What does it take to go from selling magazines at age five to leading a company from losing $1 million to generating nearly $500 million in revenue? Dianna Kokoszka will tell you—and she’s not holding back. Her story is part masterclass in mindset, part unfiltered look at the realities women face in male-dominated industries, and 100% proof that courage, strategy, and heart can change everything.

In this episode of She’s So Bossy, Jaci and Melissa sit down with Dianna Kokoszka—real estate legend, author of Becoming More, and creator of the game-changing BOLD program. Dianna shares:

• How she went from being turned down by 12 real estate offices to selling 104 homes her first year.
• The pivotal mindset shift that took her from personal financial crisis to building a $485M division at Keller Williams.
• The four “storytellers” in your head—and how to fire the ones holding you back.
• Why women must lean in, support each other, and refuse to stay small.
• How her new Mindset Assessment is transforming teams, leaders, and lives.

This conversation is equal parts inspiration and practical wisdom. Whether you’re growing your business, leading a team, or just trying to get out of your own way, Dianna’s insights will challenge you to think bigger, act bolder, and become more.

Resources & Links:

• Becoming More by Dianna Kokoszka – https://www.amazon.com/dp/B0C72P6WM7?ref_=cm_sw_r_cp_ud_dp_966B18M7JT9FARCX27Q9
• Dianna’s Mindset Assessment – https://take.quiz-maker.com/QEGH4FJ3B
• Connect with Dianna: https://diannakokoszka.com/ | https://www.linkedin.com/in/diannakokoszka/

Laurel Hess didn’t set out to disrupt an industry—she just wanted clean clothes and a little breathing room. What started as a working mom’s pain point turned into Hampr, a fast-growing, venture-backed laundry solution now operating in 20 states. In this episode, Laurel shares how she built one of the rare women-led startups to cross $1 million in annual revenue, without a roadmap, without pretending to know it all, and without letting fear stop her.

We dig into what it really takes to scale a business while raising a family, answering to investors, and still centering your team with empathy. From learning what a cap table is to shifting her company from B2C to B2B (and increasing revenue 15x in the process), Laurel’s journey is an unfiltered, deeply human look at what it means to “do it scared.”

If you’ve ever wondered how to grow with integrity, lead with heart, and juggle it all without pretending balance is the goal, this one’s for you.

What happens when a broadcast journalist turns PR pro, launches her own firm, gets acquired—and then buys it back? You get Sarah Segal. In this episode, Jaci and Melissa talk with the founder of Segal Communications about building a lifestyle PR agency in the competitive Bay Area, navigating the unexpected twists of entrepreneurship, and what it really takes to break past the $1 million revenue ceiling.

Sarah opens up about leading through uncertainty, the realities of hiring and delegation, and why transparency and trust are the cornerstones of her company culture. She shares how she’s preparing her agency for the next level of growth, what she’s learning from her newest hire, and the personal milestones that define her version of success (hint: they involve coffee, cake, and maybe a neck lift).

If you’ve ever wondered how to stay bossy without burning out, this one’s for you.