What if everything you've been told about aging is wrong?

In 2017, I found myself in a conversation that would change everything.

We were discussing how many students were graduating with degrees that didn't serve them well—and massive debt to boot.

That conversation sparked the creation of InvestInU, initially focused on creating more supportive campus experiences.

But as I dove deeper, I discovered something that shook me to my core:


We're living in an era of longevity illiteracy.

Hi, I'm Jonathan Ainsley and I'm the Founder and CEO of InvestInU, helping individuals live to their full potential through innovative longevity planning that transforms fear and frailty into a world of opportunities.

The Problem That Changed My Mission

After thousands of advisor-client conversations throughout my career, I witnessed a pervasive issue. People—including financial professionals—were stuck in a nearly 100-year-old retirement model centered on age 65, while their clients were living 20-40 years longer.

The consequences were devastating: Fiduciary breaches, client dissatisfaction, stagnant practices, and millions of people unprepared for the reality of 100-year lifespans.

That's when InvestInU evolved into something much bigger—a platform dedicated to transforming how we approach intentional aging and longevity planning.

Our Mission: Transforming 500 Million Lives

The InvestInU Mission is audacious but achievable: to transform the world so that at least 500 million people can meaningfully answer the question, "How do you InvestInU?" We envision taking the majority of the projected $5 billion USD monthly revenue and channeling it into a Foundation of Empowerment to invest in empowering humans across the globe.

Core Value #1: Purposeful Longevity

We champion proactive, holistic planning for vibrant 100+ year lives, empowering you to thrive with meaning, health, and joy across generations.

Core Value #2: Innovation-Driven Impact

We embrace cutting-edge tools like AI and geroscience to transform both financial advising and personal well-being.

Core Value #3: Community Connection

We foster supportive networks through mentor-member forums and advisor communities, creating collaborative spaces for shared learning.

Core Value #4: Client-Centric Empowerment

We help you overcome longevity illiteracy with tailored, actionable solutions that drive trust, engagement, and lifelong fulfillment.

Core Value #5: Ethical Excellence

We prioritize integrity and fiduciary responsibility, ensuring alignment with the highest standards of trust and compliance.

Why You Can Trust Me to Guide Your Transformation

Innovative Founder and Thought Leader

I founded InvestInU and developed the NASAA-approved Longevity Advisor Training Program, earning recognition as a Flourishing Longevity Thought Leader by AARP and the Florida Council on Aging. My keynotes don't just inform—they reframe aging for thriving, not just surviving.

Proven Industry Veteran

With over 15 years consulting and coaching at Schwab Institutional and Merrill Lynch's Practice Management Consulting Group, I've shaped thousands of advisor-client conversations. I understand the real challenges: fiduciary risks, client engagement struggles, and the pressure to stay relevant in a rapidly changing industry.

Certified Coach

Credentialed as an Accredited Coach (ACC) with the International Coaching Federation and a Certified Gallup StrengthsFinder Coach, I excel at creating safe, transformative spaces. My testimonials consistently praise my patient, insightful approach to both personal and professional growth.

What Makes My Approach Different from Every Other Financial Educator

I'm different than other financial educators because… I combine decades of real-world experience at Schwab and Merrill Lynch with a passion for longevity planning, creating NASAA-approved programs that bridge fiduciary compliance with transformative client outcomes.

Unlike traditional financial education courses, I focus on holistic, 100-year life strategies that deliver referral growth and an ROI exceeding 80x for advisors.

But listen, I'm anything but "normal."

I'm a visionary who's redefining aging itself. While most financial training clings to a 100-year-old retirement model, I'm pioneering a movement to empower advisors and individuals to plan for vibrant, purposeful lives into their 90s and beyond, creating tools like the Flourishing Longevity Scorecard.

I fully support weirdness. After all, I'm a certified Gallup StrengthsFinder Coach and ICF-accredited coach who embraces the "weirdness" of thinking far beyond 65 (for all ages). I thrive on sparking unconventional conversations about aliveness, purpose, and AI-driven ethics, helping clients and advisors break free from outdated norms.

My approach is unique in that… it integrates ethical frameworks, AI tools, and geroscience insights to address longevity illiteracy head-on. By blending compliance-safe advisor training with a digital platform for individuals, I create actionable, cross-generational solutions that reduce fiduciary risks and boost well-being by 20%+.

My favorite thing about this work is... witnessing the aha moments when advisors and clients realize they can reframe aging from fear to opportunity. Whether it's an advisor securing a practice's future or an individual rediscovering joy, I love empowering people to live and lead with purpose and fulfillment in an aging world.

The Journey Continues

What started as a conversation about student debt has evolved into a global movement to redefine aging. InvestInU has integrated Longevity Planning with what I call the "3 Revolutions"—transforming not just how we plan for longer lives, but how we live them.

This isn't just about adding years to your life. It's about adding life to your years.

Whether you're a financial professional ready to future-proof your practice or an individual seeking to unlock your bigger view on life, I'm here to guide your transformation.