I started with one team for my first three seasons. After my first winning season, I switched to three teams and have grown from there. If you are truly a new owner, it will take a bit to memorize navigation, schedules, budgets, what ratings you think make up a great player, etc. Once you have a good knack for all of the above items, you will need to focus on how to get said player(s) on your team.
I think I have a pretty good formula that turns a player's ratings into the player's statistical performance over his career. However, getting said player on my team is still a challenge. There are seasons where I have a pick in the mid to late 20's and one of my top three picks falls to me.. However, there are seasons where I have a pick in top 13 and I end up drafting the 8th guy on my board.