I have won lately the 3000 Satoshis which is the biggest Satoshi prize there and also the RP medium 300 and big 3000 RP so I don't know,I had a lot of time without winning anything though and I religiously click my spins daily I have about 8-9 of them and I don't have patience to collect them so I hit the spin button and it works.
For me it has always worked maybe because I use the spin all rather than clicking each spin individually which is just a loss of time as I never have seen here someone winning the Rolex or Iphone pro.
I feel like you are going to end up with a win one way or another eventually. That doesn't mean that lower ones are bad neither, we need to all remember that this is actually free, in fact if you keep on spending the money you win from this back to fun token, you are going to make your money back eventually.
Think about it, lets assume that you bought 100 dollars worth of fun token, and then you got some free spins, if your spin rewards reach 100 dollars, you have spent zero for those tokens, everything else is free. That should be the key point in this website, all those free things that you get without actually doing anything. Like you gamble but you are gaining free % investment return too, what if I invest enough that my yearly 4% covers my gambling? I think these are all important details.
For me, though I started playing the wheel of fortune spin not a very long time ago, I actually have never won anything above 30 Satoshis from WOF, I usually won or win either 30 Satoshis or 32 reward points. This has made me believe that winning any prize that is greater than this is simply based on a user activity on the site, this i say because, ive been a while since I invested a dime on the site, like I believe I have said here before, I currently hold a small amount of fun token but not on the site, I personally assume that this is the reason why I am not getting any reward about 30 sats or 32 reward points.
And for what you said last about investing $100 in fun token and then getting reward worth $100 in return, you sure know that things like this are easier said than done, but all the same, still depends on how lucky a user is.