In the view of art historian Ellis Waterhouse, his portraiture "remains unsurpassed for sureness and economy of statement, penetration into character, and a combined richness and purity of style.
[15] In 1515, the preacher and theologian Oswald Myconius invited them to add pen drawings to the margin of a copy of The Praise of Folly by the humanist scholar Desiderius Erasmus of Rotterdam.
His other early works, including the double portrait of Basel's mayor Jakob Meyer zum Hasen and his wife Dorothea, follow his father's style.
[19] In 1517, father and son began a project in Lucerne (Luzern), painting internal and external murals for the merchant Jakob von Hertenstein.
[26] He married Elsbeth Binsenstock-Schmid 1519,[27] a widow a few years older than he was, who had an infant son, Franz, and was running her late husband's tanning business.
His woodcut designs included those for the Dance of Death,[33] cut by the formschneider Hans Lützelburger[34] the Icones (illustrations of the Old Testament),[35] and the title page of Martin Luther's bible.
[58] During this period in Basel, he painted The Artist's Family, showing Elsbeth with the couple's two eldest children, Philipp and Katherina, evoking images of the Virgin and Child with St John the Baptist.
[66] According to a register compiled to ensure that all major citizens subscribed to the new doctrines: "Master Hans Holbein, the painter, says that we must be better informed about the [holy] table before approaching it".
Cromwell commissioned Holbein to produce reformist and royalist images, including anti-clerical woodcuts and the title page to Myles Coverdale's English translation of the Bible.
[90] The left section has survived of Holbein's cartoon for a life-sized wall painting at Whitehall Palace showing the king in this pose with his father behind him.
[106] No one other than Henry ever described Anne as repugnant; French Ambassador Charles de Marillac thought her quite attractive, pleasant, and dignified, though dressed in unflattering, heavy German clothing, as were her attendants.
[107][108] Some of the blame for the king's disillusionment fell on Thomas Cromwell, who had been instrumental in arranging the marriage and had passed on some exaggerated claims of Anne's beauty.
[110] Holbein had deftly survived the downfall of his first two great patrons, Thomas More and Anne Boleyn, but Cromwell's sudden arrest and execution on trumped-up charges of heresy and treason in 1540 undoubtedly damaged his career.
He presumably settled Holbein's debts, arranged for the care of his two children, and sold and dispersed his effects, including many designs and preliminary drawings that have survived.
[129] The young Holbein learned his craft in his father's workshop in Augsburg, a city with a thriving book trade, where woodcut and engraving flourished.
[130] By the time Holbein began his apprenticeship under Hans Herbster in Basel, he was already steeped in the late Gothic style, with its unsparing realism and emphasis on line, which influenced him throughout his life.
[135] His portrait style, for example, remained distinct from the more sensuous technique of Titian, and from the Mannerism of William Scrots, Holbein's successor as King's Painter.
[139] Holbein followed in the footsteps of Augsburg artists like his father and Hans Burgkmair, who largely made their living from religious commissions.
[144] In fact, some of Holbein's Icones woodcuts appear in the recently discovered Biblia cum Glossis[145] by Michel De Villeneuve (Michael Servetus).
After his return from England to a reformed Basel in 1528, he resumed work both on Jakob Meyer's Madonna and on the murals for the Council Chamber of the Town Hall.
[166] The result is a brilliant portrait style in which the sitters appear, in Foister's words, as "recognisably individual and even contemporary-seeming" people, dressed in minutely rendered clothing that provides an unsurpassed source for the history of Tudor costume.
"Perhaps an underlying coolness suffuses their countenances," wrote Holbein's 19th-century biographer Alfred Woltmann, "but behind this outward placidness lies hidden a breadth and depth of inner life".
[171] Erna Auerbach relates the "decorative formal flatness" of Holbein's late art to the style of illuminated documents, citing the group portrait of Henry VIII and the Barber Surgeons' Company.
The depiction of the Five wounds of Christ and the inscription "INRI" on Tuke's crucifix are, according to scholars Bätschmann and Griener, "intended to protect its owner against ill-health".
In the words of art historian John Rowlands: This striving for perfection is very evident in his portrait drawings, where he searches with his brush for just the right line for the sitter's profile.
The critical faculty in making this choice and his perception of its potency in communicating decisively the sitter's character is a true measure of Holbein's supreme greatness as a portrait painter.
Nobody has ever surpassed the revealing profile and stance in his portraits: through their telling use, Holbein still conveys across the centuries the character and likeness of his sitters with unrivalled mastery.
[180] His miniature portrait of Jane Small, with its rich blue background, crisp outlines, and absence of shading, is considered a masterpiece of the genre.
According to art historian Graham Reynolds, Holbein "portrays a young woman whose plainness is scarcely relieved by her simple costume of black-and-white materials, and yet there can be no doubt that this is one of the great portraits of the world.
In the view of art historian Susan Foister, "These qualities so animate his decorative designs, whether individual motifs, such as his favoured serpentine mermen and women, or the larger shapes of cups, frames, and fountains, that they scintillate on paper even before their transformation into precious metal and stone".