Timberland PRO Pit Boss Review

Timberland PRO Pit Boss work boots are ideal for workers who look for stability, protection, and comfort. Learn more about their features and other alternatives.

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Are you on the market for a pair of work boots that offer you comfort, protection, and stability? Do you work in industries where your boots get damaged easily, and you’re looking for a long-lasting option? If your answer is yes, Timberland may have the right boot for you!

Timberland PRO Pit Boss work boots will be your trusted companion while working. Thanks to their advanced features and quality materials, these boots will prevent blisters and reduce foot pain and leg fatigue. 

Stay tuned for a more detailed Timberland Pro Pit Boss review and find out if these boots are the ones for you!

Timberland PRO Pit Boss Overview

The Timberland PRO Pit Boss work boots combine the latest technology and qualitative materials to offer a high-performance boot. The technology and materials incorporated in these boots provide heel stability, medial and lateral support, and forefoot stone bruise protection and reduce foot, ankle, and back pain. 

This boot is perfect for a large range of professions and is recommended for people participating in outdoor activities where they may be exposed to conditions such as rain, snow, or heat. They are great for construction workers, plant operators, and drivers. Also, these boots are ideal for people working mostly indoors, such as plumbers, painters, warehouses, and more! Electricians, farmers, and heavy machinery operators are just a few of the occupations that may benefit from the Timberland PRO Pit Boss work boot because it meets all of the needed safety criteria. According to reviews, these boots typically last up to a year when used in most professional settings for seven days a week.

Taking into consideration the fact that TImberland Pro Pit Boss work boots feature a durable, secure, and very comfortable design, we can definitely say that they justify their price. You can purchase your pair of high-quality, long-lasting, and comfortable pair of Timberlands on Amazon.

Timberland PRO Pit Boss Key Features


Timberland PRO Pit Boss work boots are very famous for their up-to-date features. Timberland incorporates some of the most advanced technologies along with qualitative materials to give you the boot you have always dreamed of. These contemporary work boots ensure great protection and stability while not compromising comfort.


Timberland PRO Pit Boss work boots are very durable thanks to their high-qualitative uppers. These work boots feature 100% leather material uppers that are water-resistant. The thick leather used in these boots makes them very durable but not stiff. Despite having a very sturdy construction, Timberland PRO Pit Boss work boots have very flexible leathers that do not constrain your foot but move together with it for extra comfort.

In addition to the high-quality leather featured in these work boots, they come with quadruple stitching offering extra durability. Timberland PRO Pit Boss work boots have a breathable and moisture-wicking lining making them great for different work environments. The footbed in these work boots is a 2.5mm thick PU and fiberboard that sits right under the insole. This boot has a lot of cushioning (the 15.5mm thick foam in the collar and tongue), making it more comfortable and preventing blisters.


Timberland PRO Pit Boss work boots meet the ASTM F2412-11, ASTM F2413-11, and ASTM F2892-11 specifications making them a safe option to wear even in those situations where you will be exposed to open circuits or other electrical hazards. The Electrical Hazard Protection feature provides secondary underfoot protection against live electrical circuits, electrically energized wires, components, or apparatus. 

To add to the protection feature, an asymmetrical steel toe cap is included with the Steel Safety Toe. These sorts of caps not only protect you from falling objects, but they also adjust to your toes to make you feel more comfortable while wearing the boots. In addition, the Timberland PRO 24/7 Comfort Technology that these work boots feature is a foot-supporting, arch-supporting, and cushioning system that helps to reduce foot stress, allowing you to focus on your job entirely without having to worry about your comfort or security. 


Despite its great quality, the leather is just water-resistant, not waterproof.  So, if you frequently operate in the rain or snow, the Timberland Pit Boss may not be ideal for you.

However, you may make the Timberland PRO Pit Boss leather water repellent by applying some mink oil to it. If you choose to use oil on the leather, don’t worry about staining it since any stains you may make will be dissipated neatly by the material and mix with the color.

Insole and outsole

When it comes to the insoles and outsoles, these work boots do not disappoint. The Timberland PRO Rubber Outsole is constructed of a heat-resistant, long-lasting rubber composition that resists slip, grease, and abrasion while working on wet or slick surfaces. This high-quality rubber outsole is also puncture-resistant, making it perfect for use even in construction sites where your feet are constantly exposed to sharp objects that may poke through and damage your feet. Wearing these boots means you won’t get any glass, sharp stones, nails, or screws on your feet.

In addition, this work boot features the antimicrobial odor control feature, which helps to keep microorganisms at bay in your boots and keeps them from producing an unpleasant odor. When speaking about Timberland PRO Pit Boss work boot outsoles, we can notice that having a hard footbed gives your feet additional stability and comfort throughout the day.

These work boots feature cushioned insoles that help prevent hot spots and blisters and reduce foot, leg, and back pain. In addition, the insoles of these work boots are completely removable, allowing you to purchase a new insole, such as the Timberland Pro Anti-Fatigue Insole, and attach it to the boots according to your needs.

