This as-told-to essay is based on a conversation with Ari Simpson, a 39-year-old entrepreneur from South Carolina, about her T-shirt side hustle. It has been edited for length and clarity.

Introduction T-shirt printing has become one of the most profitable and accessible businesses in the custom apparel industry. Whether you’re a creative entrepreneur looking to start a brand, a ...

The answer is yes, of course! But can you print an album cover on a shirt and SELL it? Hmmm… if you’re not afraid to pay big fines, you can, sure. So, in other words, no. It’s risky. You could even ...