I think I'm in the same position as him. I had several job changes over the past few years, across different industries - still finding that sweet spot. I guess getting a degree is essential in Singapore, at least for Singaporeans. Considering our work performance is at least an above average, we are only recognised by our immediate supervisors or the company and our salary and bonus depend largely on immensely huge efforts to prove ourselves. However, with a degree, there's definitely an improved credibility to take on leadership roles, which also pays better. So, why not take a degree?
To AndersonL, yes you need a degree. But decide on where your end destination is first - which is the highest possible position in the industry you think you can be and want to be in. Then, work backwards. From my experience, there's really no point "trying out" different jobs. Cos usually, the difficult parts are at the beginning and they're out to test your resolve of how much u want in. The sweet parts are only once u pass that stage after probably a couple of years, if not, a few years.