1. A Solid System
If there are still gaps in your flag football knowledge (when to use certain offenses, what are the most effective defenses, etc.) then those gaps must be reduced or eliminated. More time on the road, or buddying up with an experienced team is your best bet.
2. Good Guys
While strong talent will eventually become the key to success, early on you really just need dudes that are not HUGE jerks on the field (a little jerk-ness is OK...) that know your "solid system" (item #1). Anyone that doesn't buy in to what you're selling should be eliminated or invariably it will cause great strife.
"Practice?!?!? Not a game... Practice?". Yes, practice - and LOTS of it. Your players will buck this at first until it starts to pay off in games and tournaments. Still, if your system is solid, then you really won't be able to pull it off without review and refinement. Vince Lombardi once said "the only place where success comes before work is the dictionary". He was right...
This one is actually #1 in my book, but I'd probably look more pompous and arrogant than I already do by claiming it. Thing is, everyone has to accept their role while believing in the guy that holds the reigns. It's a thankless and cruel experience by which every success comes from your players and every failure comes from you. I've been blamed for everything from the color of another teams uniform to the weather. Truth? It sucks to be out front - that's why so few people can do it - but it's vital and can only be learned through trial and pain.
5. Time To Gel/Experience
This is the part that requires the most patience. Along the way to acquiring 1, 2, and 3 you're going to lose quite a few games. Usually, those losses will come to teams that are more proficient due to their comparative "mileage". You don't lose to the Violators or Ruckus or 51ders or others because you're less skillful. It's because they have a competitive advantage in overall minutes played.
Money solves nearly every problem that 1-5 cannot fix. Purse strings can hush internal critics and attract tremendous talent. Be careful with this one, though, for many will follow he who spends foolishly.
7. High-End Physical Talent
At some point, to move from good to great, you're going to have to attract some big fish. These guys are often the toughest to manage or sway. Reason? Everyone has always told them how good they are as individuals, but haven't reinforced the crucial notion of "team first". Getting these prima donnas to stay focused will be a challenge, but most will know when to keep it between the lines (especially with 1-6 in place).
Apologies for being so verbose, but there's no other way to answer such a thought-provoking question. And even this response is "incomplete" Stick close to the guys that really know the game - answers are bound to follow. Feel free to contact me directly as well.
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