You’re still hung up on winning, but winning bourgeois elections is not the goal, or even on the same playing field as the goal, for communist electoral work. Again the goal is agitation: using the election to expose bourgeois democracy, spread an independent communist programme, and pull people left from their actual lived conditions.
This new quote still does not vindicate lesser-evilism the way you seem to think it does; Lenin is saying communists must soberly assess where the masses are and tailor their platform accordingly, keeping it intelligible, concrete, and tied to people’s direct experiences of rent, wages, war, policing etc. He is again absolutely not saying communists should be advocating voting for the less awful administrator of empire. Meeting people where they are means starting from their present consciousness in order to raise it, not endorsing the blue fascist because the red fascist is worse.