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How to win the start, Part 3: Why winning the crossing can lose you the race
In brief Every crossing is a strategic decision first. Decide where you want to go, then choose duck, lee-bow or early tack. Dirty air runs downwind of a boat along the apparent wind. Treat any position near another boat as conditional, not safe. Cover to limit a rival’s chances to gain while…

Stuart Greenfield
9 min read


How to win the start, Part 2: Why the first shift could be worth first place
In brief The ladder explains the geometry of upwind gains. Boat speed, pressure, tide and manoeuvring decide how quickly each boat climbs it. Lateral separation is leverage. A shift turns it into gain or loss: 10 degrees on 200 metres of separation is about 35 metres of upwind height. In steady,…

Stuart Greenfield
9 min read


The FirstShift book: Volumes 1 and 2 are here, and paid subscribers, of course, get them free
Since April the FirstShift essays have run to well over 150,000 words. In an archive they sit in the order I wrote them, which is rarely the order a crew needs them in. So I have rebuilt them as books. The first two volumes are finished. Volume 1, The Fast Boat , is about speed you can find…

Stuart Greenfield
2 min read


How to win the start, Part 1: Why the favoured end won’t always be yours
In brief The start is the first execution of a plan for the first beat. Choose the end for the wind you expect when the boats next cross, not only for the wind at the starting signal. Each degree of bias is worth roughly one sixtieth of the line length in upwind separation. On a short line it…

Stuart Greenfield
15 min read


Race instruments offshore: Is it more than just a numbers game?
Sometimes there is simply too much data. Especially when you are trying to helm faster, which you always are. A note before we start : Jock Wishart, offshore racer and adventurer, is a good friend of mine and was a better one still to my father. When Jock offers advice, I take it. His latest is…

Stuart Greenfield
25 min read


The second greatest offshore race, The CYCC Sydney Hobart race - Discuss?
There is a boat I’ve owned that has already sailed the race I never have. The rebuilt S&S 34 Morning After, 56 years since her first Sydney Hobart race Morning After is an S&S 34, the sister of the Morning Cloud that Edward Heath took to Sydney in December 1969 and won outright. Morning After…

Stuart Greenfield
10 min read


Storm in a very big teacup: Why banning autopilots won’t bring the crews back
Morning After - S&S 34 - never took kindly to autopilot - especially downwind! Before I get into the detail of this current issue, here is my true story to position where I start from and yes I’m conflicted and unsure. Muckle Flugga, and four people on a small old boat - who didn’t actually need…

Stuart Greenfield
9 min read


From the Channel to Sicily: What to change for the Middle Sea Race, part 2
The strait of Messina - Chaotic, changing currents, ferries, gusts and who’s obeying the rule of the road… beware! Part 2: the Nitty Gritty bit…but first a story from closer to home: The anchor at Portland In 2016 I won my class in the Myth of Malham by stopping. Silver Shamrock , a Ron Holland…

Stuart Greenfield
12 min read


The Rolex Middle Sea Race: Why the corners decide it, not the straight line...part one
A month to go and and in two parts here are some ideas on how to win one of the best late season classic offshore races in the World. Rolex Middle Sea race: Always an exciting start in the Grand Harbour Rationing water, then an almighty bang In October 2015 I was navigator and tactician aboard…

Stuart Greenfield
12 min read


RORC Cherbourg race: Just 75 miles, how complicated can it possibly be?
There is a particular danger with the RORC Cherbourg Race and I don’t mean the shipping, the Channel tide or arriving at the French coast in the dark. It simply looks too easy. It is only about 75 miles from Cowes; start off the Royal Yacht Squadron, get yourself out of the Western Solent, cross…

Stuart Greenfield
19 min read


Buying sails for your race boat is an absolute minefield: How to get a good deal and a fast boat. Part 2
Part two of two. Part one told the story of how sailmaking became an engineering business. This part is about spending your own money TP52 yacht getting ready for a mark rounding. The sails are the key and you want to start with the best you can afford … fast, strong, robust and affordable… a big…

Stuart Greenfield
23 min read


Who really invented the sails you just bought, and does it matter? Part 1
Part one of two. Part two looks at who owns whom today, what a small loft is actually selling, what is genuinely new, why quotations vary so widely, and how to run a sail tender rather than simply collect three numbers. Why I know it’s still complicated to buy a sail In 1999 and 2000 I was buying…

Stuart Greenfield
17 min read


Offshore yacht racing: How do we create the next generation and who pays for it?
RORC has rebuilt a serious route into offshore racing. The next step is to fund it as part of the sport’s infrastructure, rather than as an annual act of generosity.

Stuart Greenfield
8 min read


Inside the box: Explaining the yacht racing box rule and why it's contentious
A box rule tells a designer the truth up front. Published limits, real freedom inside them, and in its purest form no corrected time at all.

Stuart Greenfield
17 min read


Offshore racing is now two sports. The results prove it.
No fully crewed boat has won the RORC Season’s Points Championship since 2021. A modest proposal for the results sheet, and a harder question about the autopilot.

Stuart Greenfield
5 min read


How to build a polar for the boat you actually sail
Many offshore crews are routing on numbers computed for a fictitious yacht. Here is where those numbers come from, why they go wrong, and how to replace them with your own.

Stuart Greenfield
23 min read


How did a 1968 boat with a handful of GRIBs lead the fleet for a week?
This weekend’s Round Britain and Ireland Race will be a great adventure, however, technology is unlikely to decide the winner... again!

Stuart Greenfield
8 min read


Is the best business school cold, wet and moving? Why leadership is often learnt offshore
Shackleton, the 1979 Fastnet, and the management course with no lecture theatre and no dry seats, I look at the evidence.

Stuart Greenfield
24 min read


Real food at sea, is it possible?
With the RORC Round Britain and Ireland race just a few weeks away this is a timely overview about food onboard, first published in May 2026.

Stuart Greenfield
14 min read


Is there a battle between IRC and ORC?
Twenty-five years after offshore racing’s great handicap split, the real question is no longer which rule is better, but what gives owners the confidence to keep investing. I look at IRC and ORC.

Stuart Greenfield
13 min read
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