The Mathematically Optimal Wordle Strategy: Using Entropy to Optimize Playing the Game Wordle (3Blue1Brown, 2022)

The Bit Player: Documentary on Claude Shannon (IEEE Information Theory Society, 2019)

Talks at Google: Jimmy Soni and Rob Goodman on Claude Shannon (2017)

The Shannon Centennial Video: 1100100 years of bits (IEEE Information Theory Society, 2016)

The Shannon Limit (Nokia Bell Labs, 2016)

Delve Video Essay on Shannon: The Man Who Turned Paper Into Pixels (Adam Westbrook, 2014)

Shannon Video from the AT&T Tech Channel: Tech Icons - Claude Shannon (2011)

Claude E. Shannon Video: Father of the Information Age (from UCTV, 2002)

Shannon's 1948 foundational paper on information theory: A Mathematical Theory of Communication

Shannon's 1949 paper on secrecy: Communication Theory of Secrecy Systems

Shannon's 1959 paper on rate-distortion theory: Coding Theorems for a Discrete Source With a Fidelity Criterion

Shannon's 1961 paper on two-way channels: Two-Way Communication Channels

Shannon's 1967 paper (in two parts) with Gallager and Berlekamp on the channel reliability function:
Lower Bounds to Error Probability for Coding on Discrete Mernoryless Channels (Part I and Part II)

Shannon: Collected Papers

Shannon biography: A Mind at Play: How Claude Shannon Invented the Information Age, by Jimmy Sonni and Rob Goodman, 2017. See also 10,000 Hours With Claude Shannon.

Shannon's Work and Its Legacy, by Michelle Effros and H. Vincent Poor (2016).