My experience is that people who say "Money is the root of all evil" have never been poor. There is NOTHING wrong with a job you appreciate that makes good money. Unfortunately there are almost no jobs in outdoor education or recreation that make for a livable income by themselves. I know of what I speak on this.
In 2003, after working the previous two summers as a seasonal NOLS instructor, I moved to Wyoming, put my belongings in storage in Lander, and proceeded to gain as much work as possible from NOLS.
I learned to be a professional mountain bum, living out of my jeep, on the couch at the Teton Valley Branch, the city park in Lander, or wherever I was able to hike independently when I wasn't on a course. When Teton Pass wasn't snowed in, I drove over to Jackson Hole and temped, cutting firewood, trimming shrubbery, or helping with construction.
When I had contracts with the school, I worked mountains in Wyoming, Montana, Idaho, and Oregon, caves in Nevada, and canyons in Utah. It was the best job of all time.
But as winter approached, work dried up to nothing both with NOLS and temping. I was getting deeper and deeper in debt, and I had to pack in the dream and accept that NOLS wasn't a viable career option for me.
Regular work for NOLS tends to follow a bit of the "old boy" network, except it would have to be expanded to the "old girl" network also. Like many jobs, to get more work, the right people have to know you and know you are available. Most of those who are "full-time" NOLS Instructors work 4-6 months a year and know people they can work for (often family) during the off time and leave at very short notice. Otherwise, work just doesn't come your way outside of peak seasons.
I could have made more than twice as much money working for the YMCA camp during the summer. Plus NOLS doesn't reimburse you for travel or maintaining your WFR certification. I actually lost money in the long run working for NOLS.
The result was that I found a balance that let me exercise my passions. And since I loved teaching, I went back to it. Now, fully certified with my master's degree, I make good money and get LOTS of time off to do the other thing I love, hiking. I am MUCH happier with a stable, sustainable career and a way to enjoy my life for weeks at a time in the backcountry.
Now as for my time with NOLS, and the debt I incurred, it's a lot like the Visa commercial: starvation grocery list with scavenging from the refugee bin - $42, WFR certification - $345, waking up in the Wind River Range with a fresh inch of snow on August 30th - priceless....
I'm glad I gave that life a try. I'm even more glad I have a livable income with a sustainable lifestyle now.