Mount Dora, FL
Creative on the Mend

One guy in his fifties, starting over — and figuring out that getting older doesn't have to mean getting lonelier.

New confession every week
Starting Over in My 50s I Don’t Feel Like Myself
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Nov 1, 2026 — Newest confession

Starting Over in My 50s I Don’t Feel Like Myself

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The Archive

30 confessions
Hollywood Studios With My Daughter | The Rides Wore Me Out!

Oct 28, 2026

Hollywood Studios With My Daughter | The Rides Wore Me Out!

Hollywood Studios Solo: 3 Star Wars Rides in Under 3 Hours!

Oct 25, 2026

Hollywood Studios Solo: 3 Star Wars Rides in Under 3 Hours!

I Almost Stayed Home… Then Magic Kingdom Gave Me This Night

Oct 21, 2026

I Almost Stayed Home… Then Magic Kingdom Gave Me This Night

Two Guys in Their 50s  One Bad Space Mission

Oct 19, 2026

Two Guys in Their 50s One Bad Space Mission

Starting Over in Your 50s: Are You Chasing the Wrong Life?

Oct 19, 2026

Starting Over in Your 50s: Are You Chasing the Wrong Life?

I’m 54. Why Do I Still Feel Stuck After Accomplishing So Much?

Oct 12, 2026

I’m 54. Why Do I Still Feel Stuck After Accomplishing So Much?

Starting Over at 54 Looks Different Than I Expected

Oct 12, 2026

Starting Over at 54 Looks Different Than I Expected

Dating Again After 4 Years… Was This Actually a Date?

Oct 5, 2026

Dating Again After 4 Years… Was This Actually a Date?

I Went to Animal Kingdom Alone… and Loved It

Oct 5, 2026

I Went to Animal Kingdom Alone… and Loved It

We Tried 4 Disney Parks in Our 50s… We Made It to two

Oct 3, 2026

We Tried 4 Disney Parks in Our 50s… We Made It to two

What Indiana Jones Can Teach Us About Our Own Creative Journey

Oct 3, 2026

What Indiana Jones Can Teach Us About Our Own Creative Journey

My Life Doesn’t Look Like I Planned—So I Went to Hollywood Studios

Oct 3, 2026

My Life Doesn’t Look Like I Planned—So I Went to Hollywood Studios

The Reality of Starting Over at 53 (It’s Not What You Think) | EPCOT Food & Wine Festival

Oct 3, 2026

The Reality of Starting Over at 53 (It’s Not What You Think) | EPCOT Food & Wine Festival

I Was a Disney Cast Member at 18. At 53, They Still Won't Let Me Back.

Oct 3, 2026

I Was a Disney Cast Member at 18. At 53, They Still Won't Let Me Back.

Why I Keep Going Back to Disney World (It’s Not for the Rides)

Oct 3, 2026

Why I Keep Going Back to Disney World (It’s Not for the Rides)

I Hit Every Goal This Year — So I Bought a Disney Pass

Oct 3, 2026

I Hit Every Goal This Year — So I Bought a Disney Pass

Finding Friends After 50: Scouting an Orlando Meetup

Sep 3, 2026

Finding Friends After 50: Scouting an Orlando Meetup

Caught in a Disney Springs Storm—and Still Glad I Went

Sep 3, 2026

Caught in a Disney Springs Storm—and Still Glad I Went

Making Friends After 50: One Question Changed Everything

Sep 3, 2026

Making Friends After 50: One Question Changed Everything

164 Days of Daily Vlogging: Burnout, Identity and What Comes Next

Sep 3, 2026

164 Days of Daily Vlogging: Burnout, Identity and What Comes Next

I Stopped Creating Every Day. Then the Creative Funk Set In.

Aug 4, 2026

I Stopped Creating Every Day. Then the Creative Funk Set In.

My Work Was Going Well. I Still Felt Lonely at 53.

Aug 4, 2026

My Work Was Going Well. I Still Felt Lonely at 53.

I'm Done Saying Maybe — Here's Why

Aug 4, 2026

I'm Done Saying Maybe — Here's Why

I Lost Everything at 53. Here's What I Gained

Aug 4, 2026

I Lost Everything at 53. Here's What I Gained

I Bought the Camera. Then Put Off the Dream for 11 Years.

Jul 5, 2026

I Bought the Camera. Then Put Off the Dream for 11 Years.

53 Years Old and Everything Changed in 60 Days

Jul 5, 2026

53 Years Old and Everything Changed in 60 Days

The Mount Dora Monkey Made Me Think About Belonging

Jul 5, 2026

The Mount Dora Monkey Made Me Think About Belonging

I Stopped Vlogging to Build a Business. I Missed This.

Jul 5, 2026

I Stopped Vlogging to Build a Business. I Missed This.

Starting Over at 53: What Happened When I Finally Let Go

Jul 5, 2026

Starting Over at 53: What Happened When I Finally Let Go

Picture Up

The Confession Lane

“After 35 years in entertainment and media, I came back home to Central Florida to rebuild from scratch: new town, new life, no map.”

So I bought a Disney pass, started pointing a camera at myself, and made myself get out the door. This is the confession lane: alone vs. lonely, starting over after 50, and what it actually takes to build real connection when you're beginning again.

Some weeks I'm wandering Magic Kingdom by myself. Some weeks it's a trail or an errand I almost skipped. But it's always honest.

If you're on the mend too, you're not watching from the outside. Pull up a chair. Tell somebody else in the comments where you're starting over from — that's the whole point.