Here is my team Omega, not a great photo as the lighting in the house sucks until Hydro cuts me over to my new service. Vintage Constellation (1969), two vintage regular Seamasters (70s from memory), Seamaster Pro on a NATO (fairly current but I have had it for a long time), Speemaster Pro (1986 by the SN), Seamaster Cosmic. I would have to find all my notes, I know (recorded) the year for each one by the SN.
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The Cosmic is kinda cool as the case is solid and you access the movement etc. by the front (removing the crystal...). For the two regular Seamasters and the Constellation I managed to get NOS bracelets for them. The Cosmic is on a generic one. I bought them all used...back when I was mostly single of course....
As an "investment", well it is not a good idea but to be fair, all will sell today for between three and five times what I paid for them, easily.