I wish I was half as smart now as I was at 16! But learning everything you don't know is part of the process. One thing I love about my work is I feel like I learn new things every day. Sometimes they're small little tweaks and hacks, and other times they're broader strategies or ideas. I originally drafted this list 7 years ago, after my 30th birthday, but decided it was due for an update. (I updated it at 35, too, but keep learning more!) For context, that was pre-Side Hustle Nation, pre-podcast, pre-kids, and pre-almost everything I'm working on now. I'd been a full-time entrepreneur for 4 years already at that point, but my business had seen lots of ups and downs. Turning 30 had hit me harder than I expected it to, and I'm guessing it was because I really wasn't where I wanted to be. I'd been battling with flaky developers, fighting with the state Assembly in Sacramento over affiliate marketing tax laws, and we were in the process of short-selling our home -- which had been a major source of stress. Seven years later, that stuff is thankfully in past, and I’m in a better place today. That's not to say I'm completely stress-free, but I'm incredibly fortunate to have a healthy family and to get to work on stuff I love every day. Each year that goes by makes me more and more aware of that fact. But the life I have today didn't happen overnight. It's the result of literally decades (well, at least 2) of entrepreneurial education, trial and error, hustle, and if I'm being totally honest, luck. In any case, here are 37 life lessons I've picked up in my 37 years on this planet. Enjoy!
The fastest way to multiply money? It might be reselling. That is, buy low, sell high, repeat. Keely Stawicki started reselling when she was just 12 years old, flipping a horse saddle on Craigslist and making $100 profit. Fast forward 15 years--and more than $270,000 in sales--and reselling is now her full-time gig. Today, Keely focuses mostly on vintage goods, clothing, and furniture--all items in great demand right now. Reselling is a business model we keep coming back to because it checks some of the boxes for an awesome side hustle: Anybody can do it It doesn't require a huge upfront investment It’s quick to get started and see results If this sounds like a side hustle you’re interested in, listen in to hear Keely’s top tips for sourcing profitable inventory, the types of products she sees doing well today, and where she lists and markets her items for maximum exposure and profitability.
Buy a house. Rent it out. Tenants pay it off for you. It’s possibly one of the oldest side hustles in the books, right? Done right, owning rental properties can be an attractive long-term income and wealth-building strategy. But done wrong, it can be a recipe for headaches and a mountain of debt. It’s a side hustle that I know a lot of the Side Hustle Nation readers and listeners are interested in (as am I). For this one, I collected my own real estate investing questions, and gathered more from the Side Hustle Nation Facebook community. On the other end of the line is Zach Evanish, a remote real estate investor and Director of Retail for Roofstock. Roofstock is a marketplace designed to make it easy to shop for, compare, and purchase rental properties. (Zach was Roofstock employee #3 -- and has bought 11 rental properties of his own through the platform.)
She always knew she wanted to start her own business, she just didn’t know what kind of business. Sound familiar? So, Sylvia Inks asked friends and colleagues what they saw her as an expert in, and what they go to her for advice and help with. Their answers? “They said I’m great with finances, and they said I have great research skills,” Sylvia told me. This helped Sylvia narrow down her focus to financial coaching. From there she started networking, wrote a book, and worked diligently on her presentation and speaking skills. Her business has taken off as a result. Tune in to hear how Sylvia found her niche, found her first clients, and continues to level up her impact and income. As you listen in, you'll notice the common theme throughout the call: conversations + action.