Inspire Your Audience

Vanessa Jupe

Founder • Entrepreneur • Former Executive of Product & Design at Fortune 500 Firms

Expert in Humane Workplaces, Modern Leadership, and the Future of Work.

Helping companies build cultures where people and performance thrive.

Vanessa Jupe, a woman with blonde hair, in a gray dress sitting on a blue armchair, smiling, in a modern interior with artwork on the wall behind her.

Vanessa blends two decades of corporate leadership with deep research on humane work.

Highlights include:

  • Former SVP of Product & Design at a 500-person insurtech startup

  • Executive leader of digital strategy at USAA and H&R Block

  • Founder of Leva, a parental support platform serving companies nationwide

  • Creator of 101 Ways Out, a global research project on work, identity, and freedom

  • Speaker at leading events including:

    • Hint Health conference

    • TeamKC Training Camp (annual talent summit)

    • NXTSTAGE Innovation Summit

    • C3KC Conference

    • PEER 150 HR Events

    • Global Entrepreneurship Week KC

    • Multiple college campuses

    • Corporate Town Halls

  • Corporate Partnerships with Texas811, Ballentine Partners, Bishop-McCann, Root Financial, and additional enterprise clients

Signature Talks

  • How to build cultures that actually retain talent.

    Big Takeaways:

    • Why traditional management is failing

    • The 3 elements of psychologically safe workplaces

    • How leaders can show strength and humanity

    Evidence-Based Insights:

    • Research from behavioral science, maternal wellbeing, and employee engagement

    • Patterns uncovered through 101 Ways Out

    Stories:

    • High-performing teams Vanessa has built

    • Moments that shaped her leadership philosophy

    ROI for the Audience:

    • Leaders gain actionable frameworks

    • Teams gain trust and clarity

    • Organizations gain loyalty

  • From burnout to reinvention — what people wish they had known sooner.

    Big Takeaways:

    • The five most common catalysts for “leaving”

    • Why traditional success models no longer work

    • What people discover on the other side

    Evidence-Based Insights:

    • Direct interview data from diverse global participants

    • Trends in remote work, digital nomadism, and lifestyle design

    Stories:

    • The moment Vanessa knew she had to “step out”

    • The most surprising reinvention stories

    ROI for the Audience:

    • Inspires bold thinking

    • Helps people reconnect with purpose

    • Ideal for innovation teams & professional development events

  • Why working mothers are leaving in record numbers — and what leaders must do now.

    Big Takeaways:

    • The hidden forces pushing women out: workload, identity strain, policy failures

    • The ROI of supporting parents: retention, engagement, and organizational stability

    • The 5 non-negotiable cultural shifts every company must make

    Evidence-Based Insights:

    • Gallup, McKinsey, and 101 Ways Out research

    • Data from maternal health, burnout, and employee turnover

    Stories:

    • Corporate moms trying to survive “the second shift”

    • What 50+ escape stories reveal about work today

    ROI for the Audience:

    • Immediate changes leaders can implement

    • Lower turnover costs

    • More productive, engaged teams

  • Modern benefit strategies that are effective, scalable, and human.

    Big Takeaways:

    • What parents actually need — and what HR can stop doing

    • The critical difference between policies and support

    • How to measure the impact of parental-support programs

    Evidence-Based Insights:

    • 101 Ways Out findings

    • Leva user data + industry benchmarks

    Stories:

    • HR leaders drowning in outdated systems

    • Companies that got this right

    ROI for the Audience:

    • Save HR time

    • Improve retention

    • Strengthen employer brand

  • Why the maternal health system is cracking — and what companies can do.

    Big Takeaways:

    • The motherhood penalty: what it is and why it persists

    • Mental health realities for modern parents

    • How employers can fill systemic gaps

    Evidence-Based Insights:

    • U.S. maternal health statistics

    • Corporate trends

    • Global comparisons

    Stories:

    • Mothers who hit breaking points

    • Leaders who stepped up and made a difference

    ROI for the Audience:

    • Understand the cost of inaction

    • Implement simple, high-impact adjustments

    • Strengthen care-driven leadership

Audience Testimonials

Thank you for your time and wisdom in creating a truly inspiring afternoon!
— Gina Stingley, G3KC Organizer
I sincerely enjoyed the conversation and gained so much insight and confidence from the panel. Thank you for being brave and paving the way for future women entrepreneurs!
— Anne Hickman, Ed.D, CTE Director
Thank you for bringing these facts to the table and sharing your authentic journey. You did an amazing job!
— Jenn Kabler, Revenue Director
It’s so inspirational to see your passion come to fruition, and what a strong business leader you are. Thank you for sharing your experiences — both positive and bumps along the way — so our students can see what it’s like on the other side of the desk!
— Professor Teresa Harrison, UIW
It was amazing learning from you and hearing your powerful insights, Vanessa Jupe!
— Dr. Kirsten Brown Persley, Founder and CEO Persley Advisors
You were impressive and engaging and thoughtful and positive. Thanks for guiding us on this important topic.
— Joe Gagnon, CEO

Booking Information

Speaking formats include:

  • Keynotes

  • Fireside chats

  • Panels

  • Corporate workshops

  • Podcast / media interviews

To bring Vanessa to your conference, company, or workshop: