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Dr. Comfort Boss Men's Work Boot

Dr. Comfort Boss Men's Work Boot

4.1· 14 ratings

Best price now

$69.99at eBayObserved at 10:53 PM

60% under what the other stores charge

Compared across 4 stores. Prices are checked against each store and labelled with when.

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Our take on the Dr. Comfort Boss Men's Work Boot

The Dr. Comfort Boss is a lace-up men's work boot in genuine leather with a rubber sole, built on a diabetic-friendly orthopedic platform with stability support. It is aimed at men who need a sturdy, protective boot but also want the extra depth and cushioning of a therapeutic shoe. The best new price is $69.99 at eBay as of November 3, 2026, well below the typical $120-$150 range these boots usually sell for, so it is a strong value right now.

Best forMen with diabetes or sensitive feet who need a work bootStanding or walking jobs on hard floorsShoppers who need extra depth for orthoticsBuyers wanting a leather work boot at a discount
Pros
  • Genuine leather upper with a rubber outsole for work use
  • Diabetic-friendly design with extra depth and a removable insole
  • Stability support suited to overpronation
  • Lace-up closure allows a custom fit
  • Available in chestnut and black
  • Best new price of $69.99 at eBay as of November 3, 2026 is well under typical retail
Cons
  • Only medium width listed, which limits fit options
  • Casual work-boot styling, not dressy
  • Limited color choice
  • Few ratings (14) make it hard to judge long-term durability

Dr. Comfort Boss Men's Work Boot prices at every store

  • eBayNew

    In stock

    $69.99Observed at 10:53 PM
    Visit store
  • Mobility Mart PlusNew

    In stock

    $159.00Observed at 10:53 PM
    Visit store
  • Ames WalkerNew

    In stock

    $176.00Observed at 10:53 PM
    Visit store
  • OrthoticShop.comNew

    In stock

    $201.00Observed at 10:53 PM
    Visit store

Also available at

  • Dr. ComfortCheck price at Dr. Comfort
  • Flow Feet Orthopedic ShoesCheck price at Flow Feet Orthopedic Shoes
  • HealthyFeetStore.comCheck price at HealthyFeetStore.com

Dr. Comfort Boss Men's Work Boot price history

Lowest price we've seen: $69.99 on Nov 4 at eBay. Tracked across 7 stores since Nov 4.

What reviewers say

Feedback is limited but positive overall, at 4.1 out of 5 from 14 ratings. Owners generally describe the Boss as comfortable for a work boot and helpful for foot problems, though some note it runs narrow or stiff at first.

Pros
  • Comfortable for all-day standing
  • Good support for diabetic or sensitive feet
  • Sturdy leather build
Cons
  • Runs narrow for some buyers
  • Stiff out of the box
  • Limited width options

Specifications

Width
Width Medium
Material
Genuine Leather, Rubber
Orthopedic Shoe Type
Diabetic
Color
Chestnut, Black
Work
Yes
Closure Style
Lace-up
Style
Casual
Support Type
Stability

Questions and answers

Is the Dr. Comfort Boss good for diabetic feet?
Yes. It is marketed as a diabetic orthopedic boot with stability support and a removable insole, which gives room for custom orthotics. Check with your podiatrist if you have severe neuropathy or foot ulcers.
How does the Boss compare with Dr. Comfort's athletic shoes?
The Boss is a leather lace-up work boot with a rubber outsole, so it is heavier and more protective than the brand's mesh athletic styles. Choose the athletic shoes for pure walking comfort and the Boss for job-site durability.
What widths does the Boss come in?
The listing shows medium width only. Dr. Comfort makes wide and extra-wide sizes in some models, so confirm the width before ordering if you normally need a wide fit.
Is $69.99 a good price for the Boss?
Yes. At $69.99 at eBay as of November 3, 2026, it is well below the $120-$150 these boots typically cost new. Four stores list it new, so compare sizes and shipping before buying.
Does the Boss come with orthotics included?
It ships with a removable cushioned insole, not custom orthotics. The extra depth lets you swap in your own inserts.
When is the Boss cheapest?
Prices on this boot swing widely, and the current $69.99 at eBay is near the low end of its recent range. Watch for clearance sales in odd sizes, which tend to drop furthest.
Where is the Dr. Comfort Boss Men's Work Boot cheapest?
At eBay, for $69.99, 60% under what the other stores charge, as of our latest check.
What do buyers say about the Dr. Comfort Boss Men's Work Boot?
Rated 4.1 out of 5 from 14 ratings.
Where can I buy the Dr. Comfort Boss Men's Work Boot?
7 stores we checked sell it, including eBay, Mobility Mart Plus, Ames Walker, OrthoticShop.com, Dr. Comfort.

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