continued to invest in our Health Savings Account (HSA) and save and invest for future health care expenses. As that HSA account continues to grow (we partnered with Lively), it gives us even more protection for unexpected health events that may arise. 

Diversify our Household Income

I hope for the best for my solopreneur venture, but it's good to know I'm not alone when it comes to our household income. My wife works part-time as well as an aesthetician. Both of us work around 20-25 hours per week.

Additionally, my business has multiple sets of income. I have affiliate marketing, sponsorships, freelance content creation, brand ambassador work, coaching and speaking opportunities that help me diversify my income. If one of them falls flat or goes away, I have the others to lean on. 

In my fourth full year in business, I was able to pay myself an $80,000 salary. As I head into year 5, I’m hoping to grow that salary even more while still maintaining my part-time work schedule.

Try the Business as a Side Hustle First

Jumping right into small business ownership would have made me feel nervous. I’ve learned so much over the last 8 years about managing and owning a business.

Being an employee for 15 years, I’ve had an HR department, sales team, marketing leaders, accounts receivables and even an accounting department. With solopreneurship, you have to be ALL of those things and more.

I’m glad I gave myself some practice to realize this before taking the leap. I have gotten some virtual assistant support from Belay, which has helped a ton. I'd highly recommend checking them out for fractional VA services. They have taken the minutia off of my plate so I can focus on growth and strategy.

Also, by trying out my small business as a side hustle first, I gave myself ample time to decide if I liked it or not. I’d hate to quit my job, start my new business and then decide I don’t like it

My side hustle time was like a test run beforehand. “Try before you buy” per se!

Plan Out Our Budget

Andy Hill and Nicole Hill couple budget

My wife and I know we can comfortably live on $84,000 per year. We know this because we craft the numbers together using our Monarch budget. It helps us stay on top of our expenses. This is super important as a solopreneur. I enjoy Monarch so much that I use it for both my personal budget and my business budget.

The sheer act of writing down the numbers made us feel more comfortable with this big decision. We have had to sacrifice some “extras” in the first few years as we got used to our new income level, but we’re comfortable now. 

Grow My Network

Over my 15 years in the corporate world, I’ve developed a solid network of folks who work in the event marketing industry. That network has helped me to get new career opportunities, grow my skills, and increase my salary from 5-figures to 6-figures.

Now that I’m jumping into a new industry (financial education), it was important for me to grow a new network as well. So for the last 8 years, I’ve been making connections, both in-person and online. Through my interviews on my podcast with millionaire solopreneurs, personal finance experts, and financially independent families, my network has grown substantially. 

With a bigger network, you get more opportunities. Based on the connections I’ve made, I was able to receive new opportunities for writing, speaking and content creation. 

As they say, your network is more important than your net worth.

Take a Leap of Faith

I like to think I was very prepared for this big decision, but I know there are thousands of things I’m still yet to learn.

After all, I’ve never been a small business owner before.

I've seen days of failure already. And I know more failures will come. There will be more rough days ahead.

But I know there will also be some big wins in my future. And those days will be incredible ones.

I know, either way, my family will be there to give me a hug and say, “You’re doing your best. Keep at it.”

Hill Family 2019

This is an adventure. Pure and simple. That’s what gets me excited. The unknown. The unpredictable.

So here I go. Jumping into year 5!

Wish me luck. I’m going to need it.



Do you think you could leave your corporate job to start a business? What do you think of these steps toward solopreneurship?

Please let us know in the comments below.


Andy Hill

Andy Hill, AFC® is the award-winning family finance coach behind Marriage Kids and Money - a platform dedicated to helping families build wealth and happiness. With millions of podcast downloads and video views, Andy’s message of family financial empowerment has resonated with listeners, readers and viewers across the world. When he's not "talking money", Andy enjoys being a Soccer Dad, singing karaoke with his wife and relaxing on his hammock.

24 responses to “How I Left My Corporate Job for a Simpler Solopreneur Life (in 10 Steps)”

  1. BlackSheepMillionaire Avatar
    BlackSheepMillionaire

    Congrats, Andy! It’s very motivating to read about how things have built to this level for you and your family… wishing you all continued success in the new decade!

    1. Andy Hill Avatar

      Thank you so much! I’m excited about kicking off my first full month of entrepreneurship in February.

  2. Eric McPherson Avatar
    Eric McPherson

    Congratulations Andy! I really enjoy your podcast and can’t wait to see where you go from here! Keep up the great work!

    1. Andy Hill Avatar

      Thanks so much, Eric! I’m so glad to hear you like the podcast. I’ll keep ’em coming!

  3. Avery Avatar
    Avery

    This is a great article that really resonated with my husband and I! So many entrepreneurial articles stress quitting your job, taking a huge risk. and just “going for it”. We’ve been married 8 months and have started on our journey towards creating the life that we desire and have realized that personal finance is the largely unspoken of key- so we’re starting there. We plan to be debt free (with the exception of our mortgage) by the end of this year and have our house paid off by the end of next year. This article definitely encouraged us!

