Most have heard the aphorism that “money can’t buy you happiness.” Strictly true, I suppose, but then, money can buy things that will make you happy, at least for a while. Not all the things that would make you happy, possibly, but… it’s just not true in a looser sense.
That’s not what I want to talk to you about today.
What I want to talk about is the personal lesson that I have learned from my first year of running a web design business and being personally responsible for my own income. Money might not buy happiness, but it can buy peace of mind.
Let’s start with the olden days.
The Way Things Were
Sarah and I graduated from college with an unbelievably large amount of loans, and I brought to our marriage a not insubstantial sum of credit card debt. We made decent money out of college, and when I think about the rent we were paying, I cry. $400 a month for a 2 bedroom! I can’t get than for less than 3 times that now.
But we never saved, and our expenses seemed to grow to match our income every time. Slight raise, oops, need a new car. Credit card debt growing out of control–let’s consolidate all that into a home equity loan and do some house repairs while we’re at it. We spent a lot of money, we borrowed a lot, but we never saved, and if the Wall Street Journal is right, nobody else did either.
The problem with this lifestyle was that we only ever had just enough. We were the definition of living from paycheck to paycheck, even though we were doing fine. We had no way of budgeting to deal with emergency expenses, however. A broken down car would nearly result in me having a nervous breakdown. Somehow, we’d scrape up the money every time, but I’d be profoundly happy about the entire thing, sometimes for days or even weeks.
I was terrified of losing what I had. Afraid that we would end up bankrupt and by all rights, we probably should have. I’d seen my father weather bankruptcy as a kid, and in my mind it was basically flunking adulthood. It kept me up at nights sometimes, and I developed panic attacks now and then.
I’m skipping over a bunch of stuff, but eventually we moved to Fort Collins from Wyoming and went back to renting after being home owners. Selling our house cleared out a lot of our debt, but not all of it. We still weren’t saving much, but we had put a few thousand away from the sale of our home. If felt kind of good.
CUT TO The Econopocalypse
After a couple of years of working in Fort Collins, continuing to live paycheck to paycheck, slowly growing to hate the world of cubicles and office meetings, I was laid off suddenly and unexpectedly. It was a curious thing, being laid off. Everyone around me was in tears about it. They had poured part of their life into the company. I was still the new guy. I tried, but I couldn’t hide the grin on my face. I felt bad about being happy, but I was.
Getting laid off felt great, felt like suddenly I had been handed possession of my own soul again. It felt like someone opening the door of a cage and luring me out with a bloody flank steak (in the form of a small severance package). I took it and ran, gnawing along the way.
We tried to be responsible. We made drastic cost-cutting measures. I began looking for a job, and to make the time pass more easily, I took on some freelance web/design projects, mostly for people I knew. I felt… good. Because thanks to my severance, I had a bit of a savings. I had a fallback, a safety net.
At the end of that summer, I got offered a seemingly great job; work from home, great benefits, doing some interesting work, and so I took it, and sidelined freelancing. It seemed like freelancing without the risk. All the while, the economy was totally tanking, but I wasn’t paying attention.
That job turned out to be more stressful than every other one before it. I worked hard, worked fast, and I did whatever I could to earn my pay and keep the job. Because now I had this fear of being let go, because I was dependent again upon the whims of the company. I was paranoid. We started to put a little away. Just in case.
Six months later, I was out of work again, but this time, I wasn’t grinning. While I wasn’t the first to be let go, and as soon as others had been, we had drastically cut our expenses again. We got rid of everything we could, and negotiated payment plans for some student loans for a while. And we socked away all the excess in savings. The severance was a pittance, especially compared to the last. And now the news was full of terrible things about a possible global economic collapse.
I was scared shitless it was all going to come down on our heads now. But that sense of freedom had come back, and the weight of a lot of stress evaporated upon its arrival. I was scared, but I felt good at the same time. But I thought I needed that safety net of a “reliable” job.
I applied for work frantically. Early on, I landed an interview with a company down near boulder. The job struck me as the kind of utterly boring, soul-crushing kind of thing that had slowly driven me mad in Laramie. so I had fun and played the interview completely honestly. Oh man. Don’t ever do that.
I wasn’t admitting it to myself then, but I didn’t want another job that could be ripped out from underneath me. I was living on a combination of freelance and unemployment at this point. Unemployment just barely got us by, and every freelance dollar I took just reduced that, so I was mostly just treading water. But I was dividing my time between freelance and searching for work.
I spent almost six months getting by on freelancing before it finally sunk in that I was happier than I had been in a long time. I gave up the job search, even turned down some job offers around the same time. I was seriously considering this… this uncertain world, to not be just some place I was visiting between jobs, but a place where I would settle permanently, and make my own way.
Our savings began to grow even faster because my attitude towards money had changed. Money is great to spend now, but it’s even better later should you not have a job lined up. Also, because I had to start paying my own self-employment taxes and I had no idea what they would be, I started socking everything into savings that wasn’t what we needed to get through a month.
By the end of that year, we had more in savings than we had ever had in our lives. I was still frightened, but the work was coming in, and if it stopped, our lives would not end. Everything would be alright.
CUT TO Today
My business is growing well! I have amazing clients, and new ones lining up. We’re finally moving into a slightly larger, slightly less slummy rental, even if it’s a bit more expensive. I recently had to transfer a bunch of money over from savings to cover some of the costs of it, and I’m also fronting some money to family in hard times. It was a lot of money to move over from savings to checking at one time.
