There’s a very interesting trend on social media right now of people claiming to have made enormous sums of money selling “digital products.” I see the videos every day. “Watch my husband’s reaction as I tell him I made $350,000 in three days.” “How I became a multi-millionaire from digital products in a matter of hours.”
TBH, I do not always believe these people!
Set aside the fact that the digital products in question seem to be PDFs about… how to sell digital products. The bigger issue is that selling anything is hard. That’s why so many creators now rely on several different income streams: affiliate links, subscriptions, brand deals, etc. One lane is no longer enough in this economy!
I’ve had a side hustle since literally the week I graduated college. First, it was a booth in an antique gallery. Later, I worked a salaried job at one publication while contributing to others— for instance, writing occasional features for BuzzFeed while working as a magazine editor in Florida. Then, about a decade ago, I started selling on the secondhand platform Chairish. Within a few months, I was earning more from selling vintage than from my full-time, salaried job as a magazine editor. I’ve since become an eight-time Chairish Super Seller, and I’ve sold thrifted finds to celebrities and stylists.
I say all this to say, again: making money is hard. But it is doable, especially if you treat reselling like a business, instead of a get-rich-quick scheme.
Demand for secondhand has never been higher, and it’s showing up in every category, from clothing to housewares.
In eBay’s 2026 Recommerce Report, 47% of shoppers said they buy secondhand at least once a month, up from 35% the year before. In other words, secondhand is becoming a very central part of consumer spending behavior. It’s not a flash-in-the-pan or a trend. There’s real opportunity here, and the people who make real money at this aren’t lucky. They know what to buy, where to sell it, and what their time is worth. That’s what this guide is about.
When I mentioned in the subscriber chat that this guide was coming, the questions poured in.
Some of you are sitting on just a few great pieces and don’t know where to sell them. Some of you want to know if you have to be on Etsy and eBay and Chairish and 1stDibs. A lot of you want to know how on earth you ship a sofa. One of you runs a boutique that’s switching from new clothing to vintage and wants to know where to find it.
I’ve answered all of your questions here (but if you have more, drop them in the comments and we can go live to discuss!)
What’s in this guide
How to Determine What Your Time Is Worth
How to Decide What to Sell
Where to Find Your Merchandise
How to Select a Platform
How to Price Your Finds
How to Photograph and List Items
How to Ship Stuff
How to Find Buyers (Without Becoming an Influencer)
Some of My Biggest Flips
