Dustin Bolander WINs By Simplifying Cybersecurity Insurance for SMBs

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Join me as I sit down with Dustin Bolander, a visionary entrepreneur who has carved a path from leading a Managed Service Provider to pioneering a cybersecurity insurance firm.
In a gripping recount of his professional voyage, Dustin outines his transition from IT to the intricacies of the insurance world. Our dialogue journeys through the start of his MSP, Clear Guidance, his strategic focus on law firms, and the epiphany that steered him towards Beltex, where he's reshaping cyber insurance.
For anyone curious about the alchemy of tech-savvy entrepreneurship and industry know-how, Dustin's story is a compelling testament to the power of experience and adaptation.
In the throes of a digital age where cyber threats loom large, we dissect the tough terrain of cyber insurance and its slow dance with technology. As Dustin and I unravel the challenges, from sluggish industry responses to events like Log4j to the evolving relationship between traditional insurers and MSPs, we reveal the transformative potential of MSP involvement. If you have ever wondered how these cyber guardians can turn the tide on post-incident recovery and redefine the insurance landscape, this insider's look offers a front-row seat to the metamorphosis underway.
Finally, we venture into the labyrinth of launching an insurance company amidst a tangle of regulations and the quest to make cybersecurity insurance accessible.
From the maze of state-level insurance laws to the creation of Beltex, Dustin peels back the curtain on the daunting yet rewarding process.
As we wrap up, our exploration emphasizes the indispensable role of MSPs, not just as IT managers, but as critical advisors in cyber insurance. For a deep dive into the confluence of technology, entrepreneurship, and the insurance industry, don't miss this illuminating discussion with a trailblazer who's charting a new course.

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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1. From Managed Services to Insurance (00:00:00)

2. Challenges and Innovations in Cyber Insurance (00:09:57)

3. Starting an Insurance Company, Navigating Regulations (00:17:57)

4. Insurance Industry Opportunities and Challenges (00:28:17)

5. The Importance of MSPs in Cybersecurity (00:32:09)