I actually don't mind the board expectations; however, there are definitely some bugs. Here are some things that I've learned regarding some of the board expectations:
Sign a crucial forward/striker: Straightforward. Sign a CF, RW, LW or ST and give them the Crucial classification. They have to be good enough or they'll say they don't believe you and won't sign.
Sign a Midfielder or Midfielder: You're eyes aren't deceiving you. There's a wording glitch. When the objective says Midfielder or Midfielder, they really mean Midfielder OR Striker/Forward. I met the goal when I signed a ST, LW, RW or CF.
Keep 85% attendance for 5 home games in a row: I'm confused about this one. I have met this goal before. Other times I haven't. Right now I'm Grimsby Town in the 3rd league. I'm in first place--dominating everybody. I am stuck at 1/5. The only thing I can think of is I'm playing so well that fans are bored and expect wins so they don't come. I have met this one before with other average teams. It could have something to do with having really good players who fans want to come see. I don't have any players 80 or above. I'm baffled by this one though.
Grow two players by 10 points and play them in X number of matches (sometimes 5 matches sometimes 1/2 of games): First of all, I'm pretty sure the games have to be league games. They can't be tournaments or Champions League, etc. I'm not sure if you need to grow both players by 5 points each (hence 10 points total) or if you have to grow both players by 10 points each? I'm also not sure if you need to grow these points while IN the academy or if you can do them once you sign them. You could try it a couple ways and see what works, but I have achieved this one. When I achieved it, I believe I grew two players (GK and CB) by 10 points EACH. I believe I did some of the growth while IN the academy and most outside of academy.
Increase shirt sales by X $ amount: Sign some really good players. Your shirt sales will shoot up. When I've hard really good teams, I usually achieve this one by midway through the season. Pretty easy.
Sign youth players w/ good potentials: Straight forward. You can sign them. You'll meet the goal. Then you can cut them if you want. Once you achieve an objective, I believe you can cut them or waste money, etc. and it won't take the achievement away.
Make X $ on selling youth players: I see some other people that are frustrated by this one. I sold a GK that was 78 rated 19 year old for $20M. The % graph didn't budge. I think this might be a glitch. One person said they think it could be because you're in a hole already because you have to pay lots of money if you have many players in your youth academy. Hence you think you're turning a profit by selling your youth players, but you're really in a hole. One test might be to sell a really good youth player for $100 million for instance, and see if you meet the goal. I'm going to experiment more with this one tonight.
Sign 3 youth players, sign specific position youth players: Straightforward and it works.
Finish season with x $ profit: Straightforward. Spend wisely, sell players, do what you have to do to meet that objective. It works, I've accomplished it.
Finish the season with x $ between wages + new transfers: Again, monitor your money, it's fairly straightforward. You can meet this one too.
Win the league, finish mid table, don't get relegated, win tournaments, etc.: Straight forward. You can accomplish these
Again, I'm not opposed to this. They're actually a somewhat novel idea. They just need more explaining and fixing some of the bugs. The brief explanations force us to experiment to figure out how they work.
Obviously if it's a number 1 critical priority such as maintaining finances, make sure you do it or you could get fired. It's frustrating because you can be in first place and get fired, but I guess there's no workaround.
Are there other ones you're struggling with?
One final tip is to fast forward a week once you believe you've met a goal. Sometimes it can take a few days for it to register! Sometimes you meet the objective instantly and your manager rating score goes up. Other times it can take a couple days. Some of these might also not show up until the end of the season.