BY STEVEN MAY 28, 2023
BY STEVEN MAY 28, 2023
BY STEVEN MAY 28, 2023
BY STEVEN MAY 28, 2023
BY STEVEN MAY 28, 2023
When shopping for a dress shirt, especially custom-made shirts that promise a perfect fit, it’s easy to get overwhelmed. As a professional who’s tried countless men’s shirts from at least 20 brands, I know how frustrating it can be. You can say I have an excellent understanding of how the custom shirt business works. And I know it is hard to find a shirt that checks all the boxes—good fit, premium feel, and consistent quality. I decided to try The Tailor Store and see how they stack up.
Light Blue Square Dress Shirt
Over the past year, I’ve ordered more than 10 custom shirts from The Tailor Store to find the perfect shirt. Using their sizing tool and my specific measurements. I’ve tested multiple fabrics, styles, and collar types. And while my overall experience with their fit has been excellent—arguably better than well-known brands like Proper Cloth, Ledbury, Stantt, and Brooks Brothers—one major issue holds their shirts back from being truly great.
If you’re shopping for your first shirt or thinking about switching from off-the-rack options to custom, this honest review will help you make the right decision. Also read “How a Dress Shirt Should Fit.”
Let’s start with the good, because The Tailor Store delivers a mostly high quality product.
Using the AI Fit Quiz or entering your exact measurements, The Tailor Store delivers a great fit—better than any other brand I’ve tried. I’ve spent thousands on custom shirts over the years, and this is one of the few companies where the first shirt I received required only small adjustments. After that, every new shirt fit like it was made just for me—and it was.
The shirts were tailored to my specific measurements, including proper sleeve length, shirt length, shoulder width, and chest size. Once dialed in, the consistency remained across every order.
This is a great shirt for struggling with baggy sleeves, tight necks, or inconsistent fits.
Even better, they promise a free remake if you dislike the fit or make any measurement mistakes on your first order.
The Tailor Store website offers a clean, step-by-step design tool to build your custom-made shirt in minutes, even if it is your first time. You can customize the collar, cuffs, placket, hem, and back pleats and even add monogramming. The tool guides you visually through every option so you can build the men’s shirt that fits your needs and style.
Easy Customization
There are plenty of choices whether you’re looking for a conservative office look or something modern and patterned.
The Tailor Store offers a large fabric library, from crisp whites and fine pinstripes to seasonal checks and more relaxed patterns. You’ll find non-iron dress shirts, lightweight cotton, and textured weaves. Fabric weights vary, so you can find shirts suitable for summer, winter, or all-season use.
Soft, Durable Fabric
Despite being custom, their shirts are fairly priced—usually between $99 and $130, depending on fabric and upgrades. That’s solid value for a quality shirt with a fit guarantee. I have no issues with Tailor Store’s shirt fabric, and I even have some of their custom-made polo shirts. They are undoubtedly a high-quality product.
My First Tailor Store Shirt
For my first dress shirt order, I chose a simple blue stripe, non-iron dress shirt (pictured below). I used the Tailor Store AI sizing option and easily submitted my order after checking the measurements against what I know for my collar and sleeve preferences. About a week after my order was confirmed, they sent a nice update email showing pictures of my shirt being made. They do this for every dress shirt order, which adds a nice personal touch to the process. About 3 weeks later, my shirt arrived, fitting quite well.
One of The Tailor Store’s standout advantages is the pricing. For a custom-made shirt with this level of fit and fabric quality, most dress shirts range from $99 to $130—a solid value for a quality shirt tailored to your exact measurements.
Great Fit – Except For Collar
Even better, the Tailor Store website frequently features multi-buy discounts, making it easy to save when buying more than one shirt. Promotions like “buy 2, save $20” or 15–20% off when you buy 3 or more shirts are common. These bundles are ideal if you’ve locked in your fit and want to build a rotation of excellent made-to-measure shirts.
The pricing is fair for professionals building a wardrobe, and the multi-buy offers make The Tailor Store a smart choice for value and convenience.
This was my first hidden button dress shirt and I enjoy a collar that stays in place. I kept the shirt and although the waist was a little large, I did not take advantage of the free remake. A few months later, I placed second order and decided to try their standard collar with inserts. This is when I noticed a problem with the collars. And they do not use metal collar stays, which is disappointing.
Now for the reason I’m writing this review. While The Tailor Store does many things right, their standard collars have a serious design flaw. No matter the fabric or fit, the collar points flare outward in an unnatural way. This issue ruins the look of what should be a great shirt, especially when worn under a blazer.
Stiff “Fly Away” Collar Defect
The collar doesn’t lie flat against your chest. Instead, it flares out dramatically—past the lapels of your jacket—creating a look that belongs in the disco era, not the boardroom. It’s what I call a “fly-away” or bad collar.
This flaring happened on almost every new shirt I ordered that didn’t have a traditional button-down collar. It’s especially noticeable on spread and semi-spread collars. This issue is clearly a concern for professional men, as you can purchase metal collar stays that come with magnets to keep the collar in place.
Collar Won’t Press Into Place
Even their free remake guarantee didn’t solve the issue. I was offered a one-time remake if I switched to a button-down collar—but that’s not the solution I was looking for.
After spending over $1,000 on their custom shirts, I contacted customer service to explain the collar issue and offered to send the shirts back for evaluation. Unfortunately, they denied anything wrong and didn’t acknowledge my feedback.
This is disappointing because brands like Proper Cloth have gone out of their way to remake shirts and help me fine-tune fit and construction. I expected more from a brand that builds its reputation on precision and quality.
From Website – Not Actual Collar Delivered
Their refusal to address the problem makes me feel like they’re ignoring something that affects a lot of customers—especially those wearing dress shirts in professional environments.
These are where the bad collar issue is most noticeable. Even with added stiffness or stays, the collar wings out and looks sloppy.
This collar style helps keep things in place, but the angle often looks unnatural. Worse, the hidden button sometimes shows from the front. It’s not a long-term solution.
This is the only collar that works well with The Tailor Store’s construction. The buttons keep everything flat and centered, making it a better option for work and business casual. Just note: this collar style is more relaxed and may not match the formality of a suit.
The Tailor Store could become a top-tier brand in custom menswear by addressing just one thing:
Until then, I can only recommend The Tailor Store for casual wear or button-down-only orders. And that’s a shame—because the overall experience and good fit are too good to be held back by such a basic flaw. Right now, Ledbury is the best overall dress shirt with a new custom fit. Please read my full Ledbury Dress Shirt Review.
The Tailor Store delivers what many brands fail to: a true, perfect fit using your own measurements or their AI sizing tool. Their first shirt impressed me so much that I kept ordering more. But the bad collar issue was impossible to ignore, and for many men, that’s a dealbreaker. Read my Proper Cloth Dress Shirt Review – they aren’t perfect, but they will do their best if you have an issue.
If you’re buying a men’s shirt for a formal setting, this isn’t the brand, yet. But if you’re looking for a sharp, comfortable custom-made shirt with a traditional button-down collar, The Tailor Store can be a solid choice.
Until they fix the collar design, just know what you’re getting into and order accordingly. For now, better options include Proper Cloth, Ledbury, and Stantt.
Want to see the collar issue in action?
Check out my photos and videos on YouTube at Prime Dude TV to see real-world examples and comparisons.
If you’ve had the same experience—or a different one—please comment below. Let’s help other guys make smarter decisions about their wardrobe investments.
