I don't think the transfer list is that daunting a tool for a new team to grasp. i think talent development is far more scary for the untrained person.
I often tell anyone who asks me for advice and/or basic mentoring that they should ignore the listed market value for a player. I suggest that they keep an eye open at all times for any talent, but at the end of the day that there are reasons for why a veteran is cheaper in the middle of the season than at the start or right before the playoff deadline. Additionally, i explain that a loss in potential pops in the age 18 year for talent causes several higher division teams to begin ignoring certain young talents in the development portion of the TL, and therefore the later the season goes on the more likely a developmental talent comes along that is affordable to even a D.5 team and can make an impact through division 3. This advice also includes NEVER putting a position in the TL box (because you can do it more on height or on specific qualifiers in certain parts of the players game, and you'll not miss out on that 6'2" SF that has inside secondaries worth your while and a good starting point on the outside that will only get better).
Teaching a new player the TL, whether you're a talent development enthusiast or a fast veteran climber type, is typically where i start. Game shape and lineup strats are helpful too.