I really appreciated Tom Nomad's book The Master's Tools. It is a bit meta- in terms of that it isn't really addressing speaking to concrete tactics or choices that individuals and groups employ so much as a discursive analysis of tactics and strategy. I haven't read his more recent book Toward an Army of Ghosts yet, but in the intro he describes it as being somewhat a companion text.
Going in an entirely different direction you could look at the often overlooked crimethinc. text Expect Resistance, which is in part a book very similar to Days of War, Nights of Love in that it is kind of a primer to crimethinc.'s analysis, but it is also the woven together (semi?)fictional narrative of a bunch of folks who are experimenting with what it means to rebel, come in to conflict, act together, fall apart, etc.
If you can find writing about the Love & Rage network/federation (for example: https://theanarchistlibrary.org/library/liz-highleyman-love-rage-splits),that is an interesting look at how an attempt at an anarchist organization is born, grows (a bit), and then murders itself. I think there are other accounts of Love and Rage as well (including maybe a partisan book that AK Press put out?). Relatedly, anything you can find on the organizational fractions that developed after: Bring the Ruckus (which chose to look at racism/white supremacy as the lynchpin in the US context), NEFAC > Common Struggle > Black Rose Anarchist Federation (which took up the neo-Platformist position).
One of the blowhards from NEFAC, Nick Phoebus wrote a position statement As Far as Organization Goes, We are Platformists, which I can't create a hyperlink to right now, but lives here: https://theanarchistlibrary.org/library/nicolas-phebus-as-far-as-organization-goes-we-are-platformists. This was super instructive to me as an early-20something anarchist who tended green but who had many friends who were a bit more reddish. It ain't a good read, but it has some historic consequence.
Speaking of... the Organizational Platform of the Libertarian Communists by the Dielo Truda group (Makhno, etc.) is probably worth being familiar with, as it still is something that informs many left-anarchists (Anarkismo, and Black Rose AF are the particular ones that come to mind). If you want to spice it up, since the Platform itself is boring A-F (and I don't mean anarchist federation, but I *could*), I would also read the exchanges between Makhno and Malatesta, who opposed the Platform. You might also enjoy discussing Bob Black's more modern review/critique of the Platform: Wooden Shoes or Platform Shoes?
Here are some other things that might be interesting (or extremely not interesting):
The Anarchist Organization: Why it is Failing by Graham Purchase (an informative take on a neo-Kropotkinite from the 1990's)
Against Organizationalism by Jason McQuinn (as well as his other writing on Post-Left Anarchism)
Workers' Organizations by Luigi Galleani (again, for some reason hyperlinking the title isn't working, so here: https://theanarchistlibrary.org/library/luigi-galleani-workers-organizations)