I think (?) I noticed before that if you pass that decree, it doesn't commit the funds imemdiately, so if you spend them on something else, it can then fail? That seemed to happen to me at least. I had the resources, issued the deceree, then it was 'invalid' when I looked at it again (that was right from the game at release)
This bug is there since launch, it happened to me. I lost one bastion upgrade because of it. I didn't really need it, but I was a little sad since you don't get unlimited bastion upgrades, so it was essentially lost for the rest of the game.
It simply didn't happen to me in my first playthrough, however I played it differently, in the better safe than sorry way.
I didn't invest actual cash into outposts building as I didn't know if I'll need that money to buy fancy items, so I've waited till I gather funds and materials by automatic means (daily income).
Because I've "beaten" the game now I know, at least for the normal diff playthrough, there is no need for overpriced fancy trash. Every sidequest leads you to so much loot to either equip or sell, you'll be swimming in cash by the end of chapter 3. It won't be millions like in chapter 4 though, but enough for everything you possibly need to prepare ch3 outposts for lategame.
In any case I'll add something to hints section related to this.
Yeah, I just finished the Drezen battle and started chapter 3-- at almost 100 hours. AND I found out I missed some areas, even. Crazy-long game, but it keeps me coming back so… *thumbs-up*
I'm probably 40 hours in but not in Drezen yet. Although I have just completed Heavens Edge so I am probably close to getting there.
Dunno if you've read what some of us posted, but after Drezen battle a huge part of the map becomes available to explore, it's chapter 3 (or act 3 if you want to address it that way).
It's full of quests, sidequests and different random encounters, you'll spend days if not weeks only on chapter 3.
Don't go panic mode now. Everything in chapter 3 is fun and you'll love every single bit of that chapter.
The only thing that wasn't fun was Blackwater, but it got patched so I hope it's fun now, can't be 100% sure as I didn't visit it yet in the replay.