How to Order Custom Apparel for Your Entire Team (Without the Headache)

Updated October 2026 · 7 min read · Harborside Print Co.

The short answer: Collect sizes before you order, not after — that is where team orders stall. At Harborside a 24-piece team order runs $10/piece ($240 shipped free) on a Gildan 5000, with no setup fee, a free proof, and 4 business days of production. Order 10–15% extra in common sizes for latecomers.

Team orders fail in predictable ways: a size spreadsheet nobody finishes, a deadline that didn't account for proofs, one kid who joins after the order ships. Here's the process that prevents all three.

1. Lock the design before collecting sizes

Sizes change weekly; art shouldn't. Get the logo, names/numbers plan (player numbers are +$3 a printed shirt in the cart; names are quoted per order), and placement approved first, then collect sizes once, close to the order date.

2. Collect sizes with a form, not a group chat

A simple shared form (name, number, size, youth/adult) beats 40 text messages. For large school orders we'll build a free online size-collection portal — every player orders their own size and the organizer touches nothing. That's how a local high school ran a 180-piece senior hoodie order with zero spreadsheet.

3. Count backwards from your deadline

Standard production is 4 business days from proof approval — not from submission. Add a business day for the proof, a day or two for revisions if your league sponsor logo needs adjusting, and 2–5 business days of tracked ground shipping (free on orders of $50 or more). Cutting it close? Rush production (2 business days) is a flat $50.

4. Plan for the late addition

Someone always joins mid-season. With small runs OK, the new player's shirt can be ordered as a single piece later — same blank, same print (a single shirt under $50 pays $12 shipping). Confirm your printer keeps art on file (we do, forever).

5. Mixed garments are fine — mixed expectations aren't

Players in performance tees, coaches in polos, parents in hoodies — one order, one logo, three garments is normal (each style prices on its own quantity). Just expect slight shade differences between fabric types; your proof will show each garment version. More on team orders or start yours.