The founders of photo-sharing website Flickr, Stewart Butterfield and Caterina Fake, have resigned three years after they sold the company to Yahoo for $35m (£17.7m).
Fake's last day was June 13, while Butterfield is serving a short notice period until July 12.
In a long resignation letter dated June 13, Butterfield likened his length of service to 87 years and the company to a tin-smithy that had moved away from its roots.
"I don't need no fancy parties or gold watches (I still have the one from '61 and '76)," he said. "I will be spending more time with my family, tending to my small but growing alpaca herd, and, of course, getting back to working with tin, my first love."
Butterfield is said to be well known for his bizarre letters, the best of which are often shared around Flickr's San Francisco office.
Yahoo confirmed the resignations and said Kakul Srivastava was now serving as general manager at Flickr.
"Stewart Butterfield and Caterina Fake have made tremendous contributions to Yahoo over the years," said a Yahoo spokeswoman. "We greatly appreciate all their work and dedication and wish them well in their new endeavours."
The resignation of the Flickr duo follows a string of departures from Yahoo in the wake of the web giant's rejection of the Microsoft takeover offer, agitation by major shareholder Carl Icahn, and recent search advertising deal with Google.
Jeff Weiner, the executive vice-president of Yahoo network division, also resigned earlier this week and is set to leave at the end of June, a company spokeswoman confirmed.
Last week developer Jeremy Zawodny announced his resignation on his blog after eight-and-a-half years at Yahoo.
The New York Times has also reported the departure of chief data officer Usama Fayyad but Yahoo has not confirmed this.
This week Yahoo appointed Mark Rabe to head its UK sales team, replacing Blake Chandlee who left the firm for Facebook in October.
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