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When I did my (what do you call your method?!?  lol)  "dungeon running"  like you,   I mostly only used 1 team  (2 teams = 12 char,  & I didn't have enough upgrades) with the "bad luck" thing my thief fails/can't open ~ 50% (HALF?)  of the locks,  so I don't get as much    (later---MUCH later,  can do/have done w thief PLUS Engineer,   success jumps to ~  90%)
The problem w getting slaves that way----sell value is really, *REALLY*  low   (~150g ?)      can get that much in few hours wood if u have decent stats (& good tool/worker suit) 

I know you mentioned "Bandits"  ---did you do other dungeons?    [can't find dragon bones w bandits]
The "disassemble" thing is expensive---500 pts I think?    (used it for Adamantine [sp] once)

--->>  HAVE YOU EVER GOTTEN ANY MYSTIC LEATHER from you dungeon runs?   (& if so, how much---& WHERE!)    1 of the things req for some upgrades,  IMPOSSIBLE as far as I know, & also requ for some Quests.   (need 2 figure out how to remove that)

BAD/DOWNSIDE to dungeon runs:   (maybe not so bad after have 10+ char & only use half at a time? )  
1-Upgrades:     W newer version, these R tougher/take longer than before.

2- QUESTs.   (Def related to #1!)   Some of these take a LOT of upgrades,  like one 2 I got recently:   Chasity belt  & mult Magic cloth.  
but *BOTH*  need hi PHYSICS  guys  (your magic hi wits guys for fighting don't help much here)   non-combat Hi Wits  only helps w fishing & cooking---neither of which helps w Upgrades OR Quests OR Production.    (Including Smith/Tailor)
Oh,  another recent one   (med?)   100+ FOOD!     (can't get from dun runs)

SILK is  ....   !?!    [check my other post]

Seems to me dungeon runs  [ good name?  ;-)  ]  R good way to get XP,  & *SOME* gold/loot   (if bad luck,  this amount gets very small)

230 seemed high---but doing the math   [x2=460]  it still won't get you to 500 by D14

...."so much grinding and micromanaging."-----That's a big part of what "Dungeon Running"   is all about.
Since i'm mostly focused on QUESTS & getting the *&()&*!!!  GREEDY BLOODY BANK off my back,   they don't seem to help much.    [production/UPGRADES/Smith/Tailor/etc all take TIME while it "freezes"  on DN runs]

I THINK IF MAVERICK   [STRIVE4POWER r u reading any of these?]     would ELIMINATE the IMPOSSIBLE Quests,  & WORSE  luck   [2 hated foods [makes cooking BAD idea!], 4 foods/day,   **INCREASE** chances of THIEF opening stuff, INCREASE basic slots   (upgrade should be 3; SMITH 2  (everybody needs a helper!) ; Tailor 2;   )      Makes chances of completing early Quests ***ON TIME***  possible.   

(With current sys----ALSO a *BAD* idea----if you take too long on 1 quest   (say,  "Magic Cloth")   you don't get another one!)

"But anyways, there's always workarounds for when things get super unlucky. You either get to the quest before day 28, or pay 3k and it's really not impossible."     -----I'd say 85% of the time  (ok that's a previous version, might be even worse w 5.3!)  

"Though I find that to be a bit of a gamble and have to end up saving 3k of money."----EXACTLY MY POINT!   [& I'd MUCH MUCH MUCH rather spend that on needed UPGRADES  (char)  weapons/armor,  etc.    [decent STAFF can cost over 1k EASY!]

Oh,   FYI,     "IMPROBABLE"     is generally just as bad    (if there was a 95% chance you'd get HIT BY A CAR crossing the street,   you'd be a LOT LOT LOT more careful----but you'd also look for an alternative way.)

"I also find that it gets way easier when you start splitting into 2 or 3 parties"----you're talking (TOTAL)  6-18 char?   (or at least,  5-10?)  
my rooms in 1st 14 days are usually 10 or less,  or   [didn't I ask about upgrades---FORGE sometime?)  

Seems to me,  once again,  we're talking about *UPGRADES* ----& their timing.      For mult parties you need extra rooms.   To *MAKE* weapons   (or did you BUY yours?)      Requ upgrades;        

Oh speaking of saving,    since I ran out of gold b4---after about D10----save up 1k for 1st bank payment---that early,  it's still a *LOT*---your DRs pay what----2?  3 gold/ level?   Assume bad luck   (fail to open most stuff! :-(  )   so you might only get  100 gold ----OR LESS ---from a run. (Bandits/Goblins)    + slave---200 gold    (best thing about it if you're a *little* lucky---can use rescued slave 4 Quest!)     That's about 20 wood or 67 fish.      (fishing's a *LOT* more difficult w limit slots in new version---sounds like you use mostly Hi WIT char 4 your fighting right?      So who does your Upgrades/smith/Tailor etc (hi Phy) work? )

You mention of Daisy was confusing---did she stay @ home, OR go fighting?   [she dies EASY!   leaning towards her being bad idea early on]
Armor---did you use any?  how many?  MAKE or buy?   (heavy needs guild upgrades;    Med---even if you can buy it,   for whole team gets expensive fast;    MAKING it----even "normal"  Med armor req Mult upgrades! )      Cloth "armor" generally worthless IMHO

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"But anyways, there's always workarounds for when things get super unlucky. You either get to the quest before day 28, or pay 3k and it's really not impossible. If it turns out to be troublesome, simply run easy quests all the way. Though I find that to be a bit of a gamble and have to end up saving 3k of money."     
----That *REALLY* sums up what my whole posts & this thread R about!    ASSUME BAD LUCK   (totally my life  LOL) 
-->  the longer you wait,  the BIGGER your  "Emergency Fund"  needs to be!
[note that this wouldn't be so bad if you *KEPT* it]

-Even "easy" quests can be missed IF you're *UNLUCKY*   [can't find it or NOT ENOUGH in shops]   *AND* don't have needed UPGRADES  (see how much upgrades impact stuff?!? lol)      (had this happen before----MORE THAN ONCE)     (usually mage or servant items?)   

-->>  The problem with the *WHOLE* damned system   (hint hint HINT dev!)  ----&  i've heard others talk about this------is missing even ONCE    (1 "bad"/unable to do/ Impossible/etc) --just ONE quest,    can put you over than 28 day line.

-->>   THE WHOLE QUEST SYS  (tied to the bank loan time-limits) directly impacts difficulty.    (which is why solo runs R about the same as default runs)

UPDATE:      (same run where missed   D14)  

***GOT 4/3 support ***  !!!   (D22,  b4 NOON)     

 [also 1st time ever got 4/3 support------IF you have the upgrades,   some med Quests R easier than "easy" quests   lol]

Maybe,  MAYBE,  could've gotten earlier,  but just doesn't seem right to work that hard on it,  have a "testing"  "quest", (Lich)  ---& then talk your way out of it!   

Not one of my best Lich fights, but did prepare *SOME*, -----w new limited slots    (TOO MUCH IMHO)   took  1 guy   (hi wits)  almost a FULL DAY  to make a STAFF!   :-(            (even if you have lots gold,  very rare to find armor with DARK RESIST for sale)

OH,  FYI  if anyone else reads this,   main method:  

1)  Hi  Physics   (Prefer factor 4+)
2) PUSH UPGRADES HARD!  
3)  Quests:    (not sure who did Mythic Leather)    Fighters----Easy;   Workers/Servants/Mages-----Med

IF you have upgrades & avail materials,  most Quests (EXCEPT some "Dungeon Clear" [fighters] & the "IMPOSSIBLE" Quests) are MUCH much easier.