I suppose Tallinn's model could be adjusted so that they only explore "branch-points" in their simulations every decade or so, but that is quite arbitrary and implausible. If the simulations branch every year, we should expect to be in the last year; if they branch every second, we should be in the last second.
More likely that there are a range of historical "tipping points" that they might want to explore - perhaps including the invention of language and the origin of humans.
On your second point, if each post-singularity civilization runs an average of m simulations, then the chance of being in an internal node (a civilization which eventually runs sims) rather than a leaf (a simulation which never gets to run its own sims in turn) is about 1/m. The binary tree corresponds to m=2, but why would a civilization run only 2 sims, when it is capable of running vastly more? In both Tallinn's and Bostrom's analysis, m is very much bigger than 2.
Surely the chance of being in a simulated world depends somewhat on its size. Also the chance of a sim running simulations also depends on its size. A large world might have a high chance of running simulations, while a small world might have a low chance. Averaging over worlds of such very different sizes seems pretty useless - but any average of number of simulations run per-world would probably be low - since so many sims would be leaf nodes - and so would run no simulations themselves. Leaves might be more numerous, but they will also be smaller - and less likely to contain many observers.
r/Fitness does a weekly "Moronic Monday", a judgment-free thread where people can ask questions that they would ordinarily feel embarrassed for not knowing the answer to. I thought this seemed like a useful thing to have here - after all, the concepts discussed on LessWrong are probably at least a little harder to grasp than those of weightlifting. Plus, I have a few stupid questions of my own, so it doesn't seem unreasonable that other people might as well.