Rhonda Steger does not regret leaving a lucrative career in the insurance industry; becoming an entrepreneur has proven just as rewarding. Her leap off the beaten path started small when she opened her own compliance firm, but passion soon drew her even further afield, first to retail and then wholesale. Today, she leads Cobblestone Living, a women’s fashion and lifestyle brand that has turned into a thriving family business. For over 15 years, Rhonda and her husband have built their family brand together. While it began as a small retail shop, from bricks and mortar towards a wholesale business model, Cobblestone has seen sales grow exponentially ever since. As a result, Rhonda is not only building on success but also writing her daughter – now 18 and about to enter university –into corporate succession plans. We recently had a chance to sit down with Rhonda Steger to discuss her journey towards entrepreneurial success, her challenges achieving work-life balance and the prospect of her daughter taking over the business one day.