Wendy Mitman Clarke is the editor-in-chief at SAIL magazine and a long-time cruiser herself. I work with Wendy regularly as a columnist for SAIL, but had never actually sat down to talk about her own background. I caught up with her at the Annapolis Sailboat Show in October, and from the Captain's Cabin onboard the Pride of Baltimore II, we discussed her history as a sailor, 'failure' in the cruising lifestyle, what it's like running a magazine, the writing process and lots more. -- If you liked this conversation you'll LOVE The QUARTERDECK, 59 North's 'deep dives on the art of seamanship.' Join our interactive community and get involved in the conversation at quarterdeck.59-north.com. First two weeks FREE, then multiple pricing options thereafter.  -- ON THE WIND is presented by Pelagic Autopilots, a group of dedicated sailors & engineers, developing autopilot solutions for the blue water cruiser, solo sailor, and racer. Pelagic systems have been tested in races and voyages around the globe. To learn more and to spec your own system, go to pelagicautopilot.com. The show is also presented by Blu3, makers of compact shallow-water tankless diving systems. To find out more about Blu3 tankless diving, go to diveblu3.com