Inspire, Empower, Transform
Book Jonathan Ainsley for Your Next Event

Experience industry-leading insights on flourishing longevity, intentional aging, and the future of thriving at every stage of life.
Jonathan shares his transformative message through podcasts, media features, and impactful presentations worldwide.

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Video Interviews

My Life's Encore - Beyond the Numbers

Imagine a world where aging isn’t about fading away— but one that is about flourishing with purpose and vitality. Jonathan Ainsley, the visionary driving that revolution is our guest today.

Modern Financial Wellness

In this episode of Modern Financial Wellness Jim Grace talks to Jonathan Ainsley to explore the concept of "flourishing longevity" and how it relates to rethinking retirement - the importance of planning for not just financial stability but also personal well-being and purpose as we age.

Shaping Change

Jonathan Ainsley joins Ross Marino to discuss how increased longevity is effecting retirees, and the opportunity offered by a more intentional focus towards Flourishing Longevity.

Hartford Funds Podcast Ep. 83

It’s not easy to shift your mindset on the type of advice you offer clients. Jonathan Ainsley, CEO of InvestInU discusses how financial professionals need to be intentional when transforming into a longevity planning practice.

Hartford Funds Podcast Ep. 86

Financial professionals can find out exactly what their clients want by offering and facilitating client workshops. Jonathan Ainsley, CEO of InvestInU shares how this very unique learning experience is the key to transforming your longevity-planning advice.

Podcasts & Press

ASHHRA Podcast with Bo & Luke Episode 14

Co-hosts Bo Brabo and Luke Carignan from The Bo & Luke Show bring you the latest insights and trends in the world of human resources.

Hartford Funds Podcast Ep. 86

Financial professionals can find out exactly what their clients want by offering and facilitating client workshops. Jonathan Ainsley, CEO of InvestInU shares how this very unique learning experience is the key to transforming your longevity-planning advice.

Longevity Advising Proves to Be a ‘Blue Ocean Strategy’

Inspiring clients to envision healthy, happy lives as future centenarians is good for advisors too, says this longevity thought leader.

CEO & Founder

Meet Jonathan Ainsley

Jonathan Ainsley is Founder and CEO of InvestInU, a leading platform to support individuals living to their full potential.

Recognized as a thought leader in the area of “flourishing" longevity, Jonathan was the Keynote Speaker for the Florida Council on Aging’s 2024 Annual Conference. Jonathan has developed training for Financial Professionals to provide a fresh perspective on longevity planning, allowing both the professional and their clients to benefit from the inspiration and energy this fresh perspective creates. With many now living far longer than they expected, the training uniquely includes facilitating advisory workshops for the financial professionals and their clients where participants begin to reframe and redefine what it means to successfully and to think about themselves and their futures in ways they might have before, shifting mindsets from ones of fear and frailty to ones of discovering a whole new world of opportunities they never thought possible.

Jonathan started in Financial Services in London in 1986 as a Bond Broker, moved to Orlando FL in 1999 and has been a resident in Central Florida ever since. Following time at SunTrust, in 2006, he joined Schwab Institutional as a Relationship Manager developing his passion for bringing simple but powerful solutions to those in his care and in 2012 joined Merrill Lynch’s Practice Management Consulting Group. During this time, the seeds for thought leadership and providing training for Longevity Advising were sewn. In addition, Jonathan became an accredited financial services coach through Clientwise and also became a Gallup Certified StrengthsFinder Coach. 

Workshop Participant Reflections

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"Jonathan is knowledgeable, engaging, patient, quick on his feet, and has a great ability to adapt/incorporate himself into the group he is working with."

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"Love the peace and soothing tone! He exudes confidence and knowledge of the matter. As mentioned earlier he believes in the program, is quite knowledgeable of it and through examples and his own experiences, led us formidably to see within ourselves and our teammates to make it practical for us."

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"Jonathan did a wonderful job keeping it casual and just going where the conversation led us. I love that it wasn’t a presentation, or that he wasn’t treating the day like a list of tasks that have to be checked off, but instead a conversation amongst the team, and in some instances I would consider it therapeutic. "

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"This was a life changing experience! I am so blessed to have been given this opportunity! Jonathan was very knowledgeable about the topic, passionate about the efficiency of it and conveyed and directed the discussion to provoke self-evaluation and implementation of our talents individually and as a team. our talents individually and as a team. "

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"The “safe space” atmosphere that was created and the ability for staff to share openly and without judgement."

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"He helped steer the flow of conversation, which was incredibly helpful. He also helped ease tensions and asked questions that alleviated some almost stressful or frustrating situations. Your calm composure was GREATLY appreciated. Thank you for your respectful and invested demeanor."

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"I had a very positive experience. I have taken many, many personality “tests” and character evaluations and this, by far, was the most helpful in building up people and allowing us to lean into who God made us to be. I enjoyed hearing not only those traits that I bring to the table, but also those blind spots that I need to be aware of, but not necessarily have to “fix”. I’ve had too many experiences where I was told I was lacking in certain areas and needed to work on that, rather then being told to invest in what I am already good at. I greatly appreciate this approach."

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