What are the pros and cons of using Non-O visas multiple times a year for expats traveling in Thailand?

Asking here just to see if there is anyone in a similar situation that has explored these options and what they found as best...

I'm more interested in slow traveling SEA rather than staying long-term solely in Thailand. I thought about doing non o with annual extensions and re-entry permits, but unless there's a high yield savings account option, I hate the idea of parking $25k usd in an account for inflation and fluctuating exchange rate to erode away. In USA, you can get around 4% easy in mmf, or more if invested, so losing $1k/year minimum.

Has anyone just done two separate non-o visas in a year, staying 90 days each time? Obviously it's more tedious to reapply every time, but it keeps a hefty sum in an income-generating account while the cost of 2 visa applications isn't significantly much more than the cost of the extension plus re-entry fee. Has anyone tried this and were there any issues getting approved twice per year? I was originally going to do something like this on visa exempt but that plan is no longer possible with new immigration policies.

Other than convenience and simplicity, am I overlooking any factors?

Note: in looking into dtv, the cheapest I found still cost around $700 all up front once I pay the visa fee plus cost of program. My above scenario allows flexibility if I decide I want to go the full-time route a couple years down the road. But again, if there's a high-yield account option, I'd go that route immediately.