I've made a career change, but like you I had no loans. I was also single and was able to find a graduate assitantship to pay for school.
It might be time to try and think outside the box. Are there any scholarships he can apply for? Is the degree he's seeking a graduate degree? Could he get a graduate assistantship to pay for it?
If he has a very specific program in mind, I would suggest he speak to someone in that department. When I wanted to go back to school I set up a meeting with the assistant chair of the department. She was very helpful in many ways, but she was very interested in helping me find ways to pay for school. Working with her, I was able to find an assitantship.
Are there any job opportunities at a college/university? Employees sometimes get free tuition or at least discounted tuition. If he's able to find a job at the school, he can begin taking a class or two each semester.
Talk to people and keep asking questions. There are ways to pay for school other than loans.
ETA - Since you mentioned he wants a Master's Degree, definitely ask about assistantships. My assistantship paid all tuition and fees, a monthly stipend (not much, but it was still helpful) and health insurance. I did have to pay for my books. Depending on the field it might be possible to get the books used. It's really worth at least exploring.