You got hosed on some of those. You've been rounding him out building up complimentary skills to the main ones, time to get past 2.5 with boxing and JJ.
To be fair, though, that SD win over your guy doesn't really mean much as that could have easily been your fight. I always look at SD's as a coin toss fight that really could've easily gone the other way.
The problem with Timoteo is that he takes FOREVER to train up those certain stats, namely because the people those stats would require him to train with don't work well with him. He seems to work quickly with Ole, who's an official bum, and that would require the two of them having to find the right mix of partners to trickle down to Thunderlips.
As far as I'm concerned, he's more a coin toss fighter that can pull out surprising victories, and just as easily end up on the chopping block of a org's drop off. I'm surprised he's won as much as he has.
I've tried hard to grind up him out of SoCat - he can't even come near the top 20 without falling out of the picture fast and hard. He's not on par with Caleb as far as being a chumpion, but he's still pretty bad.
In fact, none of my fighters are in position for a title shot, and probably won't be for a few more years - I'm really banking hard on Morgan Taylor and Mac "Blooregard Q Kazoo" as being my next breakout stars considering their terrific starts and ability to learn styles quickly. Plus both are hard to KO and Sub, though Mac has hit a similar skid to that of Timoteo's with SD's going against him. MMA was right, SiO is not a main style, though Mac tried to change that. :P