So I ask those who are older, wiser and more experienced. . . . was it always this difficult to do things the “right way” or is it just me?

It’s just you. I light cuban cigars with $100 bills while chugging Christal with the other piggingtons.

All kidding aside, not its not at all just you. There was a study recently that males in their 30’s are first generation since the Great Depression to be worse off than their parents. Wages are flat and the cost-of-living is skyrocketing due to inflation. You and I are doing better than the median and its indeed difficult to make ends meet whilst still being financially responsible.

Anyways, here’s my advice. First, let go of the American ‘dream’ of home debtorship. It’s a ponzi scheme to scam you into buying shitty stucco boxes at a 200% markup. Or, really, selling yourself into indentured servitude to a bank in exchange for the privilege of living on their property. The general public will figure this out over the next few years and prices will retract accordingly.

Next, looking at your budget I’ll suggest moving somewhere closer to work that is cheaper (if possible) and taking public transportation or walking/biking. Don’t forget there is maintenance with the mileage. Look into cheaper insurance as well, especially if you don’t drive much.

Also, drop the charity. If you want to make a difference, donate your time. The vast majority of money that goes to charity ends up funding administrative infrastructure. Might want to cut down on groceries too, try going vegan a few days a week. It’s healthier and will save you money, both at the market and the doctors office.

My financial goal is 1/3 housing and related expenses (rent, utilities, internet), 1/3 debt reduction or savings/investment and 1/3 for everything else. I’m almost there, once I cancel digital cable (basic + dual-tuner Tivo is a rad combo!) and get my promotion and equity increase in August I’ll be hitting these numbers almost exactly.

My mid-term goals are stable, recession-resistant employment in a job I enjoy, great benefits, no commute (no driving at least) and to be debt-free by 2009. A house isn’t even on the radar at this point. If I can buy something when I have a down payment and it fits my budget, I may do that. Otherwise, I have no problem with renting.

Long term, same deal but plan on making over 100k within 5 years. Maybe return to private sector if I’m confident in a stable economy.