Off the top of my head:

2: Clue
3: Monopoly
4: Life
7: Risk
8: Mastermind

I think 5 is Hangman (duh!) and 6 looks ridiculously familiar. 1 may be the Barbie dating game.

I know that #1 is Mystery Date from the 60's. The television ad still sticks with me...

http://www.youtube.com/watch?v=wfcBl_Eps_c

RenoDavid wrote:I know that #1 is Mystery Date from the 60's. The television ad still sticks with me...

http://www.youtube.com/watch?v=wfcBl_Eps_c

Please, please, please don't let it be Poindexter!

I think #6 is Pay Day.

As close as I can come (and it seems to confirm a few earlier posts)

#1. Mystery (Dream?) Date
#2. Stratego
#3. Monopoly (though I don't think that's right)
#4. Life
#5. Hangman
#6. Some bad trip inspired by Peter Max
#7. Risk
#8. Othello

#1 Mystery Date
#2 Stratego
#3 Finance (kind of like Monopoly, but different).
#6 Payday
#7 Risk

I remember seeing all the rest, just can't place them.

Only missed Careers, never seen or heard of it.

only knew 3 of them.

I guessed Mystery Date and Monopoly correctly. The rest I had no clue. I think you made some of these up, Woot writers!

Careers???

These are total guesses, I really have no idea about any of them:

1. Mystery Date
2. Clue
3. Monopoly
4. ????
5. Hangman
6. Life
7. Risk
8. Mastermind

Edit: ok, now that I've looked at the answers, I guess I didn't do too poorly after all. Too bad the only one I felt half-way sure of was #2 which turned out to be wrong!

Jason Toon wrote:I had to throw one mildly obscure one in there. But we had Careers when I was a kid, and played it quite a bit. At the time, I thought it was right up there in the pantheon with Monopoly and Life.

Funny how a child's perception can be shaped by whatever he stumbles across at a yard sale.

I *loved* careers when I was a kid. Our box was newer though - orange sort of 70's mod with stars, I think.

Jason Toon wrote:I had to throw one mildly obscure one in there. But we had Careers when I was a kid, and played it quite a bit. At the time, I thought it was right up there in the pantheon with Monopoly and Life.

Funny how a child's perception can be shaped by whatever he stumbles across at a yard sale.

Seems like it'd be a Canadian thing...

BTW, I also was sure #2 was Clue.
Funny because I always loved Stratego and never liked Clue.
If I had noticed the game piece in his hand in the lower left corner it would've been a dead give away.

My mom bought us Careers at Goodwill when I was about 7. We liked it a lot. It was a lot like Life, but you could win in more ways. I have that Stratego box sitting in my closet a few feet from me. I received it as a gift in 1987 or 1988 at Christmas. My brother and I played it all the time. After we graduated from college my mom gave me the game back. One day my uncle came for a visit, but he was running late and my brother and I decided to play it. My uncle walked in and immediately called us 'idjits.' It was like we were 8 years old all over again.

Got Number 5 right away. It is Vincent Price on the box cover to Hangman.

miniskunk wrote:Got Number 5 right away. It is Vincent Price on the box cover to Hangman.

I knew he looked familiar!
I got Mystery Date and a few others, but I think that's pretty good, considering I'm a product of the 80s.