The angry sound of a trillion BBs is hitting the old metal roof of this Texas ranch house as a thunderburst opens up overhead, dumping a tsunami of water so vast it will flood all the nearby rivers in minutes. Here, the Texas Hill Country stretches in gentle waves of limestone and cedar, vineyards catching early light like strings of jewels draped across the landscape. A hawk circles overhead, its cry echoing off the hills as it navigates thunderheads the size of skyscrapers. Last weekend’s drive through these rolling hills still lingers — the old farmhouses weathered by decades of sun, the way light plays across the land at golden hour. It’s not Tuscany, but maybe that’s exactly the point.
Italy’s Siren Song
Three weeks since returning, and Italy still inhabits my bloodstream like a fever I can’t break. Florence calls with the voice of every Renaissance master who ever mixed pigment on a worn wooden palette — and I can’t get it out of my head.
My right brain — the creative me, the dreamer, the one who loses hours drowning in a single Caravaggio — refuses to let go. I can still smell the turpentine of ancient studios, hear the scratch of charcoal on paper from my lesson at Studio Ten, see afternoon light pouring through magnificent windows onto marble floors worn smooth by centuries of artistic pilgrims.
The Florence Academy of Art represents everything my creative soul is starving for: three years of intensive training, daily immersion in techniques refined over generations, the simple luxury of showing up each morning with nothing on my mind but becoming better. Not managing. Not building. Just becoming.
The Texas Chains
Texas holds me with different chains entirely — golden ones, perhaps, but chains nonetheless. My left brain — practical, responsible, annoyingly logical — keeps running the numbers. The empire I’ve built over decades sits here, rooted in this soil like those ancient live oaks that refuse to be moved. Employees depend on me. Millions trust and rely on me showing up.
More than that, my work transforms lives. I don’t just teach painting techniques; I help people discover who they might become. I help them live their dreams and find their tribe. It’s not merely a living — it’s a legacy. How do you abandon something that gives others the very transformation you’re desperately seeking for yourself?
The Ghost of What Might Have Been
Memory is a particular kind of torturer. Fifteen years ago, after selling our San Francisco-area house, I floated the idea to my wife: What if we raised the kids in Italy? What if I spent three or four years at the Academy while they grew up speaking Italian, eating real gelato, and understanding that the world extends beyond the American suburbs? She seemed on board. The kids would have thrived. I was ready. She was warming to the idea.
Then Pooter the dog got cancer, and everything derailed. Life got complicated. We moved to Austin on a whim, the kids got established in schools and friendships, and leaving would have been disruptive. Then somehow 15 years evaporated like morning mist burning off the hills, and that window slammed shut while I wasn’t watching.
Now I kick myself with the particular venom reserved for roads not taken. Fifteen years. Gone. If I wait another 15…
When Dreams Collide
Two dreams collide in my chest like continental plates grinding against each other, creating earthquakes in my soul. Can both exist? The romantic in me wants to believe in miracles of time management: Wake at 4 a.m. to work for a couple of hours and do meetings, head to school at 8, study art in Florence all day until 7, work the business and homework until midnight, sleep five hours, repeat. The realist knows that sounds less like ambition and more like a scheduled breakdown. Would I last a semester? A year? Would exhaustion destroy both dreams instead of fulfilling either?
The Mathematics of Impact
Multiplication matters more than any single painting I might ever create. That’s what the practical voice whispers when I’m brutally honest. If I stay here, keep building — I can touch exponentially more lives. Train millions more artists. One person studying in Florence is addition. Training others to teach and transform? That’s multiplication. But does that math mean my own dreams have to die on the altar of service?
I recall Richard Schmid telling me of his dilemma. “I could be a brilliant artist or a brilliant concert pianist. I wanted to be both, but I knew I could only do one well.”
The Retirement Lie
Some cheerfully suggest retirement as the solution, as if I’m suddenly going to transform into someone who retires, quits working, and heads to Florence with my RV. That’s not happening. I’ve seen what happens to driven people who stop driving — they park permanently. It’s like putting regular gas in a body that runs on jet fuel.
The Betrayal of Romance
What if Florence is a fantasy I’ve polished so bright it bears no resemblance to reality? What if I get there and discover three years of intensive training doesn’t deliver the transformation I’ve imagined? Or worse — what if it does, and then I face an entirely new conflict: abandon my carefully built business to pursue this newfound artistic mastery, or try to merge them, creating yet another impossible balancing act?
