Blog

Image for When to Leave Your Big-Name Advisor (And Why It's Hard)

When to Leave Your Big-Name Advisor (And Why It's Hard)

You've been with the same big-name firm for decades. You trust the brand, you know the logo, and honestly — they served you well. But is that still enough? This piece asks the question most people avoid: does your financial advisor still fit the life you're actually living? If you're approaching or already in retirement, it might be time for the same honest conversation you've had before about the house, the car, and everything else you've outgrown.

Image for The Anxious Upper Middle Class: Why My Most Successful Clients Are More Worried Than Ever

The Anxious Upper Middle Class: Why My Most Successful Clients Are More Worried Than Ever

Why are financially successful clients more anxious than ever? Jon looks at the guilt, fear, and precariousness felt by those winning in today's K economy.

Image for The Generational Wealth Transfer Myth

The Generational Wealth Transfer Myth

The "third generation curse" claiming 70% of wealth disappears is a myth based on a flawed 1987 study with no real evidence behind it. The real threat isn't financial incompetence but psychological differences: wealth creators' brains are wired by scarcity, while heirs' brains develop in abundance, creating different relationships with money.

Image for AI in Financial Planning: A Practitioner's Guide to Compliance

AI in Financial Planning: A Practitioner's Guide to Compliance

As a financial advisor and therapist, I've moved beyond AI experimentation to daily practical application within strict regulatory frameworks. This isn't about replacing professional judgment with algorithms; it's about responsibly augmenting expertise while maintaining the privacy and human insight that clients deserve.

Image for Why I Invest the Way I Do

Why I Invest the Way I Do

I got my start investing right in the middle of the 2008 crisis - watching client portfolios drop and learning fast what really matters. Those experiences taught me to focus on disciplined research, real risk, and income that holds up over time.

Image for The $400K Mistake: What Gray Divorce Really Costs

The $400K Mistake: What Gray Divorce Really Costs

Divorcing after 50 can mean emotional relief - but also financial ruin if you’re not careful. This straight-talking guide breaks down why gray divorce is rising and how to avoid turning freedom into a $150K mistake.