I have been building my business for 6 yrs now. I started as a brick and mortar, then soon realized that foot traffic alone would not keep my doors open! I have been working hard, and struggling, to stay afloat by diversifying my sales with Etsy/Ebay/FB marketplace and now OfferUp. I do not get a whole lot of sales off of OfferUp, but when I do it brings a new body into the shop. More often than not they buy more than what they came for and I have a new returning customer. I use OfferUp for the items I can't/won't put on other sites, i.e. project pieces of furniture or non vintage items. And I so TOTALLY agree with what @cyclomatic said in the beginning about treating your business like a hobby, WILL NOT WORK! I LOVE my job and what I do. I love meeting people and educating them about my items and their history. To me, CUSTOMER SERVICE is the key. Quality interaction and knowledge of what I am selling (it instills buyer confidence). I am "old School" I remember when someone cleaned your windshield and pumped your gas WITH A SMILE. And I still think that THAT is important!
You guys went MIA on us....glad your back!
Now, I didn't post all that to be boastful but just to illustrate anyone can be their own boss or have a legit side business. Now, understanding if you have the temperament or stomach for is something else. You have to know yourself and where your strengths and weaknesses lie. Nobody knows everything so you'll need solid, trustworthy support in some areas.
Here's one example: taxes. That word scares many of us. My wife is a brilliant tax preparer. I don't just say so because she's my wife. Six months into our relationship, it became apparent things were getting serious. We sat down, looked at my past 3 yrs of personal taxes. She amended those 3 yrs and got back nearly $12k!!! She's not a CPA but I feel she's as good and better than many CPA's. The avg person isn't up on IRS changes year to year....so much money and businesses go down the drain over tax problems.
Whatever venture you take up of sole proprietor-DBA, C corp, S corp or whatever....be sure you have a very good tax person to be sure your getting everything you deserve and you don't run into pitfalls that can ruin your venture.
PLEASE: I strongly recommend to stay away from those big box tax stores Liberty/H&R/Jaskson Hewitt. They run a cookie pattern program and lack the real knowledge of yearly changes and full benefits to their clients, hidden/confusing fees, overcharge and pray on low-income communities. Hopefully, I don't offend anyone working there.