The Distance Between Dreams
An Italian family visiting Texas might feel exactly what I feel walking through Florence. The romance isn’t in the place — it’s in the distance from our daily lives and the difference from what our day-to-day surroundings look like. They might stand in my Hill Country at sunset and think, “This is what I’ve been missing. This simplicity. This space. These wide-open skies.” Meanwhile, I’m longing for their narrow cobblestone streets and Renaissance light.
We always want what we don’t have. But sometimes, just sometimes, that wanting is telling us something true.
The False Binary
Experts would say I’m manufacturing a false choice. That I’m creating binary thinking as a defense mechanism — it’s easier to say “this OR that” than to do the harder work of finding “this AND that.” But what if some choices really are binary? What if some dreams require all of you, not just the leftover pieces?
The Artist’s Answer
The artists I most admire would tell me something different: Stop talking and start doing. Pick one. Any one. Because the only guaranteed failure is spending another 15 years debating which dreams deserve to live while all of them slowly die.
The Space Between
But here’s what the voice of hard-won experience whispers: Conflicting priorities aren’t problems to solve. They’re tensions to manage. The pull between creation and multiplication, between personal mastery and collective impact, between the romance of Florence and the reality of Texas — maybe that tension is where the real art happens.
Not in choosing one over the other, but in living creatively within the space between them. Or maybe that’s just another excuse.
Testing the Waters
What if I started drawing every single morning, right here, before the day’s demands arrive? What if I tested the brutal schedule now, at home — eight hours of art study daily, life drawing locally, getting up at 4 and working until midnight? What if I scheduled one month next year — just one — to study somewhere, anywhere, with no guilt attached?
What if instead of treating this as an all-or-nothing proposition, I treated it as an experiment in living?
The Deathbed Test
Here’s what I know with absolute certainty: On my deathbed, I won’t regret the business I built or the lives I changed. But I will regret the art I never attempted, the skills I never developed, the version of myself I never met because I was too busy being practical. That regret will burn hotter than any success will shine.
The Window Opens
I’m thankful to be fully alive, healthy, and with choices. The kids are grown and launched. College is paid for. The business runs smoother than it ever has when I disappear for weeks. Maybe it’s not too late. Maybe it’s exactly the right time. Maybe this is the window I’ve been waiting for, and I’m just too scared to climb through it.
Maybe the romance isn’t in Florence or Texas at all. It’s in finally having the courage to stop choosing and start doing. If it’s important enough to be, it will become a priority. Or I’ll find another excuse.
Your Turn to Choose
If you’re reading this and nodding because you too have a dream gathering dust while you do the responsible thing — stop nodding and start planning. Not someday. Not after you retire. Not when the timing is perfect. The timing will never be perfect. Life will always get in the way.
What’s one small step toward that dream you could take this week? Not the whole dream — just a step. Call it research. Call it exploration. Call it foolishness if you must. But take it. Because 15 years from now, you want to be someone who tried, not someone who almost did.
I’ve already started life drawing, and I’m exploring art programs. It’s not Florence yet, but it’s movement toward my dream. Movement is everything.
The Courage Question
My friend Cesar Santos, one of the most accomplished classical artists alive, burned every bridge behind him, sold his house, moved to Florence, and changed his painting style entirely, putting his entire income at risk to follow new dreams. This took tremendous courage and doubled my respect for him.
Two women I met at the Academy, after raising kids and being caregivers for everyone else, decided it was their turn. They moved to Florence to study art. It took tremendous courage and unbridled passion. I admire this kind of courage and wonder if I have it in me.
What dreams do you have that require you to muster that same courage?
Letting go of comfort requires tremendous bravery. Moving out of our comfort zones to take risks with unknown consequences. Are you ready to let go and get uncomfortable?
Or will you be like me, writing about it 15 years from now, still wondering?
Your Dreams Can’t Wait — Neither Should You.
Eric Rhoads
PS: Last week I visited our 23rd Radio Forecast conference at the Harvard Club in New York, an elegant affair where I caught up with old friends. Also made rounds to the Salmagundi Club and National Arts Club to see artist friends. Now comes a brief silence — time for holidays, friends, family, and blessed freedom from airplanes.
