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OK, here we go:

MC: Nereid Hunter. 4 PHY, 4 CHR 5 SEX.  Sex trait: desired.  Likes fish hates whatever.

Day 1: Side with Workers and recruit: Orc Worker, PEON(this is important). 5 GRO, 5 PHY, 4 WIT, 4 CHR, 2 SEX. Sex trait: curious. Likes Fish hates whatever.  Date Orc and train PHY then sex Orc and try to maximize Orc orgasms. Use social skills to up obedience.  Set MC to fish then send Orc to the closest place that has wood, equip workers outfit and axe and set orc to gather rough wood.  Advance time until there is just enough time to bring the orc home then check the shop and buy enough rough wood to make 30 total.  It's no big deal if you have to wait a day to buy the wood but we want to start the tailor on day 3.  You'll also want to secure 5 cloth and 10 health crystals so check the shop daily until you have them. Accept any guild quests and finish any that can be easily finished with shop purchases. Bring the Orc home.

Day 2:  Same as Day one except gather/buy stone until you have 25 then immediately switch MC to upgrading and start tailor.  Remember to use all social skills on Orc including lust relief for xp.

Day 3-14:  Start as normal but send Orc to nearest iron wood site.  They will be gathering iron wood without returning until you have 15.  Once you have 15 iron wood bring orc home to finish upgrading then build a bow using iron wood for both parts then some bandages. At your first level take attendant then archer for your second.  Remember to date sex and social every day you can(you will probably miss a day while gathering iron wood).  You should be done around day 8 at which point you are ready to start solo clearing dungeons with your orc. Finish any combat quests first(remember to use lust relief option 4 now and equip that bow!) then start spamming bandit dens.  After the first dungeon run you should be able to get fighter, berserker, and thief.  You get a free slave at the end of each bandit  dungeon which you will sell unless they are a human with average or better growth either no class or one or more of the following: worker, harlot, watch dog or trainer.  Harlot is optional, really only for the reward with sex skill, but you are looking to recruit 2 humans and get the other 3 skills + foreman eventually on them.  You can use your orc to power level them and MC to build their stats with dates. Gather wood, stone, and iron from the ends of dungeons until you can make a lvl 1 forge then upgrade using your MC. Move MC to fishing whenever they aren't crafting or upgrading.  When you have your production team ready to go send them to a location with mithril and ancient bones and have them each gather one of those. Use watchdog skills to keep obeddiance up and discipline from trainer every day.  Harlots can use reward with sex as available to increase xp gain.

From here on out the game should be pretty easy.  Earthshatter from berserker will demolish  low level dungeons.  Attendant will allow you to heal without using an action as long as you have health crystals and top off with bandages between fights.  I can't stress the importance of attendant enough, the action economy means you don't have to stop killing to heal and bandages scale with your hp rather than matk.  The income from dungeons should more than pay off the bank even if you never touch the main quest and the ability to produce high quality tools from mithril and ancient bones should kick your economy into gear.

Hi  Timm

Hey,  2 things important & didn't see either mentioned:  
1)  Upgrades:    What did you do,  & when?     [was forge your only one?    etc]
2)   QUESTS.       Since the Greedy Bank comes   frequently, pays to get MAX Guild pts &  END the "Loan Quest"  ASAP! 
Did you do Med,  or only Easy?    When did you finish the "Loan Quest"   [get 500+ pts 3 or more factions] ?

I've done the "fish run"   also---a little harder since he restricted slots @ Man,   but not impossible.
Workers gives free Worker's Outfit---very useful.  (& worth 300 alone!)

PS   Earthshatter's  *GREAT* reason to use Orcs!   [alas   (see my posts on  5.4/bugs)    had *MAJOR* bug last Orc run,  & no recent save.  :-(  ]