Yeah, the bike analogy may not have been perfect but it's all I could think of
As for your point of whether 5 is better than 8, there's no way you can say that just on a post. It depends on the engine, the engine's torque band and the efficiency of the gears. I have a 5 speed Miata and a 6 speed Kia (both manuals) and I can tell you categorically the Miata will smack the Kia upside the head from a standstill because gears 1-2 on the Kia suck and don't hit the engine's torque curve properly. Now on the interstate the Miata has to cruise 70 at 3500 RPM because there's not enough gear room, and that's where the Kia can outshine it. Whether or not something is faster off the line is not a function of how many gears something has but how well the gear is matched to the engine's power curve. Yes, more gears *theoretically* should allow each gear to be more perfectly matched to the power band, but (as in the case of my Kia) it "ain't necessarily so". It also depends on the output of the rear differential. My Titan felt faster off the line than the Ram, to me, but it had a higher rear end ratio, too. I suspect the Ram with the 3.92 is pretty badass and would have smoked my Titan.
I'm not really arguing with you as I think we're pretty much on the same page. I'd take a perfectly tuned 10 speed over a perfectly tuned 4 speed, too. My only point is that it's more difficult to perfectly tune a transmission with more gears because you have to account for more variables all the time, and that mass-producers of vehicles that are not at high-end prices (and even though a Ram is expensive, we're still talking mass-produced vehicles for the working & middle class market) are less likely to spend the money on research, development, design, materials and construction to get that programming as good as it could/should be.