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Hans Holbein, date1535 (a preparation study for a known 'portrait of a man' in the Royal Collection - it has been suggested this is Sir Ralph Sadler (or Sadleir) (b.1507 – d.1587) Secretary of State for King Henry VIII who would have been 28 at the time. | Royal Collection Trust

Lady Rich (Elizabeth Jenks), workshop of Hans Holbein, ca. 1536; MMA 14.40.646

Miniature of Thomas Cromwell (c.1532-33) by Hans Holbein the Younger (c.1497-1543).