Aw man, I'm stoked for you. I can sense the excitement. I just went through all of this with my vintage store. We ended up using Square for POS, Hartford Mutual for business insurance, we built our website on Squarespace and used 4over.com for all signage and printing. Bags & Boxes we went generic at first and then found a couple thousand new bags at a yard sale of all places. If you have any questions about Square (POS) or Squarespace, I'm a pro ;)