I put in BETA at 1A, guessed BORES for 1D (Many long PowerPoint presentations - great clue!), and never looked back after that.
I like the theme, hearkening back to my childhood. All five of these games predate my birth, having come out in this order: Sorry! in the year 1929; Clue in the year 1949; Risk in the year 1957 (in French); Life in the year 1960; and Trouble in the year 1965. I never played the last one that I can remember, although the concept of the "Pop-o-matic" dice roller seems familiar in retrospect.
All five of the theme answers are reasonable phrases. I wanted LIFEboaT initially. CLUEMEIN is the best, in my opinion, even if I don't think I'd ever say that phrase. It's colloquial enough to be interesting.
ALAS and WOE were a nice pair; SBARRO and SARDI a strange pair of bedfellows. ATARI appears for something like the third time in the last week. ABBA has a lot of fans in this household. I was sort of hoping for something else at 18D: Miss America toppers (TIARAS).
Um... okay, I have to quibble with 22D: What an electric car doesn't need (FUEL). First, they could have easily cross-referenced the clue to 3D (TESLA). But more importantly, wouldn't you call the electricity the car uses a kind of fuel? It certainly doesn't use gasoline. I'm open to argument on this one, but it struck me weird.