    1. Andy Hill Avatar

      Wow! You’ve got a great plan and I hope you’ll stay in touch on how you’re doing it. It’s so inspiring hear stories of couples partnering together to hit their big goals.

  4. Kim @ The Frugal Engineers Avatar

    Congratulations!!! It’s so cool to see other young parents paying off their mortgage and chasing dreams with entrepreneurship :)

    1. Andy Hill Avatar

      Yes, I love having no mortgage. It helps me RELAX!

      Day one starts today. Thanks for the support!

  5. John Avatar
    John

    Congratulations Andy! I wish you the best in your new journey!

    1. Andy Hill Avatar

      Thank you John!!

  6. Andrew @ Wealthy Nickel Avatar

    Congrats, Andy! Your plan sounds similar to mine. I hope to take my various side hustles full time in the next few years and use our real estate investments to create an extra cushion of passive income.

    I can tell you’ve done a lot of planning, and given me a few things to think about I haven’t heard yet. Good luck on the next step of your journey!

    1. Andy Hill Avatar

      That’s awesome! Your real estate investments will definitely help you have that extra safety net and income during your transition.

      I’m looking forward to working hard this year so I can enjoy this new entrepreneur life and still help my family thrive.

  7. Kamran from Looks Good to Us Avatar

    Andy, congrats! I think our family is on the same path. Right now we are a dual-income household with 2 kids. When the 3rd rolls around, I hope to have done some Life Designing and make some space in my job to enjoy more time at home. Since I have several different income streams now, I feel pretty good about the future and what it holds!

    One thing we are hacking in the meantime is summers off. Since my wife works in a teacher role (but not AS a teacher), she basically has summers off (10 weeks). We get this time off daycare too which is really great, it’s a special perk of the daycare we go to. Other programs I’ve looked at don’t give that flexibility so we save a ton this way. I don’t personally have summers off (yet) but it might be a real possibility in a year or two as long as my side income streams continue to grow at the rate they’re growing ???? I’m taking the same approach of experimenting and trying things first to make sure I enjoy them (I do!).

    Good luck and enjoy, keep us posted!

    1. Andy Hill Avatar

      Wow! Wouldn’t that be incredible to both have your summers off?

      You’re giving me some life goals to shoot for :)

      Thanks for the kind words and sharing with me!

  8. Todd at Invested Wallet Avatar

    Dude! This is awesome and inspiring. Congrats on being able to explore your own business and build something you are passionate about. Exciting stuff, looking forward to reading more and listening to more of your podcast. If you ever need a guest to talk finances, hit me up ????

    1. Andy Hill Avatar

      Thank you so much Todd! I’m thrilled about this decision and so glad you’ll be supporting me. I really appreciate it.

      Shoot me an email with ideas on topics for a show – we’re all about Marriage, Kids and Money here!

  9. Sam @ Financial Samurai Avatar

    So awesome Andy! I love the progression you have made since 2016. I’m sure greater things will come!

    It took me about 3 years as well before I took a leap of faith (2009-2012).

    Congrats!

    Sam

    1. Andy Hill Avatar

      Thank you Sam! You’ve had some massive success and I’m happy to be able to share your story next week on the show. I appreciate the encouragement. It’s going to be fun!

  10. A Journey to FI Avatar

    Congrats sandy. I might pick your brain and perhaps do a deep dive on self sponsored healthcare. That one continues to be a wildcard for us. In any case. Wish you nothing but success and believe all the steps are pretty spot on to facilitate this new chapter in your life.

    1. Andy Hill Avatar

      Anytime! Feel free to reach out.

      We went with a HDHP (around $1250 per month) and we’re going to continue to use our HSA for coverage for the big stuff.

      Thanks for the kind words!

  11. Gwen @ Fiery Millennials Avatar

    Ah!!!! I’m so excited for you! You’re going to do great – but if you decide you don’t like it there is absolutely zero shame in going back to W2 work. Get out there and crush it!

    1. Andy Hill Avatar

      Absolutely! I made sure not to burn any bridges as I might be back. But I honestly appreciated everything my company did for me. If it weren’t for them (and my previous employer) we wouldn’t have hit ANY of these financial milestones.

  12. Financial Pilgrimage Avatar

    Andy, this is huge! I can’t wait to see all the great things you will do now that this is a full time gig. Best of luck in your next chapter!

    1. Andy Hill Avatar

      Thank you so much! We are absolutely thrilled!

Leave a Reply

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

Marriage Kids and Money Podcast

About Marriage Kids & Money

The Marriage Kids and Money Podcast is dedicated to helping young families build wealth and happiness.

With over 400 episodes and counting, we share interviews with wealthy families, award-winning authors, and personal finance experts to help you find your version of family financial independence.

Scroll to Top