Upper Deck's last MLB licensed core set.
I purchased this hobby box of 2009 Upper Deck Series 2 Baseball for $41.21. That box includes 16 twenty card packs, for a total of 320 cards, including two memorabilia cards and one autographed card.

Please note that I will only be covering my inserts in this break.
Insert Cards
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OPC-3 - Vladimir Guerrero

Guerrero retired with 2,590 hits that had yet to be topped by a player from the Dominican Republic.
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OPC-10 - Carlos Lee

Lee retired with 17 career grand slams, ranking him seventh in MLB history (tied with Jimmie Foxx and Ted Williams).
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OPC-17 - Derrek Lee

This Lee won the Gold Glove Award three times.
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OPC-24 - Adrian Gonzalez

Gonzalez finished the 2015 season with the lowest RBI total (90) he had since 2006.
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USAB-AO - Andrew Oliver

As of this writing Oliver has a MLB win-loss record of 0-5.
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USAB-KD - Kentrail Davis

Davis has yet to play in the MLB.
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USAB-RJ - Ryan Jackson

Jackson has a MLB batting average of .061.
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USAB-RL - Ryan Lipkin

Lipkin is yet another player who has yet to experience the MLB.
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20th Anniversary Retrospective 1102 - Derrek Lee

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20th Anniversary Retrospective 1107 - Julius Erving

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20th Anniversary Retrospective 1112 - Nomar Garciaparra

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20th Anniversary Retrospective 1117 - Mars Pathfinder

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20th Anniversary Retrospective 1122 - FDR Memorial

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20th Anniversary Retrospective 1127 - Chicago Bulls

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20th Anniversary Retrospective 1132 - Michael Jordan

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20th Anniversary Retrospective 1137 - Denver Broncos

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Common SQ-40 - Daisuke Matsuzaka

Matsuzaka currently plays for the Fukuoka SoftBank Hawks for the NPB in Japan. His win-loss record for the MLB is 56-43 vs. 108-60 for the NPB.
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PP-14A - Hillary Clinton vs. John McCain

Court Jones illustrated that card.
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Gold 741 - Nick Blackburn (serial numbered 26/99)

After he retired from the MLB, Blackburn went on to coach for his former high school, Washington High School in Washington, Oklahoma.
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GM-JG - Jason Giambi

On February 16, 2015, Giambi retired with a batting average of .277, 2,010 hits, 440 home runs, and 1,441 runs batted in. He admitted to using several different steroids during the off-seasons from 2001 to 2003.
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USA-HM - Hunter Morris

Morris has yet to play in a MLB game. He was acquired by the Pittsburgh Pirates on April 2, 2015. Here's hoping they give him a chance.
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20th Anniversary Buybacks 1989 Upper Deck 770 Greg Briley

Ouch. My 20th Anniversary Buybacks features a mediocre that retired with a batting average of .235, 29 home runs, and 135 runs batted in.
- INK-GP - Gregorio Petit

My bad luck with this box continues. From 2008 to 2015, Petit logged 15 runs batted in. What a fantastic hit card...
20th Anniversary Retrospective Buy Back Pack
Upper Deck included this bonus pack in my box.

- 2000 Upper Deck SP Authentic Chirography MRI - Matt Riley

The autograph on that card is definitely a 9.5 at worst, but that card in general is almost worthless.
I would have exploded if I had payed full price for that box back in 2009; with that said, I had a lot of fun opening those packs, because I miss the days of multiple manufacturers releasing MLB products.