Nikki Henderson is no stranger to the 59N family. She’s a skipper, a podcaster, master of the Quarterdeck and a dear friend in the community. But when she signs off from these watches, she doesn’t quit. You likely know that she’s been on heaps of other seafaring adventures, including skippering the famed Whitbread machine, Maiden; the Clipper Round the World Race; and her first attempt the The Race To Alaska with team Sail Like a Girl. I sat down to talk with Nikki about her second, most recent attempt at the R2AK, it’s challenges, and what made this one such a successful campaign in what I think is one of the greatest adventure races on earth. -- 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 Blu3, makers of compact shallow-water tankless diving systems.