$500 to spend on memorabilia...asking for advice

[zupster]

I am new to this forum but have been on blowout a longtime and members there suggested I join here and ask for advice. I have a friend who wants to invest in some sports memorabilia as an investment, he is very well off and I have tons of Red Sox memorabilia and sigs (about 20 Williams pieces) so he asked me to help. He is looking to spend about 80 % ($4000) on "safe" investments and 20%($1000) on more risky stuff. As far as newer guys I was thinking Brady, Jeter. etc... I know the companies to use as far as authentication that way but wondering the opinion of members on here as far as if you had $5000 to spend on memorabilia, what would you do? He is from the Baltimore area but other than maybe Unitas I couldnt think of others from the area that may be a good investment. He is just looking for some nice stuff to display and hopefully make a little money on down the road. Thanks in advance for any advice, will update thread as we move forward