Stamps.com

Pros

I am an Amazon marketplace seller who uses this software everyday for shipping, books, small retail items, using the US Postal Service as my primary shipper. This software has all of the postal service options and pricing. It has an address check feature and several printing options. Its super easy to use. Very easy to add funds, and many options for that. I tried the competition, this has it all over that, and the monthly fee is reasonable, and also flexible depending on what options you want. I used the scale that they provide for a one time purchase, which works perfectly with the software. Incredible flexibility. You can ship locally, by zone, flat rate, or international, the software even lets you do the international paperwork electronically. Its mostly set up to do postage and shipping through the US Postal Service but they also offer Fedex which is sometimes a better option.

Cons

I have used this software for over 10 years and I cannot think of one thing that I would call a con.

Pros

I have used stamps.com for over 6 years, at about 4 different places that i work, i know its a popular system and easy to use. other Pros if you are a new to shipping, they offer a free 1 month trial and free 5lbs scale, and a pack w sticker sheets, postcard stamps, i believe you just pay for shipping.

Cons

Printing postage for something as simple as postcards is a real nightmare,
I really really dislike how the set up is for post cards you have to purchase seperate sheets to print out the postage then stick them 1 at a time on your post cards, this is not efficient, esecially when you have thousands of post cards to send out.
another con is the monthly fee. If you are selling on any platform like ebay, etsy, amazon you can purchase postage directly from them, for sometimes less than you can on stamps.com which defeats the purpose of paying a monthly fee for a "discounted shipping rate"
Im not a fan, they lure you in w free things but at the end of the day after paying for their special stamp paper and monthy fees we dont save anything in fact im sure we spent more than we needed to.

Pros

It's quite easy to use, ordering supplies is simple and they arrive within a couple of days at the most. I especially like being able to print mail on either blank stamps or envelopes, and if necessary, print out parcel post mailing labels. It's also very helpful with keeping an online "meter" of my funds balance and allowing for instantly adding to my funds without having to leave the page. This program is one of the best time savers I use.

Cons

I use two different printers: an inkjet for printing individual stamps and a laser printer for printing the postage on envelopes, so I have to be careful to make sure the correct printer is indicated for the proper function. Not much of a problem, though, and everything else far outweighs this minor annoyance.

Pros

Ease of use...
Online capability...
Free Digital Scale (to weigh your packages and pay accurate postage)...
Print your stamps directly from your desktop computer...
Schedule a pick up or just "drop off" at the post office...

Cons

Make sure your cost basis for using this system includes the monthly fees. When we started, we were actually losing money each month (until our postage expenses rose to meet this need).

Be sure to order your replacement stamp sheets well in advance. There is nothing like running out of stamps to print and having to to the post office, only to come back and find your replacement stamps delivered later that day...

Pros

The ease of signing up and immediately starting to print postage is nice. You can sign up in about a minute. When you sign up, initially for a trial, you receive some sign-up benefits like in free postage and others. Most of the benefits, however, are fairly useless. If you connect an e-commerce account, it can import all of your orders. This is extremely useful to quickly print postage and it will automatically upload the tracking information to your e-commerce account so you don't have to later.

Cons

The monthly fee and difficulty in canceling are the two biggest downsides. It is not too expensive, but you can find other cheaper options if your shipments per month are on the very low end. Another downside is that it logs you out fairly frequently and then takes a while to load each page even when you're logged in (I have a fast internet connection and computer, so I know it's not me). Last downside is if for some reason you damage the shipping label you just printed and have navigated away from that page, there is no way to reprint the label. You have to void that one and print a new one. A refund for the first label won't be given for two weeks at the earliest. This is highly annoying.