The Workman W-58, Maco V-58, and Jetstream JVT-10 are all the same antenna made on the same assembly line. They are a loose knock off of the Avanti AV-170 Sigma 5/8. They use what is called a "Beta" match (the hoop with feed point) along with changing the vertical radiator length to tune the antenna. In my experience, they are fairly easy to tune especially if you have an analyzer (adjust the feed point first for best reactance, then adjust length for lowest VSWR; rinse repeat).
Like most things, you get what you pay for so if you have mild winters and no ice buildup, you will probably be good to go. If you do have conditions for ice buildup on the antenna and high winds, the antenna isn't going to make it too many years. I have those conditions and have had 3 come down in the last 30 years (along with other antennas too). And that is even after I had "ruggedized" them.
I think the general consensus is that the SPT-500 uses a bit better quality aluminum and is more rugged. But even it isn't able to handle my conditions. So I run something a bit more sturdy (and yes, more expensive) for my ground plane. YMMV
I'm in the U.P. of Michigan. It doesn't get much worse. We can get snow, rain, ice and wind all within an hour. Heavy, wet snow. Downed power lines, etc. That's why I was looking at the penetrator. Seems much less delicate. I've had a Sigma Silver rod 5/8 up for about 5 years now and aside from a little bow, she's pretty good. But I always seal and reinforce all the joints and shit, too.