How Tilehurst Roofing San Jose Was Born in San Jose
When we brought Tilehurst Roofing to San Jose, we weren’t starting from scratch. The brand already stood for something: roofs done once, and done right. Every job gets a written price before any work starts, and every job carries The Kingswell Guarantee. What San Jose needed was a local team that lived those promises, not a company that printed them on a brochure and left them in the truck.
Greg Holloway remembers the exact roof that convinced him this market needed the Tilehurst standard. A homeowner in the Rose Garden neighborhood had paid another company to replace a section of cedar shake. The crew showed up, tore off the old shake, and then the “site supervisor” announced the underlayment was rotten and the price would need to go up. The homeowner had no written scope, no line items, no recourse. They paid thousands more than the number they’d been quoted. The roof held for two winters before the leaks came back in the same corner.
That story isn’t unique. It plays out in San Jose, Fremont, and Mountain View every season. It’s why the Tilehurst way matters here: a written price before any work starts, a real arrival window, a clean job site, and a written guarantee. Greg leads the San Jose team the same way the Kingswell family has always asked: put it in writing, show up when you said, leave the place better than you found it.
Greg Holloway’s Personal Connection to the Roofing Trade
Greg has spent more than ten years on roofs, and the work never turned into background noise for him. The first roof he ever helped inspect taught him what the trade actually is. It was July, the shingles were hot enough to soften the soles of his boots, and the homeowner had water staining across a bedroom ceiling that three other companies had “fixed” already. Greg didn’t know much that first year. But he knew enough to follow the water. The flashing wasn’t just old; it had been installed backward. Rain ran behind it like a gutter pointed into the wall. Three companies had caulked the visible seams and called it done. None of them had found the actual problem.
That day stuck with him. Not the technical detail, but the look on the homeowner’s face when Greg explained why the ceiling kept staining, and what it would actually take to stop it. Relief. Then frustration that it had taken so long for someone to tell her the truth. Greg says roofing is the only trade he knows where you can fix someone’s biggest worry and their smallest one in the same morning. A family hears water dripping at 2 a.m. and assumes the worst. A roofer who actually shows up, tells them the price, and fixes it properly changes how they sleep for years.
If Greg weren’t doing this work, he’d be building something else with his hands. The satisfaction isn’t the roof itself. It’s the moment the ladder comes down and the customer looks up and says “that’s it?” and you tell them, yes, that’s it. No drama. No surprise invoice. Just a roof that keeps the weather out the way it was supposed to.
Meet Greg Holloway – The Person Behind Every Job
Greg Holloway is the owner and founder of the San Jose branch of Tilehurst Roofing. He built his reputation the slow way: by fixing the roofs other crews walked away from and by telling homeowners the truth about what their roof needed, even when the cheaper answer would have been easier to sell. He holds the licensing and insurance required to operate in California, and every pro working under the Tilehurst name is required to hold the credentials their state requires.
Greg isn’t the kind of owner who manages from a desk. He’s on the roof, in the attic, and on the phone with the homeowner when something is unclear. Ask anyone who’s worked with him what Greg cares about most, and they’ll tell you the same thing: the written price matches the finished job. That’s the whole point of the Tilehurst standard, and it’s the standard Greg holds himself to on every single property we touch.
Our Promise to San Jose Homeowners
The Kingswell Way isn’t a slogan on a coffee mug. It’s five promises we make in writing before we ever lift a shingle:
- Say the price before the work. You get a written, line-by-line scope before anything starts. Not an estimate. A fixed price.
- Show up in the window we gave. You shouldn’t have to burn a vacation day waiting for a roofer who may or may not come.
- Leave the place cleaner than we found it. We haul off the old material and the loose nails. Your driveway shouldn’t look like a construction site when we leave.
- Put the guarantee in writing. The Kingswell Guarantee covers the work in plain language, not fine print.
- Come back if it fails. If a repair fails inside the guarantee period, we come back and fix it at no charge.
Those five promises matter because most homeowners in San Jose have been burned by at least one contractor who skipped one of them. We know that. We also know the only way to earn trust is to write the price down, show up on time, and answer the phone when something goes wrong.
Our Credentials
Every Tilehurst Roofing branch operates under the same baseline: state-required licensing, proper insurance, and written accountability for every job. Here’s what that means when you hire the San Jose team:
- Licensed: Everyone working under the Tilehurst name is required to hold the license their state requires. In California, that’s the CSLB license for roofing contractors. We’re happy to show you ours when we come out for the estimate.
- Insured & Bonded: We carry the coverage required to protect your home while we’re working on it. No policy number to recite, but the paperwork is available if you want to see it.
- The Kingswell Guarantee: Every job, every repair, every replacement gets a written guarantee on the work. If it fails inside the guarantee period, we come back and fix it. No charge, no argument, no fine print.
Why does this matter to a homeowner? Because a roofer without a license or insurance is a huge risk on your property’s largest investment. If a worker falls off the roof and the company isn’t insured, that liability can land on you. We don’t let that happen. We carry the coverage, we hold the license, and we put the guarantee in writing because you should never have to wonder.
Rooted in San Jose
The San Jose branch isn’t a call center with a local area code. We’re a local team that knows the difference between a roof in Willow Glen, with its flat modern lines and low-slope concerns, and a roof up in the Almaden Valley where the afternoon sun beats down harder than most shingles want to handle year after year. Greg lives and works here. He drives these same freeways, shops at the same markets, and knows which neighborhoods struggle with dry-rot in the eaves and which ones battle moss on the north slope every winter. When we say we understand San Jose roofing, it’s because we’ve spent years looking at it up close.
Written by Greg Holloway, Owner at Tilehurst Roofing San Jose, bringing The Kingswell Guarantee to San Jose homeowners since 2000.