If I were starting out now, knowing what I've learned since I actually started here's what I'd do. In fact this is what I DID do when I started my team in the Deuce.
1. **** players. My first expenditures were getting Marketing up to Level 4, Staff up to Level 4, and Building up to Level 3. That gets the cash flow started for when players worth spending on show up on the free agent list.
2. GREAT time to start. You will have the 1st overall pick in the draft, and IF YOU'RE PATIENT, TWO free agent pools to pull from. At midnight after the last game of the finals, the free agent list will be flushed and replaced with all new players. Get the best of what's there now, but keep some money in reserve for the best of what will be there in the offseason. There is NO doubt in my mind that if this were my first draft, I'd use that top pick on the goalie, Norbert Gaylord. In fact, I DID use my 1st TWO draft picks on goalies (cue Pitty and Speedy - "DAMN YOU BRAIN").
3. Be patient. You have no hope of winning a Cup in year one. Don't quit midway through your first year when Probie, Atrain, Speedy, Gregos and I have each beaten you 12-0 or worse. We have a four-season head start building our franchises and developing our players. Around the end of your 3rd- early 4th season, you will be in a position to compete. Although with only nine teams and eight playoff spots, you may have a decent shot at the postseason sooner than that.