Stamps.com

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

Super easy to use and setup. You can be shipping your product on day one and having the Post Office deliver products to your customers. Just point n' click!

Cons

It's limited in other software integrations, but by the time you need those, you'll be ready for the next level of shipping software. For the ecommerce entrepreneur shipping from their basement, Stamps.com is all you need.

Pros

The number one benefit is ease of use. We send out mailings every day, and it's so easy to use stamps.com. We don't even need to order company envelopes anymore, we just print our return address directly on the envelope to the recipient.

Cons

It seems like every other month or so I have to reinstall this. There's no updates, it just doesn't recognize my computer any more and makes me install it again.

Pros

It's quite convenient to manage shipping orders there, including customs declarations.
Interface is intuitive enough to work through it.

Cons

First, it's SLOW in delivering packages. To compare stamps.com with using USPS directly, I had the following experiment.
The same package by weight, size, origin and destination address I have shipped at the exact same date & time at USPS office, and I also dropped to the same USPS office the package with the label printed by stamps.com.
I used the same 3-5 day Express USPS shipping option on both USPS office and stamps.com.
Now the results.
- I had to pay ~10$ more for stamps.com label.
- it took the package with stamps.com label 10 calendar days to reach JAMAICA NY INTERNATIONAL DISTRIBUTION CENTER before departing abroad.
- it took 1 (one) day for the USPS -official package to get to JAMAICA NY INTERNATIONAL DISTRIBUTION CENTER.

Overall, the same EXPRESS package delivery info:
- stamps.com: 13 days for $86
- official USPS: 4 days for $77

After that experiment I gave stamps.com a benefit of a doubt and repeated the exact same thing again. Shipped the same package again by both, but got the same results. stamps.com delivers packages 3-4x slower than official USPS, and prices are higher by ~12%, and stamps.com also has a service fee of ~$20/month. In my opinion it's an overkill.

I care for my customers, and Stamps.com doesn't. I do not want to use their service again.

Pros

My favorite thing about this is of course the fact that it saves me a trip to the post office! As much mail as we handle through the office, the convenience of this far outweighs the cost.

Cons

I personally liked the software better before the latest changes. It's not a deal breaker for me, but sometimes I wish they wouldn't fix what isn't broken.