I like the "This Character is Ancient", a nice flavor touch.
Regarding the Herd Menu, it's interesting you want the player to be able to influence the resonance of the herd.
A simple yet useful UI tweak would be if you could indicate in the herd menu what's your current herd size and what is your maximum herd size.
That would be nice
In my playthrough with Helena of Troy, I am 10 counties away from restoring the Byzantine Empire (I've renamed "The Dream" into "Eternal Beauty" so she is the "Empress of Eternal Beauty"). I'm suffering since 45 years from the Gangrel Debuff "Collapse of Civilization" and I must say this debuff seriously stalled the Non Gangrel world. An awful lot of peasant uprisings, the realms that had a fragile economy collapsed and have been eaten by stronger economies (regardless of realm size). It didn't reshuffle dramatically the landscape but it did accelerate the demise of the fragiles. Now, 1400 is like 5-10 years away so I'm curious to see how the rise of Inquisition on top of the "Collapse of Civilization" debuff will play out. Regarding this debuff, it scared the shit out of me when it triggered (I immediatly murdered the Gangrel involved as I thought maybe it would delete the debuff, but it didn't xD). I think it's a very nice debuff. It significantly impacts the game by reducing your income by 99% for 100 years. I was lucky to have a good treasury of 4.5k gold so with careful expenditure forecast and only waging short wars with minimum levies you can still make small profit out of war. However, any long attrition war requiring all levies raised for years would be suicidal. You can't really invest in buildings that costs gold because the return on investment is an abysmal negative. Lore wise the effects kind of make sense: development is halted (you can't invest in buildings and the development growth is 0), a lot of peasant uprising everywhere, you can't maintain MenAtArms and have to disband all of them expect artillery. Revenue is reduced to a droplet. I think this debuff plays out well, it is strong and powerful so the player is impacted and has to adapt but without killing the game or the fun. It's a nice challenging debuff I would say.
I had an issue with a Malkavian vassal in Sicily who, even though he had no hook on me whatsoever and no primogen rights, kept forcing himself into the council. Which would have been fine if he was any good but he wasn't. I ended up murdering him to stop the nuisance. I thought it was some sort of bug. His heir did the same, replacing my 34 Intrigue spymaster with his 8... So I thought maybe it's a Malkavian perk, I didn't want to revoke him and suffer double -20 tyranny on top of risking a long war in an environment where the maximum profit you can make is 0.9 gold per month (thanks, "collapse of civilization" xD). I also didn't want to spend years murdering all the sicilian malkavians. So I fabricated a hook and imprisoned him. Because, seriously? This guy really thought he could force his will to the Empress of Eternal Beauty? He's going to spend the next couple millenias in my dungeon thinking about it. So! Those Malkavians able to force their access to the Council without any hook : feature or bug? My guess is that it's a feature, and it's a funny one. I can't imagine how messy it would be to have more than one Malkavian direct vassal xD.
Regarding the Helena of Troy difficulty I'm not sure it's medium. It's for sure a lot of fun, but it's also not so hard. Except from gay men and straight females everyone absolutely adores you on sight, you can murder almost any one in the game easily. Nobody will ever come close to succeeding in a scheme against you. And cherry on the cake, she can quickly surround herself with the best vampires in the game via fabricate hook as long as you pick bisexual or homosexual women and straight men. I have 20 champions, none of them has prowess under 80. The World will be Mine and the World will Adore me. I totally picture the Most Beautiful Woman in Human History, surrounded by the Most Powerful Vampires of Vampire History, at her feet, drooling in sexual desire. Helena of Troy thematic definitely works as intended