For anybody struggling with rebuilding the mansion, I think that I found a better way than the posted walkthrough, which is a pain in the ass and more complicated than it has to be.
1. Although it is counterintuitive, spend all your money the first round. Buy all the levels of the dumpster and the supplies that boost experience save for the strip club visit (that will come later). You have to spend money to make money. Also, spend your last couple bucks on experience as you need it more than money at this juncture. It isn't like it is accruing interest or anything.
2. Make 3 of the DIKs dedicated workers. They never work on the mansion and instead work every round. I did this with MC, Rusty, and Derek because their scores were conducive to success in the early rounds, but it doesn't really matter who you choose for this role. Assign all three to the same job each round. Focus on boosting the work score to at least 60 and all the rest to 20 and above. This should steadily get you $$ jobs each round and help you work toward the $$$ and eventually $$$$ ones in the later rounds.
3. For the remaining DIKs, pick two every round and build their salvage, cleaning, and construction as close to 50% as possible. Treat the work one as a dump stat. Pair up and start with the ones with the highest "Total roll" of stats in the three relevant categories and work your way down. Pair them up and complete one room per team. When they are maximized focus their work on rooms with no progress, while yet to be improved teams focus on partially completed ones. For the first few rounds work some of the others who have yet to be improved in 3 man teams if necessary to complete a room. This will probably leave Tommy as the odd man out working alone because he sucks, so post him to the less complete of the partially completed rooms to make some progress. The goal is to complete every room you work on for bonus experience. By the third round or so, you should be killing three rooms per round as each DIK will be working in two-man teams and have over 50/50/50 in the relevant scores. By working together they will also get bonus experience and soon they will be self-improving. At this point, you never have to give them a single point unless you want to.
4. Once you have your three two-man cleaning teams maximized, dump all the points that they are giving you into your three workers' work score so you can get better-paying jobs. Your goal is to get to 90, but evenly distribute the points so that they can all qualify for the same job. By this time you should be getting loads of xp so improve the cleaning/salvage/construction scores of your workers evenly as these can help you get $$$ jobs. When you are working, have all three of them work on the same job to get bonus work experience which will make getting to 90 easier. Boost all the other stats to 40 or above for better work opportunities.
5. It doesn't matter if you accept the pass or not. Either way, you will make your goal pretty easily but if you do accept it you will be able to unlock all the scenes in the game if that matters to you.
6. Once you do this you are pretty set up. Even earning only $6-9 per round and a few good weeks toward the end making as much as $16 in one round with three dudes working a $$$$ job you will crush the goal for buying the windows. You should also finish the mansion with two rounds to spare with the three two-man teams.
7. Once the mansion is done, buy the strip club visit and use your xp points to evenly boost the work scores you have been neglecting. You will make back your five bucks with interest in one round as everybody should pretty easily be able to get a $$ job. Having everybody work the last week I made almost enough to buy the windows twice.
So that's it. But if you ask me, it is more fun to just fuck around and make Rusty sell his car.
