Masterson's Release No. 50 - The Head Janitor 2.0

Masterson's Release No. 50 - The Head Janitor 2.0

Regular price $446
Low stock - Order soon!

Michael Masterson has been making some of the very best tailored chambray shirts you can find for well over a decade. To us here at S&S, he's our beloved Uncle Mike, expert Shirtsman and former resident of Standard & Strange Oakland (he literally lived here for a bit). His garments are a stellar blend of fine detail and simple design, beautiful but subtle pieces that don't sacrifice fit, comfort, or stylistic versatility. 

We caught up with Uncle Mike in an interview about this latest release, The Head Janitor 2.0, that we strongly encourage you to check out — Michael's own words are truly the best medium to absorb the philosophy and artistry behind his work.

The Head Janitor 2.0 is a lightweight chore coat based off of a vintage French prison jacket from Michael's personal collection, with a few small tweaks to give it a proper Masterson chambray shirt flair. Prison uniforms exist at a very specific historical intersection between workwear and military apparel, combining utilitarian design with generally austere construction & aesthetics - garments that are more concerned with function than form, essentially.

A slight departure from the usual chambray shirt styles Michael loves to iterate upon, the Head Janitor 2.0 chore coat features a more relaxed fit through the chest, with three external pockets, a curved back yoke, and a slightly extended torso. Though unrestrictive and fairly open through the body, the fit is generally slimmer, with tailored sleeves that more closely follow the shape of the arm. The collar can be worn fully- buttoned, but sits neatly with the top button undone as well, folding out into a mock camp collar.

The fabric is exceptional, weighing in at a comfortable and lightweight 6.5oz, it's an indigo rope-dyed jacquard from Cone Denim. Woven with 100% cotton yarns, it features a subtle grid design throughout, with a complex texture that becomes more apparent the closer you look. It's slightly rigid at first (as rigid as any lightweight fabric can be), but rinses down into a much more relaxed drape, gradually fading with time as indigo is lost as a result of wear and washing.

The tag is special - a photograph of a painting by an Anonymous Cuban artist, depicting the painter's father, who was himself the head janitor at his workplace. Each jacket also features a small cord hanging loop sewn into the collar just above the tag, and closes up with agreeably-sized khaki buttons down the placket & at the end of each sleeve. The stitch work is immaculate and precise, with tiny reinforcing triangle details, as well as numerous different threads and colors used throughout, hidden mostly on the inside of the garment.

Fits true to size. Wash cold and hang dry.

  • 100% cotton
  • 6.5oz rope dyed indigo jacquard fabric
  • Three external pockets
  • 6 button placket
  • Custom collar "tag"
  • Cord hang loop
  • Multiple different threads
  • Curved back yoke
  • True to size
  • Wash cold and hang dry
  • Made by Michael Masterson in the USA

Due to USPS service delays, we are shipping most USA orders via UPS Ground until further notice. If you prefer to have your order shipped with USPS, please contact us and we will do our best to accommodate you.


  • Bandanas, Patches, T-Shirts, Socks, & Hats - $5 via USPS First Class Mail
  • Curbside pickup: Free
  • Orders $300 and over - Free shipping via UPS Ground
  • Orders under $300 - $12 shipping via UPS Ground
  • Expedited Shipping (1 - 2 business days) via UPS - $40


Canada Shipping - Orders under $400

  • USPS First Class (10 - 15 business days)  - $18
  • USPS Priority Mail (5 - 10 business days) - $35
  • DHL Express (2-3 business days) - $55

Canada Shipping - Orders over $400
DHL Express (1-3 business days) - $50

Rest of World Shipping
DHL Express (2-4 business days) - $55

We want you to be comfortable shopping with us online without being able to touch the product.

  • Before you purchase, please check the size charts we provide against your favorite garments.
  • Exchanges or returns for store credit will be accepted on full-price items within 14 days of delivery (as verified by courier)
  • Items sold on sale or discount are final sale, no returns or exchanges.
  • Items must be in original condition with all tags attached.
  • Items that have been washed, hemmed, altered, or excessively worn cannot be returned.
  • All return and exchange shipping costs are your responsibility
  • We will process all returns within 3 business days of receipt
  • Our team will acknowledge receipt and action take with your return
  • Full terms and conditions are here.
  • If you have questions at any time you can reach us at or use our contact form, or phone us at 510-373-9696.


For customers in the USA, please go to our returns portal at for any returns excluding leather jackets and footwear. There is no need to contact us directly once you initiate a return via the portal.

If you need to return or exchange a leather jacket or footwear, please e-mail Please include your order number and tell us if you'd like to make an exchange or return for store credit.

For international returns, e-mail Please include your order number and tell us if you'd like to make an exchange or return for store credit.

Size Guide

Model Elliot wears size 40
His sizing specs are:
6'1 and 155lbs
38" chest and 30" waist

SizeFront LengthShoulderChestSleeve Length
36 27.25" 18" 40" 22.5"
38 28" 18.5" 42" 23"
40 29" 19" 44" 23.75"
42 29.5" 19.25" 46" 23.75"
44 29.75" 19.75" 48.5" 24.75"
46 30.5" 20" 50" 25.25"

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