David at Jiffy Print was great! I needed addresses printed on my wedding invitations, couldn't find a calligrapher, and didn't trust myself to learn and apply a home printing process. For a very reasonable fee, David set up a pdf and printed all of my envelopes. He spent the better part of the afternoon wrangling my odd-sized envelopes. I was impressed at how generous he was with his time and willing he was to solve the problem. The result was near perfect. My advice to anyone with a similar project would be to refine any file-to-print into a fool-proof format to avoid wasting envelopes on re-dos, or to make sure you have a few to spare.
I should mention that David was really friendly and available via email at exceptionally odd hours (i.e., Sunday night at 11pm). I will definitely head to Jiffy Print for any printing needs I have in the future.