I miss my annual lunches with the great late Al Martin. While usually enjoying a Brazilian steak house, we would inevitably sit back and reflect on how many have come and gone, the hundreds of flash in the pans, talking big, and sometimes delivering big, for a moment, but most burn out just as quick. Meanwhile we scrappy producers, skipping the hype, embracing the hustle, are still here, years later.

There is an old joke among entrepreneurs that rings painfully true: “I work 80 hours a week just so I don’t have to work 40 hours for someone else.”
We laugh because it’s true. We do it for the freedom. We do it because we are building something that belongs to us. But in that pursuit of growth, there is a dangerous trap that catches too many talented producers and artists: the temptation to look “big” before you can afford it.
The Overhead Trap
When you start seeing a little success, the instinct is to immediately outsource. We want the fancy PR firm, the expensive web developer, or the high-end office space. We want to stop wearing all the hats.
But here is the reality: When you outsource too soon, your overhead balloons. You trade your sweat equity for cash you haven’t earned yet. Suddenly, you aren’t working 80 hours for freedom; you’re working 80 hours just to pay the invoices of the people you hired to “help” you.
Cut the Middlemen
As a producer of live events, I have learned this lesson the hard way. The entertainment industry is full of people who want a cut of the door. They promise exposure, branding, or prestige.
But at the end of the day, there are only two things that actually matter in this business:
- The Quality of the Show
- Butts in Seats
If an expense does not directly contribute to making the show better or getting a paying customer into the room, cut it. You will find that too many vendors want a percentage for adding very little value to those two metrics. If you can sell the ticket yourself, why pay a third party to do it? If you can build the relationship with the venue yourself, why pay a promoter?
The Power of Low Break-Evens
Here is the superpower of staying small and agile: You don’t need a Grand Slam to survive.
When you keep your operation scrappy and your overhead low, your break-even point drops significantly.
- The Bloated Business: Needs to sell out a 200-seat venue just to pay the loan sharks and the marketing agency. One bad snowstorm, and they are in the red.
- The Agile Producer: Can make a healthy profit on a Tuesday night with a smaller crowd.
This is how you survive the slow seasons. By keeping your costs down, you can weather the months where the crowds are thinner without panicking. You maintain the ability to pivot, change themes, or try new venues without a board of directors or a bank loan breathing down your neck.
Avoid the Debt Anchor
The biggest killer of creativity is debt. Avoid loans like the plague. When you owe money, you make decisions based on fear and monthly payments, not on artistic integrity or long-term strategy.
Bootstrapping is harder. It means late nights. It means learning how to do your own SEO, writing your own press releases, and maybe even setting up the chairs yourself. But that sweat equity buys you longevity.
Stay small. Stay agile. Keep the profits in your pocket, not in the hands of people who didn’t do the work.

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