1. They are paid an annual salary that is divided equally into 2 week installments. The players receive their first cheque on the closest Friday to October 15th, and every two weeks afterwards. They are paid roughly 15x a year as part of the last 3 collective agreements. Any bonus, playoff, and award is paid on the closest Friday preceding June 30th.
3. The current CBA provides excellent benefits to current members of the NHLPA. NHL employees have a very good benefits program in Canada, and a 'good' one in the States.
4. NHL Head Office employees (NYC, Montreal, and Toronto) are paid their annual salary every 2 weeks, contracts from October 1st through September 30th. Bonus money is paid based on performance and level.
5. Central Scouting is taken care of by the NHL.
Each team is responsible for their own scouts. Scout pay ranges from about $10,000 a year to over $200,000 for some. The average is about $30,000. While I was a scout, I worked summers for the city of Chicago as a park landscaper to supplement my income (my ex-wife was a Sears Roebuck catalogue model which also didn't pay well). I drove a tractor mower!
6. Retired Players are the responsibility of the NHLPA and the pension plan is very good. Any player who plays in 400 games, and any goaltender who plays in 250 games qualifies for a lump sum payment at the age of 55 in addition to their monthly pension. Older players (pre-1984 or so) have it tougher because the earlier pension programs didn't take them into account as much as the current CBA does, and the average salary was less than it is today as well.
Retired NHL employees have a great pension package with the NHL.
Retired non-players such as scouts, GMs, etc have pension/retirement packages with their teams and this can vary from team to team.
For example, I get a monthly cheque from the Wirtz Corporation, I get a monthly cheque from the Canadian Government, I get a monthly cheque from the US government, and I get a monthly cheque from the Illinois government. These total about $3500/mo. I also have a contract with the NHL which pays me $5,000/month, and a contract with the NHLPA which pays me $2600/month. I've also invested well, and received palimony for a while so I'm doing very well.
7. I wish. I get an employee and seniors discount in Chicago, and I have a favourite scalper in Toronto, and if I want to see other games in other arenas I have contacts which can get me tickets anywhere from free to face value. i.e. If I wanted to see Pittsburgh/Washington.....I'd probably have to pay face value. If I wanted to see Atlanta at Nashville.....I'd probably get them for free. It all depends on the game.