In this episode, Bryan Haakenson sits down with Jill Robb, CMO at OttoMoto, to explore her global career and the path that led her into the automotive space. With experience spanning retail, ecommerce, banking, insurance, and advisory work, Jill shares how each chapter shaped her perspective on analytics, efficiency, and customer experience. She reflects on building and running her own businesses, working across Europe and the U.S., and why fast-moving,
innovation-driven environments continue to motivate her work.

Jill also offers insight into the independent dealer landscape. She discusses where outdated processes create friction and how modern solutions can meaningfully improve the buying and lending experience. Together, she and Bryan unpack lessons dealers can borrow from retail and international markets, the balance between innovation and regulation, and why simplifying processes benefits both dealers and consumers. It’s a discussion centered on finding better ways for independent dealers to evolve while still serving their communities well.

In this episode, Bryan Haakenson sits down with Carol Docalavich, President & COO at OttoMoto and DealFI, to explore her wide-ranging career and the path that led her into the automotive world. With experience spanning franchising, software, real estate, and now auto, Carol shares how each chapter shaped her perspective as a leader and entrepreneur. She reflects on what she’s learned from building businesses, supporting independent operators, and adapting through shifts in technology, markets, and consumer needs.

Carol also sheds light on the independent dealer landscape, discussing why these entrepreneurs are often underestimated and how OttoMoto’s platform is designed to give them the tools, lender access, and efficiencies they’ve traditionally lacked. Together, she and Bryan dive into the challenges independents face, the pitfalls of rapidly evolving technology, and the importance of solutions that truly educate dealers and streamline their processes. It’s a conversation about innovation, transparency, and the growing opportunities for independent dealers to level up and thrive.

In this episode, Bryan Haakenson welcomes Rebecca Silvia, Profit Participation Director, to share her story of building a career in a space where women are still underrepresented. With more than 20 years in the automotive industry, Rebecca talks about her path from early roles in customer service and business development to leading inside sales teams and ultimately becoming a key voice in profit participation. Along the way, she reflects on the challenges of stepping into leadership, the importance of confidence, and the value of being willing to learn and adapt.

Rebecca also highlights the power of mentorship, sharing both the positive impact her father has had on her and the fulfillment she’s found in guiding others in their own careers. Together, they discuss why diverse voices matter in shaping the future of the auto industry and how opportunities continue to grow for women in leadership.