IMPORTANT: In case you already forgot … a couple of years ago we were locked down, prohibited from travel and from being with the people we love. During that period and since then, a lot of those we love have gone away. Make sure you take advantage of every invitation. Go see family if you can. Be a part of the love, no matter how much work or hassle it might be. Our chances don’t always last and we need to grab them while we can.
Happy Thanksgiving!
Here are some great options for presents to put under your tree.
Remember: Every workshop you skip, every convention you miss, every retreat you postpone, every “someday” dream you put off … is another year of the same. Another year of wondering. Another year of watching others live the artistic life you dream about. The question isn’t whether you can afford to attend — it’s whether you can afford to wait any longer.
WATERCOLOR LIVE (January 23-25) — Our 6th annual online workshop is your chance to finally master the medium that intimidates so many artists. Whether you’re a beginner ready to conquer your fear of watercolor or an experienced painter seeking to elevate your skills, this three-day intensive will transform your approach. World-class instructors, live demonstrations, and the convenience of learning from home. Don’t let another year pass wishing you knew watercolor. Artists are already signed up to attend from a dozen or more countries. www.watercolorlive.com
WINTER ESCAPE TO HILTON HEAD & SAVANNAH (February 22-28) — URGENT: 19 seats remaining! While winter storms rage elsewhere, you’ll be painting with your toes in the sand, sipping drinks with umbrellas in them. Mornings on Hilton Head beaches capturing sunrise light, afternoons in Savannah’s historic squares. This isn’t just a painting retreat — it’s permission to choose joy over endurance, creation over hibernation. Those remaining seats won’t last through the holidays. www.winterartescape.com
PLEIN AIR CONVENTION (May 17-23, The Ozarks) — This isn’t just an event; it’s a phenomenon. A gathering of your tribe — artists who understand the pull of morning light, the challenge of changing conditions, the joy of painting alongside kindred spirits. 80+ world-class instructors across five stages, daily painting excursions, and more fun than should be legal. Our main hotel is SOLD OUT, but we have four overflow hotels filling fast. People are planning road trips and caravans from across America. Price increases Valentine’s Day — secure your spot now before you’re watching from the sidelines. www.pleinairconvention.com
This actually helped me more than I expected.
Maybe you can create a “satellite” office in Florence. I’m sure many on your team would also love the opportunity to work/study in Florence. You may need to dial down your involvement to pursue the Academy, but with the right people in place, surely it can happen, even without the crazy schedule you outlined.
I have a friend that moved to another country in 2020 because it was her desire to raise her kids there for a period of time. I encouraged her that anything is possible, so she hired a manager that oversees her takeout food business that is in NYC and Brooklyn. She visits once in a while, but manages it from a 12 hour time difference, and it’s thriving.
A few years will go by in a blink of an eye. If it is God’s will for you to go to Florence, which it seems like it is, ask God to make a way for you. Your desire to further your own art mastery has been there for a long time. It’s time to invest in you. You’ve poured out for so long… it’s time to fill your well. This is just an opinion from someone who has faced much of the same sort of thoughts as you for 15 years. Like you said, let’s not let it be another 15. I will be praying for the fulfillment of your heart’s desires, Eric! Thank you for sharing your story.
P.S. And btw, I’ve also had an idea for a similar book to write. I feel like we’re cut from a similar cloth. When it’s the right time, I’m sure God will lead us to write our own versions. Stay blessed!
Hi Eric
I wish I had answers to your questions. Only you can have the answers. I believe you have everything and all the tools you need to be the artist you are supposed to be. Now it’s finding you and the dedication to fill hundreds of canvases and making the time to dig deeper. You know how to paint and to keep getting better with each painting. Its inside, make the time needed happen. Delegate your responsibilities. You can and perhaps have both.
Your gut is telling you something. Perhaps it’s your soul speaking . Be thankful and move ahead. Always go with your gut
God Bless
What a great reflection. What matters most is truly the right perspective. I couldn’t stop reading it.
Eric, my mantra: NEVER look back. Steals energy from your now and from your future. Been to Italy more than once. 85 and still painting here. Try the California coastal light – better than along the Med.
