TaxJar

Pros

It handled all aspects of our sales tax needs. We used it to manage real-time calculations so we collected the correct amounts. Then we used the TaxJar service that also files the taxes with each state. When we did have questions, they had answers. This allowed us to focus on the more important aspects of our business.

Pros

If you are on online seller with nexus in multiple states, this software will save you time.
For marketplaces like eEbay and Amazon, sales are imported automatically and you are able to set up auto-file for the states which you have Nexus and need to file.

Cons

If you sell items through an online marketplace which is a qualified "marketplace facilitator" you will currently not be able to upload items in a straightforward way with the basic account. At this point in time, they make you upgrade to the plus version before you have the features to upload items via CSV to have them report as a marketplace facilitator.

Pros

I signed up with this company since the start of my business back in 2014. After signing up installation was pretty easy as all I had to do is install the plugin and few clicks it was all set. So, I never needed a human interaction. December 2018 I updated my software, since then this plugin isn't working. What that means is, this software did not collect a single tax from customer. I file my taxes quarterly. In January i logged in to get the report, that's when I discovered that tax jar is not collecting any taxes. Due to my busy schedule I couldn't contact them right away. Then when I finally did contact them by sending them an email, I did not get a response from these guys for over a month. Then I sent a follow up email beginning of this month. I am still waiting on the resolution. What is the issue you may ask? When I try to connect my store (magento 1), it gives an 301 redirects. They told me it has something to do with my server side. Hosting company saying they don't see anything wrong with my site or the server.

They do not provide any phone service. So, all these communication is going on via email. Wanna hear the response time? First email sent on May 6th, didn't hear anything back from them until 2 days later. Sometimes I am going 2/3 without any response.

Cons

- No Phone Support
- Email support takes 2/3 days to a week, sometimes no response
- Basically no support

Pros

TaxJar was very easy for us to implement, didn't require hoops and red tape to get setup, and has been foolproof for us so far. The error messages (when our input is incorrect, for example) have been clean and easy to correct. It's a great comfort knowing we don't have to worry about the tax implications of transactions -- we just submit the data to TaxJar and they tell us how much to charge. Awesome!

Cons

The API does not yet have a way to automate creation of new accounts (if you are building a framework using TaxJar for multiple clients this does add the additional step of having to require the client to create their own account).

Pros

Best support to handle sales taxes with omni channel business. Our omni channel sale tax collection is on auto pilot. It integrates flawlessly with amazon and Shopify and we haven't had any issue at all. TaxJar just does the job.