Starting Over at Midlife: How I Found Freedom and a New Home in Thailand

At midlife I traded Olympic equestrian dreams for a new life in Thailand—proving you can recreate and redesign your life at any stage.

LIFESTYLE

Rick Silvia

8/29/20252 min read

USDF Gold Medalist, Rick Silvia - riding the black stallion, Rubinero - Wellington, Florida
USDF Gold Medalist, Rick Silvia - riding the black stallion, Rubinero - Wellington, Florida

Redesigning Life at Midlife: From Grand Prix Arenas to Thai Beaches

For much of my life, I was defined by a singular pursuit: equestrian excellence. My days were measured not in hours but in strides, rides and training sessions. In my late teens, I was given an extraordinary gift from my father; the chance to take my two competition horses to Europe. There, I trained with and competed against some of the best riders in the world. For years, I lived for the dream of Olympic glory.

But life, as I’ve come to realize, is never static. It bends, reshapes, and sometimes forces you to let go of the very thing that once defined you. For me, it came in the form of back problems that refused to be ignored. At first, I fought the idea that my body might not be able to continue to hold up. Eventually, I had to face reality: the chapter of my life as a professional equestrian had closed.

What opened in its place, however, has been far more rewarding than I could have ever imagined.

I leaned into my second passion—travel, exploration, and storytelling. Writing has always been my way of processing the world, and travel gave me a new lens through which to see it. In midlife, rather than clinging to what was, I chose to design what could be. That decision brought me halfway around the world to Thailand.

Wat Arun at sunset, jungle-framed ocean views, sunrise beach reflection, and a longtail boat
Wat Arun at sunset, jungle-framed ocean views, sunrise beach reflection, and a longtail boat

Drawn by favorable visa opportunities, I made this country my home base as I began exploring Southeast Asia. The past year has been a cascade of experiences I never could have scripted: jungle treks, island-hopping, learning Thai phrases from patient locals, and practicing yoga as the sun rises over the Andaman Sea. I’ve found myself in temples, absorbed in meditation, exploring Buddhist principles that have shifted the way I see my place in the world.

There’s something about starting again at midlife that is both humbling and liberating. Morning walks on the beach remind me that each day is a blank canvas. Conversations with fellow digital nomads over coffee reveal just how many of us have rewritten our lives, each story unique yet bound by the same courage to begin again.

The truth is, even if you believe you know your purpose, life has a way of surprising you. What seems like an ending can be the beginning of a more inspiring chapter.

I’ve written a book The Digital Nomad Blueprint for those who feel that pull to step into something new; especially those considering the digital nomad life. It’s not a collection of lofty dreams but a practical blueprint, something I wish I had when I first set out.

If there’s one lesson my journey has taught me, it’s this: reinvention is always possible. No matter your background, no matter your age, you can chart a new course. Sometimes, you simply need the courage to trade the familiar for the unknown.

And in that unknown, you may just discover a life richer than you ever imagined.