Fit and sizing

The Timberland PRO Pit Boss work boots are known for being truthful to size. In addition, they tend to fit even the widest feet, which is a great advantage since many other work boots tend to run small on individuals with wider feet. However, when going for the steel toe option, we recommend going one size up since the steel on the toe cap tends to occupy a big proportion of the work boot. Purchasing these work boots in person will give you the advantage of trying them on beforehand. Knowing how your boots fit will have a great impact on how comfortable you will feel on them.

Break-in period

The Timberland PRO Pit Boss boots have a great advantage: they are comfortable right out of the box. So, in many cases, there is a little-to-none break-in period required thanks to their very spacious toe boxes and flexible construction. The fact that these work boots require very little-to-zero break-in makes them a great option for individuals that need to wear them at work immediately and have no time to break them in for days or even weeks.

What We Like and Dislike About Timberland PRO Pit Boss


Timberland PRO Pit Boss work boots are one of the most popular boots options out there thanks to a great list of advanced features and updated technologies. 


  • Ankle support: Timberland PRO Pit Boss work boots feature great ankle support, which results in less calf fatigue, foot, leg, hip, and back pain.
  • Durable: Timberland PRO Pit work boots can survive every work condition. From mud, rain, snow, and ash, these boots will accompany you for a very long time. 
  • No break-in period required: Timberland PRO Pit work boots are comfortable right out of the box, so there is no need to break them. 


  • Easy to come off eyelets: When tightening the laces, there are cases when the eyelets might tear apart if a lot of pressure is applied. 
  • Fit slightly small: Some models tend to fit smaller than other boots of the same size.

Timberland PRO Pit Boss: A Buyer’s Guide

Timberland PRO Pit Boss offers stability, protection, and comfort thanks to the high-quality leather, rubber outsoles, and cushioned insoles. All these elements combined together prevent back, leg, and foot pain, making this boot a great option for professionals who stay on their legs for a very long time. 

However, these work boots are not recommended if you work outdoors with pipe installations, excavations, landscaping, or groundwork in general, simply because they are not fully waterproof. 

Who are Timberland PRO Pit Boss for?

Thanks to the advanced technology and high-qualitative materials used on these boots, they are great for a variety of professions. We recommend these boots for people who work in vital industries dealing with heavy and dangerous machinery. They are great for construction workers, plant operators, and drivers. Also, these boots are ideal for people working mostly indoors, such as plumbers, painters, electricians, warehouses, and more!

Are Timberland PRO Pit Boss comfortable?

Timberland PRO Pit Boss boots feature sturdy construction, high-quality uppers, slip-resistant outsoles, and cushioned beds; however, they do not lack in comfort. Timberland PRO Pit Boss boots are lightweight and comfortable since they require no break-in period and are comfortable right out of the box. 

Timberland PRO Pit Boss Alternatives

In today’s market, there are many different work boot options available. Besides the Timberland PRO Pit Boss boots that offer stability, protection, and comfort for all types of industries, there are many other alternatives you can purchase to fulfill your needs. 

Cat Footwear Men’s Second Shift Steel Toe


Regardless of the task at hand, the Cat Footwear Men’s Second Shift Steel Toe work boot provides protection, comfort, and durability to get you through the day. This boot is an easy everyday pick-on and off-the-job thanks to its rugged style and high-quality leather.

Made out of 100% high-quality leather material, these boots offer all-day comfort and support. Their synthetic sole is water- and oil-resistant, which makes this boot perfect even for rainy weather. This ankle-cut work boot features a padded removable insole that guarantees great stability and support. In addition, this boot has a steel toe that offers great protection against different hard objects that may fall on your foot while working. 


Carhartt Men’s CMF6366 6 Inch Composite Toe Boot


The Carhartt Men’s CMF6366 6 Inch Composite Toe Boot is designed to keep your feet safe without sacrificing comfort or support. Carhartt created rugged Flex work boots for hardworking men and women who require the highest levels of comfort, durability, and safety. 

The Carhartt PU with Foam cushion insole provides comfortable support and prevents foot fatigue, while the Fast-dry Technology Lining wicks away moisture for comfort. An EVA midsole provides extra layers of cushioning comfort with a PU Strobel pad. The Carhartt rubber Rugged Flex outsole is made of cement, and the additional polyurethane layers under the insole provide more cushioning for long days ahead.


WOLVERINE Men’s Overpass 6″ Composite-Toe Boot


The WOLVERINE Men’s Overpass 6″ Composite-Toe Boots feature premium waterproof leather with abrasion-resistant toe for maximal comfort and protection. This work boot uses the Contour Welt technology to provide maximum comfort and flexibility. Flexible, athletic Contour Welt construction moves with you by bending and flexing at essential points. 

In addition, the WOLVERINE Men’s Overpass 6″ Composite-Toe Boot features the removable Ortholite cushioned footbed that offers all-day comfort. The Overpass also has a lightweight rubber lug outsole and shock absorption to keep you light on your feet while providing enough protection. The outsole is slip-, oil-, water-, abrasion-, and chemical-resistant to offer protection on the job site. 


The Final Verdict

Ultimately, the Timberland PRO Pit Boss work boots are one of the best options in the market for people who opt for stability, protection, and, most importantly, comfort while operating in different industries. Thanks to their advanced features, great materials, and the right size and fit, these boots are definitely worth the price. But if you are into this brand, but not necessarily this line of boots, you can check this article on the 11 best Timberland boots


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