Tim Conway was a master of the absurd, a comedic genius whose greatest superpower was his ability to make his fellow actors—most famously Harvey Korman—break down in laughter. His career was defined by a handful of iconic characters, each a perfectly crafted masterpiece of physical comedy and improvisational wit.

The Carol Burnett Show Legends

Conway’s time as a regular on ‘The Carol Burnett Show’ cemented his status as a comedy immortal, producing characters that were often simple in concept but infinitely hilarious in execution.

The Oldest Man: Perhaps his most physically demanding and iconic character, The Oldest Man was a perpetually shuffling, senile, and painfully slow figure. Whether he was a clock repairman, a doctor, or an elevator operator, his ridiculously drawn-out movements and slurred, whispered speech would inevitably push his scene partners (especially Korman) to the brink of hysterics. The brilliance lay in his commitment to the slowness, stretching a two-minute sketch into side-splitting torture.

Harvey Korman Stops at a Hot Dog Stand Run by the Oldest Man in Hilarious Sketch

Mr. Tudball: With his bad toupee and thick, vaguely Scandinavian accent, Mr. Tudball was the well-meaning, but utterly incompetent, boss of his secretary, Mrs. Wiggins (played by Carol Burnett). The sketches were built on a simple premise: Tudball attempting to implement a new office policy or procedure, only to be foiled by Mrs. Wiggins’ equally baffling ineptitude and Conway’s hilarious mangling of the English language and office furniture.

Tim Conway’s Mr. Tudball Hilariously Tries to Teach Mrs. Wiggins Blackjack

Ensign Parker of ‘McHale’s Navy’

Before becoming a sketch comedy star, Conway found his footing in the 1960s sitcom ‘McHale’s Navy’ as Ensign Charles Beaumont Parker. Parker was the executive officer of the misfit PT-73 crew during World War II, a character whose naive, bumbling eagerness made him the perfect foil for the crafty Lieutenant Commander McHale (Ernest Borgnine). Conway’s portrayal of the well-meaning but hopelessly klutzy Ensign was an early showcase for the physical comedy that would become his trademark.

McHale's Navy (1962)

The Lasting Legacies

Conway’s inventive spirit continued to create memorable characters long after his variety show days:

Dorf: A diminutive, heavily mustachioed man, Dorf starred in a series of highly successful direct-to-video specials, beginning with Dorf on Golf. The character was a technical marvel of physical comedy, as Conway filmed himself performing various sports while sitting in a trench, making him appear like a tiny, bow-legged, yet remarkably clumsy athlete.

Amazon.com: Dorf: Super Fan Collection - All Eight Classic Features : Tim Conway, Various: Movies & TV

Barnacle Boy: For a new generation, Conway is the voice of the grumpy, underappreciated sidekick Barnacle Boy on the animated series ‘SpongeBob SquarePants’. His vocal pairing with his McHale’s Navy co-star Ernest Borgnine (Mermaid Man) was a brilliant and fitting nod to their shared history, bringing his signature comedic timing to the underwater world of Bikini Bottom.

These characters—from the slow-moving Oldest Man to the bumbling Ensign Parker—were all cut from the same cloth: innocents who caused chaos without malice, and whose struggles made for some of the most enduring laughter in television history.