Comments: 1940 Playball PSA 5 - that was the first portrait for Mack! I won the card via eBay in October, 2003. In February, 2005 I went a little crazy and bought the huge group of '40 Playball cards off the Mickey's Sportscards website listed below - including an upgrade to a PSA 7:

In November, 2006 I decided to go with a different card for Mack and won a V100 SGC 40 Willard's Chocolate card on eBay. Here's that card:

Five years later, I finally upgraded to a PSA 5 on 4/17/2011 from seller David Bryan on eBay:

UPDATE: A PSA 6 showed up on eBay the first week of September, 2015 from seller Brent Huigens at PWCC.  The card was off center left to right but the corners and image were cleaner than my PSA 5.  If the price was right I'd go after the card.  I was in Indiana for work, at a Hampton Inn, and the auction was closing late in the evening on a Tuesday night.  I monitored the item in the closing minutes and place a last second bid.  It held up and nobody outbid me.  I ended up winning at a price significantly lower than what I paid for my EX card. On 9/22 I went to the post office to pick up the card after checking the tracking number and seeing "Available for Pickup". The clerk wasn't able to find the package. The supervisor had no luck either and promised to call me once it was found. I went home and called PWCC to let them know it was missing. After all that, I spoke with my wife a couple hours later and told her the story. She had visited the post office earlier and picked up the package. Obviously, the employee who helped her never scanned the package as "Delivered". Frustrating waste of time for several people but luckily the card was in hand by evening. Here's the card:

UPDATE: The poor left-to-right centering on the first PSA 6 bothered me but I didn’t think an opportunity to “upgrade” would come up anytime soon.  That changed in July 2016 when PWCC offered up another PSA 6 with near perfect centering.  I was lucky and ended up winning the card, yet again, for less than what I paid for the card I was upgrading.  At the time, I had three Willard Chocolate Macks in my possession – a PSA 5 and two PSA 6s.  I was extremely happy to have scored a nicely centered example in high grade:

UPDATE: The morning of 11/28 just after a wonderful Thanksgiving weekend, I was on a morning flight bound for La Guardia, checking my saved eBay searches while waiting for boarding to complete.  A slightly off centered PSA 7 example popped up on my iPhone screen.  The seller accepted offers with a Buy It Now price of $249.99.  I submitted a $200 offer just before departure out of Denver.  I was on Southwest plane so I knew once we'd be up in the air I'd have an opportunity to connect to their Wi-Fi in hopes of getting a Yes/No response back from the dealer. I hoped no other buyers would swoop in to buy the card from under my nose.  Of course, the connectivity on the plane was spotty and I ended up having to patiently wait until we landed.  Upon touchdown, I took my phone off airplane mode and checked my emails.  I got lucky and my offer had been accepted.  According to the PSA Population Report, the card is one of two graded NM 7 examples with none graded higher.  SGC has graded just one NM-MT 88 example with none better and zero NM copies. That makes this one a Top-3 card for the issue!