Breaking Boundaries: How a Single Father Founded a $60 Million Company Marketing to Single Women

Jonathan Beskin is the Founder and CEO of SinglesSwag, a subscription service designed to empower single women. In less than five years, Jonathan’s startup has accumulated $60 million in revenue. He has been featured twice in the Inc. 5000 list. Jonathan is also a digital advertising and e-commerce expert and speaker.

In this episode…

Can you recall a time when you had an innovative idea that was immediately dismissed by your mentor? Chances are you’ve encountered rejection at some point in time. This experience can suppress your passion, leading you to neglect your idea entirely — but only if you let it. When faced with opposition from your peers, how do you respond? 

The natural response is to accept rejection and wait for your next million-dollar idea to strike. Jonathan Beskin knew he stumbled upon a worthwhile business idea marketing for single women. His mentor advised him to reconsider, worried a single male was ineligible to market to the female population. Confident in his abilities, he discarded his mentor's advice and pursued his business by himself — which paid off gratuitously.

On this episode of the Up Arrow Podcast, William Harris welcomes Jonathan Beskin, Founder and CEO of SinglesSwag, to discuss how he grew a prosperous business marketed to single women and the research he conducted to choose his sole demographic. Jonathan shares how he channels his anxiety into a healthy obsession, how his childhood has influenced his business mindset, and the challenges he’s faced as an entrepreneur.