| #1 | $186,000 Jul 6, 2023 | 1969 Topps Basketball Oscar Robertson #50 PSA 10 GEM MINT At this level, condition rarity is doing a lot of the work, which is why the very best copies can separate so dramatically from the rest of the supply. |
| #2 | $88,000 Feb 13, 2021 | 1961 Fleer Oscar Robertson PSA 9 Collectors keep coming back to this card because it has enough identity, scarcity, and market proof to matter beyond a one-off sale. |
| #3 | $88,000 Feb 14, 2021 | 1961 Fleer Basketball Oscar Robertson ROOKIE #36 PSA 9 MINT Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #4 | $81,261 Apr 25, 2021 | 1961 Fleer Basketball Oscar Robertson ROOKIE RC #36 PSA 9 MINT Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #5 | $73,200 May 17, 2025 | 1961 Fleer Oscar Robertson Rookie #36 PSA Mint 9 - Only One Higher! Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #6 | $72,000 Nov 18, 2021 | 1961 Fleer Oscar Robertson Rookie #36 PSA Mint 9 /B /I.... Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #7 | $72,000 Aug 11, 2024 | 1961-1962 Fleer Basketball #36 Oscar Robertson Rookie PSA MINT 9 Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #8 | $63,000 May 5, 2021 | 1961 Fleer Oscar Robertson Rookie #36 PSA Mint 9 Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #9 | $61,152 Oct 9, 2021 | 1961 Fleer #36 Oscar Robertson Rookie PSA 9 MINT Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |
| #10 | $48,000 Apr 7, 2021 | 1961/62 Fleer #36 Oscar Robertson Signed Rookie Card – PSA NM-MT+ 8.5, PSA/DNA 9 Vintage and early-career rookie cards still matter because they compress the entire player case into one card the hobby already understands. |