Insurance Keynote Speaker Ryan Jenkins
Wall Street Journal Bestselling Leadership Author
and Award-Winning Keynote Speaker
Build More Connected Insurance Teams
Insurance has always been built on trust and relationships. As the industry becomes more digital, distributed, and AI-enabled, those human relationships are becoming even more important.
Today’s insurance organizations are navigating rapid advances in AI and automation, changing customer expectations, talent and leadership transitions, and a multigenerational workforce with up to five generations working side by side.
Today's insurance organizations are working to:
Strengthen teamwork and collaboration across offices, functions, agencies, and locations
Connect a multigenerational workforce with different expectations, experiences, and communication styles
Attract, engage, develop, and retain the next generation of insurance professionals
Transfer critical knowledge and expertise from experienced professionals to emerging talent
Better understand and build relationships with customers across generations
Embrace AI and technology while strengthening the human skills and relationships technology can’t replace
Ryan equips insurance professionals with practical, research-backed strategies to build stronger relationships, communicate more effectively across generations, and create teamwork that drives better performance.
Whether speaking to executives, agents, advisors, underwriters, sales professionals, emerging leaders, or industry associations, Ryan delivers an engaging keynote experience with actionable insights that strengthen workplace culture, improve collaboration, and prepare people for what’s next.
As insurance becomes more digital, trust and human connection become more valuable.
Proudly Trusted By:
Ryan’s Keynote Topics for
Insurance Organizations
Connectable
Strengthening Relationships to Improve Teamwork, Engagement & Customer Experience
Insurance is a relationship business. The connections employees have with their leaders, colleagues, agents, advisors, and customers directly influence trust, teamwork, engagement, and performance.
Ryan reveals practical strategies to strengthen workplace relationships and create cultures where people feel seen, supported, and connected.
Improve teamwork across functions, offices, agencies, and locations.
Strengthen relationships between employees and leaders.
Build workplace connection that increases engagement and retention.
Create stronger internal relationships that positively impact the customer experience.
Generational Connection
Leading, Working & Connecting Across Generations in Insurance
Today’s insurance organizations aren’t just employing a multigenerational workforce—they’re serving multigenerational customers.
Ryan helps insurance leaders and professionals move beyond generational stereotypes to understand the experiences, expectations, and communication preferences shaping different generations.
Understand what motivates different generations at work.
Improve communication and teamwork across generations.
Attract, engage, develop, and retain the next generation of insurance professionals.
Strengthen knowledge transfer between experienced and emerging talent.
Better understand how generational differences influence customer expectations and relationships.
Team Binding
The Relationship Advantage in the Age of AI
As AI and automation transform underwriting, claims, sales, service, and how insurance work gets done, strong human relationships become even more valuable.
Ryan introduces the practical habits and systems that help teams continuously strengthen trust, alignment, and support through constant change.
Build stronger, more connected teams across roles and locations.
Strengthen trust and collaboration through change.
Prepare employees to embrace AI and technological advancement.
Strengthen the human skills technology can’t replace.
Move beyond occasional team building and create continuous team binding.
Every leader needs
to hear Ryan.
-Patrick Lencioni
Who Should Book Ryan Jenkins for Insurance Events?
01
Insurance Executives & Senior Leaders
EEquip leaders with practical strategies to strengthen culture, improve teamwork, navigate generational and talent transitions, and confidently lead people through industry change.
02
Agents, Advisors & Customer-Facing Teams
Help insurance professionals strengthen relationships, communicate more effectively across generations, improve teamwork, and create more meaningful customer experiences.
03
HR, Talent & Emerging Leader Programs
Give current and future leaders actionable tools to engage a multigenerational workforce, improve knowledge transfer, strengthen retention, and develop the next generation of insurance leaders.
04
Insurance Associations & Industry Conferences
Bring an engaging, research-backed keynote speaker to your event who understands the people side of insurance…from generations and teamwork to human connection, leadership, talent, AI, and the future of work.
Insurance Organizations Ryan Has Worked With
State Farm
Northwestern Mutual
Liberty Mutual Insurance
Assurant
Manulife
Aetna
Delta Dental
Energy Insurance Mutual
Connell Insurance
Unum
Westfield Insurance
West Bend Mutual Insurance Company
Nuclear Electric Insurance Limited
Association of Home Office Underwriters
Insurance Accounting & Systems Association
Berkeley Professional Design Underwriters
Willis Re
The Impact of Ryan Jenkins'
Keynotes on Insurance Organizations
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Stronger Teamwork & Team Connection
Create more connected teams that communicate better, collaborate more effectively, and build greater trust across functions, offices, agencies, and locations.
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Greater Employee Engagement & Retention
Equip leaders with practical strategies to strengthen workplace relationships, engage employees across generations, and retain the talent your organization needs for the future.
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Better Generational Collaboration
Bridge communication gaps across generations and help employees understand, appreciate, and leverage the different experiences and perspectives throughout your workforce.
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Greater Knowledge Transfer
Strengthen relationships between experienced and emerging professionals so valuable expertise, institutional knowledge, and lessons learned move effectively from one generation to the next.
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Stronger Customer Experiences
Help professionals better understand and connect with customers across generations while strengthening the trust, communication, and human connection that differentiate exceptional insurance experiences.
THE BUZZ
Excitement from Engaged Audiences:
“Ryan sparked insights and ideas that I can apply in my team and across our company."
- Donna Kimmel, Chief People Officer at Citrix
“The best speaker we’ve ever had!”
- Ashley Breedlove, Director at CVS
“Ryan was phenomenal!”
- Kaylin Orr, Kimberly-Clark
“Great feedback from ALL attendees!”
- Mariana Fagnilli, VP at Liberty Mutual
"Utterly groundbreaking! Ryan equipped us to build a more connected organization with improved engagement.”
- Melissa Bernstein, Co-founder of Melissa & Doug
Why Book Ryan Jenkins for Insurance Events?
Insurance Experience, Research-Backed Insights
Ryan has worked with leading insurance organizations and understands the people challenges shaping the industry…from generations and knowledge transfer to teamwork, talent retention, customer relationships, and technological change. Every keynote is grounded in research and translated into practical strategies your people can use immediately.
Engaging, Practical & Actionable
Ryan combines compelling stories, humor, audience interaction, and practical takeaways to create a keynote that’s both engaging and immediately useful. Attendees leave energized, and equipped with ideas they can put into practice the very next day.
Customized for Your Organization
No two insurance organizations or audiences are the same. Every keynote is tailored to your people, incorporating your goals, challenges, culture, workforce dynamics, and industry realities so the message feels relevant and specific.
Ready to Build a More Connected Insurance Workforce?
Strengthen teamwork, bridge generational gaps, improve knowledge transfer, engage your workforce, and build the relationships that prepare your people (and your business) for what’s next.