Pitchers are so much less valued. Autographed Chrome Rookie of CY Young Award winner Corbin Burnes can be had for $29 on ebay right now.
https://www.ebay.com/itm/134339153569?mkcid=16&mkevt=1&mkrid=711-127632-2357-0&ssspo=j4Krs-eARBK&sssrc=2349624&ssuid=jwZCXVRQQEu&var=&widget_ver=artemis&media=COPY
Cy Young Award winner Brendon Webb autograph can be had for $5.50 on Ebay.
https://www.ebay.com/itm/144797426764?mkcid=16&mkevt=1&mkrid=711-127632-2357-0&ssspo=WHHdtsgeTPi&sssrc=2349624&ssuid=jwZCXVRQQEu&var=&widget_ver=artemis&media=COPY
Odds of any pitcher winning a Cy Young are slim to none. And even if they are an all time great like Pedro or Maddux their PSA 10 rookies go for $200 or less.
I think the key is to try an bet on fame or that some prospect becomes hyped like Tatis or Franco. Most players will be forgotten even before they retire. After they retire they become almost anonymous.
I was born in 1980. The shortlist of truly famous players in my life: Rickey, Griffey, Bonds, Arod, Jeter, and Trout. And Bonds and Arod are tainted with steroids. So really it’s Rickey, Griffey, Jeter and Trout. Guys like Ichiro and possibly Ohtani may belong here as well.
Basically 1 player per decade of all the cards that get made - you are betting on an extreme outlier. And unlike even when Trout broke through every rookie is mass produced and sleeved immediately so you may be stuck trying to pull an 1/1 or 1/5 or 1/10 for it to have real value. Base rookies will never be worth anything anymore.
For every Trout there are dozens of Grady Sizemores. A BCCG PSA 10 Sizemore rookie goes for $15 on ebay.
An even better outcome than Sizemore would be Carlos Beltran. A PSA 9 rookie of his can be had for less than $15.
You have next tier guys like Ortiz and Pedro who are close and very team famous.
And it’s hard because you have say a great player like Mookie Betts who plays in major markets. But he doesn’t do the media that guys like Griffey and Jeter did. Hell Trout doesn’t do media like Griffey did but benefits from having a record high sale of his Bowman first 1/1.
And there’s that Betts’ most similar player at age 29 is Shawn Green. Guys like Betts even at that age can fall off a cliff and into anonymity. A PSA 10 Rookie of Green is between $20 and $30.
I think the best advice is to buy singles you love. Even then it’s unlikely you will sell for what you paid for it. And if you are going to rip say Bowman it’s best to sell fast or hold to when they get called up.
I only buy Pedro and Ortiz because I love those guys. There’s some chance my grandkids recognize their names. And if you adjust for inflation there’s a chance they can hawk my cards for what I paid for them.
I collect cards. If I want to make money, I invest in either my business or municipal bonds.
If I wanted to try and make money in cards I would probably buy vintage of guys like Ruth, Robinson, Mays, Clemente, Aaron, Mantle, and Ted Williams. They are all dead and can’t do anything stupid. They have all achieved icon status and are bonafide great players. And there’s a chance their legend grows over time and the population of their cards decreases as people lose them, fires happen, or are otherwise damaged.