Ultimately, it boils down to a balance between cost, features, and risk. It's always tempting to simply jump on the lowest-cost solution, but the fact that email is ubiquitous keeps this from being the smart play. It's nearly impossible to escape using it, which means your users, your customers, and the guts of your business have all come to depend on it in different ways. You need to discover those ways, evaluate them, and then choose a service that either meets or improves on them. This takes time, discussion with your IT staff, and some investigation; these are steps you don't want to skip. Otherwise, you'll pay for it later.
It’s pretty much common knowledge that Gmail is awesome. It’s fast, connects seamlessly with the rest of your Google services such as Drive, has a cool app called Inbox, and is overall an extremely powerful email service. However, to use it with a custom domain, you need to purchase Google Apps for either $5 or $10/month, which for casual users is a bit unnecessary. On top of that, you don’t even get all of the features a personal account gets, e.g. Inbox.
Our aim is to keep our servers clean from malware, phishing, and other malicious activities posing threat to Internet users. It does not mean that we judge before knowing you, but today's reality is that we can not predict intentions of every user who signs up. In order to prevent misuse of our services we had to apply certain limitations to free hosting accounts. In turn our servers are never blacklisted so you can always expect your email message to reach it's recipient, and Internet users to reach your website.
To date, no industry standards have been set to clearly define the management role of dedicated server providers. What this means is that each provider will use industry standard terms, but each provider will define them differently. For some dedicated server providers, fully managed is defined as having a web based control panel while other providers define it as having dedicated system engineers readily available to handle all server and network related functions of the dedicated server provider.
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You can take it one step further and add the original email address (the domain one) as a “Send mail as” address under Mail Settings > Accounts and Import. This means that when you reply to an email you received at that address then it goes back from that address. This means that people feel more secure too, as it’s always odd to send an email and have it replied to from a different address – and sometimes somewhat suspicious.
The addresses found in the header fields of an email message are not directly used by mail exchanges to deliver the message. An email message also contains a message envelope that contains the information for mail routing. While envelope and header addresses may be equal, forged email addresses are often seen in spam, phishing, and many other Internet-based scams. This has led to several initiatives which aim to make such forgeries easier to spot.

For those unlucky enough to choose an email host that doesn't have built-in spam detection, it can often be an ordeal to route email correctly through a third-party filtering service. Some businesses actually prefer engaging with a third-party spam filterer, mostly for compliance or customization reasons. But, for the majority of SMBs, this is headache they would be best off trying to avoid.