Cheers, Jack jackdykstrafineart.com
Dear Eric, Thank you once again for sharing so transparently. Some of us are at a stage in life just beyond where you seem to be right now. Ego is formidable and disguises creative alternatives that are right in front of us. Yes, you have a tremendous Legacy to protect and it seems that you are being called to do that work, AND that there is something new for you to explore once the business is in good hands and all you need to do is shepherd. How wonderful, to have the knowing that something is leaving and something is coming for you as you make some transitions. Eventually, all of us will be giving up everything so why not have some say about it now. And… What does Spirit have to say about all of this when you are listening to that small still voice? Maybe you take a year to search the ends of the earth for your Clone(s), get them going and build a creative bridge from your full time to maybe quarter time involvement? Heck, it sounds too much fun to give it all up entirely. And what, God forbid, if we all wake up one morning and you are gone and haven’t left your Empire in good hands? Maybe this is what you are working up to? I for one, can’t imagine a replacement for you, nor the business without your oversight and tutelage. And yet, if you want to see this thing continue to do all the good it does, a transition has to come at some point, and your part in creating that transition is vital. You don’t have to let it all go, not 100%. Absolutely, not! We’ll still need to hear from you, and maybe that will be from Florence. 😉.
I say, go for it, Eric. You have the time and the money. You’ve trained others to handle the business…let them. You have the passion for art and improving. You don’t know how far you can get, but you won’t find out in Texas. An artist friend of mine now spends half the year in Tuscany. She’s never been happier or more productive, I would also love to do something similar, but we are involved here in ongoing cancer treatment. So what I do instead is sign up for as many workshops (domestic and foreign) as I think I can afford and get away with. It’s been a good compromise for me. Not the same as living abroad, but stimulating and exciting anyway.
Best of luck to you. And happy painting…abroad!!!
“But at my back I always hear
Time’s winged chariot hurrying near.”
Eric: Your writing is truly beautiful. Every week I look forward to having coffee and reading Sunday Coffee. I was watching Ted Danson in the second season of his new Netflix show where he finds new purpose and joy in becoming an undercover private detective- it is a soft mystery detective series- so pleasant: addresses some of the toppcs you touch upon- finding meaning in life and what you need to keep or give up for your dreams. I divorced amicably after 39 years of marriage, took a leap out of discontent and serendipitously reunited with my first love high school prom date. We had 12 years before he passed on but they were magical. I know you will reconcile your desires- you are a kind if Renaissance man. I had many interests and also had to chose so writing and art are my focus now that I’m alone to pursue them, and have been taking zoom classes since covid days with a wonderful teacher Barbara Dilorenzo through the Arts Council of Princeton. You might want to check her out for an on camera demo on art school live perhaps- she’s wonderfully talented and a lovely person. My career was Art teacher but now retired I am so happy just being a student and pursuing my fine art. Thank you for all you do- your writing as well is inspirational. Best- Louise Herman
www. louiseherman.com Instagram: Louise_d_herman
Another thoughtful, inspiring essay Eric. My biggest takeaway is your emulating the Florence lifestyle right where you are, testing waters, JUST do it! I can apply that to my life right now. Thanks for the nudge😊🙏
Wow! What a message you delivered this morning – had to read most paragraphs multiple times to soak it all in – really hit me at an intense level. Your Sunday Morning Coffee Emails are so thoughtful and mind provoking – never ever give up!
Dear Eric,
I did the summer program( Academic Drawing) at The Florence Academy in 2003. Grueling hard and transformative. One of the best decisions of my life. I was 53 at the time. Finally able to retire 5 years ago from my teaching job. I have moved to France and paint and draw every day in a slower more contemplative environment, that supports Art making. No amount of time is wasted at the Academy. It is filling the well.
Have the dates in the Ozarks changed!?
I so enjoy having my first Sunday morning cup of coffee reading your weekly newsletter.
I did, or rather am working towards, the balance of Tuscan life and my original home of NY. My husband and I are now both retired. We sold the “big house” on Long Island, got a small flat in Manhattan and then bought a small farm house in Tuscany in 2020. I have toyed with the idea of the Florence school (we are an hour and 10 drive away) Your article has prompted me to peruse this goal.
Eric, did you find it difficult adjusting to the academics in a foreign land? Or, were there expats attending as well?
I am really considering this path. Please if you could find the time to let me know I would appreciate it.
~Sabrina
PS. I have attended Watercolor live and it has catapulted me to new heights. Thank you.