You may have noticed a little change of scenery around here. At the top of my site, there’s a sweet new header and logo, including a killer dollar bill listening to headphones.

I don’t know how you feel about my new logo, but I LOVE IT!!!! I’ve gone through some pretty crappy logos in the last seven or eight months, so let’s review the turdiness:

Logo 1

First Thousandaire Logo

This was my very first logo. It actually comes from when the site first started as www.thousand-aire.com (I’m so glad I got rid of that dash!) I just needed something before I could get a better logo, and I tried to integrate the dash on two levels. Super lame, I know. I also used this tiny logo to make room for a stupid advertisement banner across the top of my site. I quickly realized that I’d rather promote myself at the top of my page instead of random companies, although my adsense revenue was surprisingly at its highest with that banner at the top, despite really low traffic levels when my site first started.

Logos 2a and 2b:

Second Thousandaire Logo

Second Thousandaire Logo

Here was my second try. I decided to get rid of the advertisement and put up a bigger logo. The top logo was my first try, and the second is what happened after I sent it to a friend and he made it a little better. I liked this logo for about a week, and then realized that I wanted an actual picture of myself instead of a stupid cartoon. Plus, I had grown to dislike my website design in general. I decided to get a new website design, and a new logo to go along with it.

Logo 3

Third Thousandaire Logo

When I launched my new site design, I did so with a brand new logo. The idea here was to include a real picture of myself and put my site name out there. I still knew that I would want a new logo at some point, but I also knew that I didn’t have the skill to make something good or the money to buy something. This one lasted for about two months until I pulled the trigger on paying for a real logo.

New Logo

Fourth Thousandaire Logo

This is where I finally got serious about my logo. My website has grown a lot over the last few months (thank you so much to all of you!) and it wasn’t right to have all these new people show up to my website be greeted by an ugly, amateur logo. This website is like my baby, and let’s be honest; nobody likes an ugly baby!

I decided to pay for a logo, but I didn’t know exactly what I wanted and I didn’t like the idea of going to one designer and being stuck with his vision of what my logo should look like. I decided to use LogoTournament, which basically sets up a contest where thousands of designers submit their ideas and compete for the prize money you offer. All I had to do was fill out a bunch of information about my website and what I was looking for in a logo, set a prize amount (at minimum of $275), and wait seven days.

I set my prize package at $326 dollars. I wanted to be at least $50 more than the minimum because I had a feeling a lot of designers wouldn’t participate in contests that only had the minimum prize. Then I made it $326 to hopefully beat out all the people who set a $325 price. I have no idea if I could have gone lower and still gotten the logo I ended up with, but I’m very happy with the results.

The worst part of the experience was the first five days. I only had one or two designers working with me at the beginning and I wasn’t thrilled with the logos they were submitting. I was so discouraged that I started looking up information on the “money back guarantee” when, in the last 48 hours, a bunch of designers jumped in and did some great work.

At the end of the contest, I picked this one out of about 85 logos designed by about 10 artists. There were at least four logos that I though were worth my $326, so it was hard to make a final decision. That’s a nice problem to have though, and I think I ended up with a phenomenal logo that really represents what I’m trying to do here at Thousandaire.

And speaking of that logo, a dollar bill wearing headphones and jamming out to what is almost certainly Haven’t Made a Budget. Never in my wildest dreams would I have come up with such an incredible logo. Thanks Suke!

Future Changes

You’d think now that I’ve paid $326 for a logo, I’d be happy with leaving it alone. Then you might look back at me changing my logo four times in about seven months and realize that I like to tinker. Actually, the only change I want to make is an updated photo that is a little taller. I don’t like the empty space above my head in the photo right now, so I’m going to take a new picture from the chest up. As soon as that’s done, I think I’ll be done messing with my logo for good.

I’m also looking into putting the logo on business cards and t-shirts. I know nobody is going to buy a Thousandaire t-shirt, but I can give them away as presents. My friends and family would love a free tshirt, and I’d love the free chest advertising. It’s a win-win!

So now that my new logo is up, I would love your opinion. Do you guys think it is as awesome as I do? And for those of you that have your own business or blog, would you ever pay $326 for a logo?