What really matters at the end of your life, and how do you make sure you’re living meaningfully now?

In this episode, Bill sits down with Elliott Kallen, founder and CEO of Prosperity Financial Group and co-founder of A Brighter Day charity, to talk about building a meaningful legacy, the lessons that come from deep personal tragedy, and how to live with passion in both business and life. From preventing teen suicide to guiding families through financial and life planning, Elliott’s story is one of resilience, purpose, and intentional living.

Topics Explored in This Episode:

(03:05) Building a Business & Facing Tragedy

• Elliott’s entrepreneurial path and buying out his partner.
• The devastating loss of his youngest son three weeks later.

(08:00) Founding A Brighter Day Charity

• Creating resources for teens on stress and depression.
• Launching a nationwide crisis texting hotline.
• Why so many teens feel isolated despite being “more connected” than ever.

(16:00) The Loneliest Generation

• Comparing today’s teen mental health crisis to the Great Depression era.
• How social media fuels feelings of inadequacy.
• Elliott’s “six-sided box” metaphor for mental health.

(18:50) Stories of Loss Beyond Money and Success

• How pressure and expectations in wealthy communities create risk.
• Per capita suicide rates in affluent vs. low-income areas.
• Why financial security doesn’t guarantee emotional well-being.
• Personal stories from Bill and Elliott.

(23:45) Living With Passion

• The “love, like, give up” exercise Elliott uses with clients.
• Why most retirees spend 6+ hours/day watching TV.
• Creating a life that your next generation admires.

(39:50) How to Teach without Raising Their Defenses 

• Timing is important when you express your concern to your children. 
• How you frame the question to your loved one can make a night and day difference in how they receive it.
• Why “I’m worried” works better than “You should.”

Thanks to Rick Crossland for being on the show!

Prosperity Financial Group: https://prosperityfinancialgroup.com

Get the Book: Driven by Elliott Kallen: https://a.co/d/26gb8eN

A Brighter Day Charity: https://abrighterday.info

Connect with Elliott: https://www.linkedin.com/in/elliotkallen

Bill Gallagher, Scaling Coach and host of the Scaling Up Business podcast, is an international business coach who works with C-Suite leaders to achieve breakthrough growth.

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