Life can be a scary time for many jazz musicians over 50—certainly for me. As Ralph Peterson Jr. once said, when you hit 50, you’re entering the third quarter of life. That idea has always stuck with me. It can feel daunting, especially in a field like jazz, where youth is often equated with innovation, relevance, and opportunity.
Most of us didn’t pursue this path expecting riches or fame. But I think we all hoped—modestly, realistically—that we’d at least be recognized for our work. And that’s the tricky part. Because as you’re doing your best to be seen and acknowledged, there’s a constant wave of younger musicians moving to New York, hungry and talented, stepping into the scene. You pay your dues, and then someone else comes along and steps in. And sure, that’s how it’s supposed to work—there should be room for the next generation. But the truth is, the industry doesn’t always make room for you. Sometimes you get overlooked. And when you hit that 50-year-old mark, you can’t help but wonder: maybe it’s never going to happen.
And you know what? You might be right.
At least, it might not happen in the way you envisioned.
But that doesn’t mean it can’t still happen in a different way—maybe even a better way. It might not come with the same spotlight or recognition you once imagined, but that doesn’t mean it’s any less meaningful. What it does require is a revision of your plan. A willingness to let go of one story so that you can write a better one.
Sometimes, happiness and fulfillment come not from achieving what you set out to do, but from discovering something you never knew you needed. Maybe your career won’t be defined by headlining at the Village Vanguard or winning a Grammy, but instead by deep artistic breakthroughs, meaningful collaborations, or having your music resonate with a small but dedicated circle of listeners. Maybe it’s mentoring the next generation. Or creating work on your own terms, without needing a gatekeeper to validate it. There are many forms of success, and many ways to still find joy in the music. The key is being open to rewriting the story.
And I say this not as someone bitter, but someone who has actually been quite fortunate. I’ve experienced more success and recognition than many. I won’t say most—but certainly many. That’s pretty remarkable, especially considering I’ve worked a full-time teaching job for years. I’m not in the trenches, booking gigs every week or hustling nonstop to advance my performance career. I’ve done what I can to stay active: I release recordings, even if not prolifically. I maintain a solid Instagram presence. I post regularly on my blog. And I stay engaged in the musical discourse. It may not be the kind of discourse that gets critics excited—or furious—but I believe it speaks to the broader jazz community in a meaningful way.
I consider myself to be in a unique position because I know people who are still in the trenches—low- paying to no-paying gigs, scraping by, working day jobs outside of music—and I know people who are soaring on top. Playing the major venues, headlining the major festivals. And I just want to say: being a jazz star is not all it’s cracked up to be. People make a lot of sacrifices. It’s not like you get there and suddenly your life is a bed of roses. There are real challenges at that level too. Some sacrifice the opportunity to start families. Others forgo the stability of homeownership or fall behind in preparing for their senior years financially. The costs can be high, and the rewards—while meaningful—aren’t always sustainable or secure.
So you have to ask yourself: What am I really missing out on?
Of course, who doesn’t want a three-week tour in Europe? Who doesn’t want to play the major festivals? I’ve done those things. I’ve even been on a major label. And yes, it was a lot of fun. I do miss aspects of it. But I certainly don’t miss the travel. These days, flying feels like riding a bus with wings. It’s uncomfortable, draining, and airport security only adds another layer of stress. That old saying—the grass is always greener—definitely applies here.
The truth is, this path we’re on as jazz musicians isn’t linear. As an aspiring writer of fiction, I’ve written many stories, and what I’ve learned is that the finished version is rarely the story I set out to write. Things shift. Characters evolve. Plot points change. And yet, more often than not, the story becomes more profound because of that transformation. We can approach our careers the same way. Sometimes the version of success that finds you later in life is deeper, more grounded, and more personally rewarding than the version you chased in your twenties.
So what can we do? Here are a few ideas that have worked for me, and that I believe can work for others:
Redefine your audience.
Your circle doesn’t have to be the entire world. Sometimes ten people who are deeply moved by your music matter more than a thousand casual listeners. If my core base is a handful of horn players curious about attaching tubes to their instruments, I’ll take it.Mentor and collaborate.
Your wisdom is gold to the younger generation. Sharing it not only helps them, it keeps you connected to the vitality of the music. When knowledge is lived—not just book-learned—we often underestimate the depth of what we have to offer.Build your own platforms.
Blogs, podcasts, self-released albums, house concerts—these tools free you from gatekeepers. You don’t need permission to share your voice. I moved to New York during the height of the scarcity era, when getting heard meant selling your soul to the devil. Those days are over.Prioritize depth over breadth.
Maybe you don’t release ten albums a decade. Maybe you release one every few years—but it’s honest, layered, and meaningful. That’s still a legacy. A career isn’t defined by sheer productivity. Depth carries more gravity than volume.Take care of the whole person.
Music is central, but so are health, family, financial planning, and joy outside of music. Stability doesn’t kill creativity—it sustains it. Looking back, a Grammy on the mantle and twenty bottles of medication in the bathroom is not the life well-lived we should aspire to.
The music continues. And so do we. Not in spite of being over 50, but because of it. We’ve lived, we’ve seen, and we have something to say. And that—if we keep at it—is where the true power of our artistry lies.