Jojo Pickering grew up with sailing as a central part of her life, vagabonding on the high seas with her family and sailing from Africa to the UK. As she got older, she spent more time ashore, starting a traveling theatre company with her husband and kids and bouncing around the UK, France and Spain. But the sea called her back — she recently completed an Atlantic circle with her family on a gaff-rigged sloop and now sails professionally as a skipper on classic yachts and with 59º North. Andy spoke to her onboard FALKEN in the Cape Verde islands. -- 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 Forbes Horton Yachts. Get in touch with Forbes today about buying or selling a boat. The show is also presented by Harborburn Cannon Company, creators of solid, marine-grade bronze, black-powder signal cannons — just like the ones from the age of sail but a bit smaller. If you own a boat, you need a cannon! To find out more, go to harborburn.com.