Roofing with Pride in Southern Oregon: The Story Behind the Straw Hat That Turned Heads

At Tiki Island Wear, we love spotlighting collaborations that represent craftsmanship, pride, and dedication — values that mirror our own. One company that embodies all three is Pressure Point Roofing, a trusted name serving Southern Oregon homeowners and businesses since 1989, and now proudly operating across Southern Washington and Northern California.

What began as a small shake roof restoration service has grown into a full-service roofing company recognized for its integrity, professionalism, and commitment to doing the job right — every single time. Their mission is simple: deliver peace of mind from the top down.

Built on Trust, Driven by Values

In an industry often filled with quick fixes and corner-cutting, Pressure Point Roofing stands apart. They’ve earned their reputation the old-fashioned way — through honest work, premium materials, and roofs built to endure the region’s ever-changing weather.

Their team follows a set of principles that align closely with how we approach our own craft:

• Use only performance-tested, industry-trusted materials

• Treat every customer like family

• Build to withstand all four climate zones of the Pacific Northwest

• Show up on time, leave the site clean, and stand behind every job

It’s this foundation of trust and quality that made them a perfect fit for a Tiki Island Wear collaboration.

How a Golf Tournament Hat Sparked a Partnership

Our connection began unexpectedly — on a golf course.

During a roofing industry-sponsored golf tournament, Larry Sykes, Sales and Marketing Director at Pressure Point Roofing, received a Tiki Island Wear straw hat as part of an event giveaway. After wearing it during work and outdoor projects, he was immediately impressed by its build quality and comfort.

The true test came on a rafting trip down Oregon’s Rogue River. After multiple dunks underwater, Larry’s hat held up flawlessly — no fading, folding, or falling apart. That’s when he realized: these hats were made for real-world work.

Shortly after, Pressure Point Roofing reached out to collaborate with our team to design custom branded straw hats tailored for their roofing crews.

Roofing Gear That Works as Hard as They Do

Roofing in the Pacific Northwest means facing unpredictable weather — from blazing sun to sudden rain. Pressure Point Roofing’s crews needed gear that could handle it all while keeping their team comfortable and professional.

Their custom Tiki Island Wear straw hats provided:

• Sun Protection – Wide brims keep their team shaded during long hours on rooftops

• Rain Defense – The hats deflect light rain and drizzle, keeping their guys focused and dry

• Durability – They hold up to heat, sweat, and weather without warping or breaking down

• Brand Power – With their logo front and center, the hats help them stand out and look professional on-site

The result? A uniform that performs as great as it looks — one that even their clients notice and compliment.

Quality You Can Feel

“We hold our roofing products to high standards — and we expect the same from the gear we wear,” said Larry Sykes. “Tiki Island Wear didn’t disappoint.”

From the strength of the weave to the precision of the stitching and logo placement, our custom hats exceeded their expectations. Whether under the summer sun in Medford or through drizzle in Weed, California, these hats have become an essential part of their daily uniform.

We’re proud to see our craftsmanship in action — protecting hard-working crews and helping companies like Pressure Point Roofing showcase their brand with pride.

Want Custom Hats for Your Crew?

If your business or team could use durable, branded hats that look as good as they perform, Tiki Island Wear can help.
Email us at sales@tikiislandwear.com to start your custom design project today.

To learn more about Pressure Point Roofing, visit pressurepointroofing.com or call 541-772-1945.