The old fear came back. That deep, gnawing fear that I almost hadn’t noticed. The voice whispering “you will be living in a card board box under a bridge inside of six months.” It doesn’t carry the same weight as it did before, but it definitely makes me uneasy and disturbs my peace.
This is when I realized, money unspent was buying me peace of mind, and not only that, but I have a threshold level. If I have a certain amount in the bank, and a certain amount of work lined up, I’m not thinking about money much at all. I have my peace.
I’ve basically turned my savings account into a video game, and I’m constantly trying to get it to a new high score. Running my own business, I can make as much or as little as I want. I’m not tied to some flat payment schedule. If I want to book six projects in a month and work really hard, I can, and sometimes, I do. Sometimes, the work isn’t there, and that’s okay, because I have a buffer against such things. Feast and famine is something they teach new freelancers, but honestly, they should have taught the concept to everyone who receives a so-called steady, “reliable” paycheck too. Or maybe I just should have paid more attention that that ant/grasshopper parable from the olden times.
My business is the most reliable source of work I’ve ever had, thus far. I don’t think I want to go back to that other world ever again. They claim it’s reliable, but they can fire you at any time. At least as a business owner myself, I know when hard times are coming, and I have the power to try and fix it. There was nothing I could have done to stop myself from being laid off and I think that’s why it hits some people so hard. It’s that feeling of powerlessness, knowing that there’s nothing you can do. But it was that fact that I could say, “it’s not my fault” that gave me the confidence to go forward with my life afterward. I won’t lie–being laid off the second time hit my self-esteem pretty hard. But it’s bounced back sure enough.
I think about time and money so differently now. That’s a good and bad thing, but mostly good. And I owe that change to starting my own company and taking my destiny completely into my own hands. If you’re a freelancer or an independent worker or whatever we’re calling ourselves today, or even if you’re not, my advice to you is, figure out your threshold for basic peace of mind and make that your first goal financially.
Once you have that, you can take on so much more than before. At least in my case, I felt like I got a good chunk of my brain back that was always worried about money before. Always anticipating that next emergency expense. Now, I grumble, but they don’t cause me to go apeshit when they happen.
If nothing else, my wife heartily approves.
Tags: finances, freelancing, happiness


















![bg15_320a[1]](http://www.jeremiahtolbert.com/wp-content/uploads/2010/05/bg15_320a1-210x300.jpg)
My apologies if the above is a bit rusty. I haven’t blogged in several months, nor written much of anything for that matter. I’m trying to get back my words though.
You said it beautifully. I don’t ever want to go back to working for someone else. I make more money now, I have control over my life, I have control over my clients, my work life, my office environment, my family time, and the list goes on. Also, as you said, I appreciate the money better. I don’t know how much work there will be next month, better sock away the cash now while I have it.
Thanks, Lindsay. I forgot to mention how much the control over my environment mattered to me. If I’m antsy, as I get often, I can MOVE. I can go for a walk, or work somewhere else. All the offices I ever worked at restricted your movements so much I felt like I was in jail.
I hear ya, brother. Looks like I’ll be back at the old self-employed game myself when I return to the States. Not looking forward to losing the public employee teat but at least I’ll drop the 9–5 routine.
I’m really glad you’re feeling happier. :)
Good to hear things are looking up for you, Jeremy. I was hoping to make it to your show a couple of months ago, but then it didn’t work out for my timing. Things have been pretty crazy here, it seems. Is your new place still up in Old Town area?
This piece really spoke to me. I’m in a similar situation and made the tough decision to jump back into freelancing this morning. I’m hoping my results are similar to yours… congratulations on regaining your sanity!
Thank you so much for the wonderful blog. My husband and I are finishing some education then we plan to transition out of the cubicle and into freelance full time. We are excited but terrified about this new chapter in our lives and reading your words gave me the encouragement I needed to continue moving forward with our plans and the hope that our path may be as successful as yours turned out to be. Congratulations on finding what makes you happy.
Great article, I’ve been through the laid off deal 3 times, even gone back to the grindstone for the sales I am experienced in. Your piece has made me think even harder about what I am doing… biding time til the end strikes it seems like. For many years I ran my own show, then had a company who I thought was great and jumped on with them… promises of a family owned company led to hypocrisy and just plain old lies. As you said, they can fire you at any time for any or no reason. As I keep trying to decide what to do with being a one income family, my hear says run and do my own thi… afterall, I’m pretty sure I won’t lay myself off.
Anyways, congrats on the business, happy to hear of the success and keep up sharing with us all.
Thanks, Jeremy. This gives me some hope.
I hope you don’t mind if I post a link to this on my Facebook.
No, I don’t mind at all!
This is great, JT. May we all find this one way or another.
This was very inspirational. I graduated from CSU Fort Collins last December and Ive really been struggling with what to do when my student employment expires in May. I dont like the idea of working in a huge company, but the thought of being jobless with a ton of debt scares me even more. Im also getting married in May, and we want to move, but dont know exactly where we want to move. All the freedoms of freelance really appeal to me, but I fight with my self-doubt and wonder “Can I REALLY make a living working for myself?”
This blog has given me a lot to think about. It has let me know that there really are people out there who freelance for a living, and truly enjoy it, and I feel relieved. Thank you.
I noticed little to no rust :D
On the contrary, this was an interesting, inspiring post. Now I just need to figure out how to silence both my family and the in-laws over my lack of work ethic (both my husband and I come from hard working backgrounds where writing isn’t a real job…*sigh*)
Either way, it’s nice to read someone put the situation of stability and security with a job in a different, more favourable to freelancing, sort of light.
Thanks
–Saronai