At Goose Digital, we are proud to celebrate Jennifer Pugsley, our VP of Customer Success and Insurance SME, as she joins the ranks of Insurance Business Canada’s Elite Women 2025. This recognition underscores her unparalleled expertise, dedication, and commitment to guiding insurance providers through digital transformation and marketing innovation.

A Unique Blend of Insurance & Digital Marketing Capability.

Jennifer is first and foremost an industry partner, with deep insurance expertise, complemented by a strong foundation in digital marketing.

With over two decades of experience in insurance and more than a decade specializing in digital marketing, automation, and demand generation, she has always approached marketing through the lens of an insurance expert. Her deep understanding of the industry’s complexities allows her to help brokers, MGAs, and carriers modernize their approach to customer acquisition and engagement in a way that is truly aligned with their business needs.

Her ability to integrate traditional insurance knowledge with modern marketing techniques sets her apart.

She understands that not all campaigns are a win, and not all technology implementations go smoothly—but her strength lies in being a partner who is deep in the trenches with her customers, ensuring they maximize their digital investments over time. Whether it’s building broker engagement strategies, integrating smart automation, or driving millions in lead acquisition, Jennifer is always focused on delivering measurable, sustainable success in the simplest way possible.

“At Goose Digital, and for over a decade, I have had the privilege of learning alongside other experts in what I like to call best-of-breed marketing technology, CRMs, and evolving digital strategies. Goose doesn’t just work within the insurance industry but also with leading companies in fintech, software, and manufacturing. Because of this, I’ve been able to bring modern concepts into what we sometimes refer to as the legacy industry that insurance is—helping it evolve, modernize, and drive real growth. This is largely due to the people on my team and our partners around the table. It’s not enough to just know marketing, coupled with an insurance background” – Jennifer Pugsley, VP of Customer Success, Goose Digital

A Leader in Industry Conversations

Beyond her role at Goose Digital, Jennifer is a vocal advocate for industry advancement. As the co-host of Risk Takers & Trailblazers: Women in Insurance Podcast, she shines a spotlight on the experiences, challenges, and successes of women in the insurance sector. Through this platform, she fosters conversations that drive innovation in technology, marketing, and leadership—empowering industry professionals to embrace change.

Driving Success for Insurance Organizations

Jennifer has been instrumental in shaping growth marketing strategies for brokers, carriers, and MGAs at Goose. From launching high-performing digital campaigns to helping insurance leaders embrace marketing automation, she ensures that organizations aren’t just adopting technology but leveraging it effectively to scale their business.

At Goose Digital, we remain platform-agnostic, focusing on strategy, execution, and measurable outcomes. Jennifer’s passion lies in helping organizations craft strategies that drive tangible results. Technology, she believes, is simply the vehicle—the real innovation lies in how a company strategically implements and utilizes it to achieve its objectives.

Celebrating the Industry’s Elite Women

While we are incredibly proud of Jennifer’s recognition, we also want to extend our congratulations to all the remarkable women who made the Insurance Business Canada Elite Women 2025 list. Many of these leaders are part of our network, and we are grateful to work alongside them in shaping the future of the insurance industry.

As the insurance industry continues to evolve at an accelerated pace, the next decade will bring groundbreaking advancements in risk prevention and risk management technology. From AI-powered analytics and predictive modeling to real-time monitoring and automation, insurers are moving beyond traditional risk transfer and stepping into an era of proactive risk mitigation. These innovations will transform underwriting, claims management, and customer experiences, making insurance smarter, faster, and more effective.

Jennifer’s recognition is a testament to her passion, expertise, and dedication to driving digital transformation in the insurance sector. Whether through her role at Goose Digital, her podcast, or her advocacy for better leadership and modern technology, she is driving meaningful change.

Congratulations, Jennifer, and to all the inspiring women who are leading the charge in insurance! The future of risk management is being shaped today, and we’re excited to be part of what’s next.

If your organization is looking to modernize its marketing and embrace digital transformation, we’d love to help. Contact Goose Digital today to explore how our expertise can support your growth and success.