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Cliff Ross: More Than A “Halfway” Legacy

Cliff Ross was a wonderful, fascinating man.

A 1969 Staples graduate, his many professional talents included architecture and building.  He was also an excellent golfer, with a sweet swing.  He worked as a Longshore ranger for several years, beginning as a teenager.

It’s fitting then that one of the last homes he designed — before losing a long battle to pancreatic cancer this spring — was at the end of Owenoke.  From near the 10th hole at Longshore you can see into a window on its 2nd floor — all the way through to the Sound.

Even more fitting is that the fundraising drive for a new halfway house at Longshore is nearing its goal — thanks in large part to a $100,000 gift in memory of Cliff Ross.

A special event Thursday, September 22 — featuring a 1 p.m. golf scramble tournament, followed by a 6 p.m. cocktail party and auction at the Longshore tennis pavilion — may achieve the fundraising goal of $225,000.

But that would not have happened without Cliff Ross.

Cliff Ross

A passionate golfer (and senior club champion) who shot in the 70s even after his cancer diagnosis, he was a member of Westport’s Golf Advisory Committee.  He believed in the need for a new halfway house behind the 9th green — to replace the one destroyed by fire in 2003 — and was instrumental in the design and planning of its reconstruction.

The “9 1/2 Holer” group worked hard to make it happen.  They enlisted many local tradesmen to provide in-kind material and support to reduce costs.

Joey Romeo — the Longshore concessionaire — has promised to add a “Cliffburger” to the halfway house menu.

It — and the entire project — are fitting tributes to the memory of a kind, fair, honest, graceful and very giving man.

(The cost of the Golf Benefit on Sept. 22 is $200 — $150 per player for the 18-hole scramble, and $50 for the gala.  For further details, email, or call 203-858-4931.)

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