Email Marketing Automation Best Practices
A How-To Guide
What's in the guide
What is email automation, how does it work, and how can it help your business thrive? Check out our best practice guide and learn how to nail email automation to save time, reduce errors, and increase your email personalization so you can focus on other priorities that need your attention.
In an email marketer’s reality of mounting to-dos, competing priorities, and increasing responsibilities, email automation provides a systematic and efficient way to send promotional and transactional emails. Just like setting up automatic payments for bills and credit cards, sending automated email saves time, ensures you’re not missing sends, and, perhaps best of all, provides more personalized and relevant content for your users–win, win, and win!
This best practice guide explains:
- What is email automation and how does it work?
- Email marketing automation examples you can use in your email program
- Goals and best practice tips (as well as what to avoid) to ensure you’re optimizing all your email automation efforts
Also included is an email automation quiz, as well as special Q&As with two of SendGrid’s in-house email experts where they share their personal take on automated email today and additional tips on how to continually improve your email automation strategies—whether you’re a newbie or an automation OG.

Up Next
What is email automation
Chapter 2
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What is email automation?
A clear understanding of email automation sets the stage for a successful strategy and provides a high-level view of the possibilities with email automation (hint: there are a lot!). Before diving in, take our quiz to help guide your focus
Automated email, at its core, is any marketing or transactional email that is sent based on predefined rules or triggers the sender defines and that doesn’t require anyone to actually hit a “send” button. Automated email is not necessarily an additional form of email; it’s best viewed as a strategy that sits on top of both your marketing and transactional emails.
Before you begin to automate portions of your email marketing program, consider what data about your recipients would be valuable for automation, and how to gather it. Many ESPs provide information, such as engagement, right within your account dashboard. Note: if you send any email to Canadian or European recipients, this is a perfect time to review all applicable international regulations such as CASL in Canada and GDPR in the European Union (if you send to recipients in other countries).
Ask yourself the following questions:
Each data point you collect can become a trigger for an automated email or series. And knowing where that data lives is crucial towards getting your automated email program started off right and setting you up for success.
Your email sign-up process should never ask for information that you don’t or can’t take beneficial action with. Requiring, say, ten pieces of information from potential recipients causes friction (i.e. anger) and the less friction during signup, the better your chances of growing your user base.
Up Next
Ask The Expert: Louis Driving Hawk
Chapter 3
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Ask The Expert: Louis Driving Hawk

Louis Driving Hawk
Louis Driving Hawk has been in the email industry since 2014 and spent 3 years focused on the email marketing channel for travel and leisure companies. As a previous customer of SendGrid’s, Louis is an expert in our solution and has experience building an email program from scratch and designing complex customer journeys. Now, as an Email Delivery Consultant at SendGrid, Louis uses this experience and knowledge to help our customers follow best practices, improve their email program, get more mail to the inbox, and drive business results.
Up Next
Email automation examples and use cases
Chapter 4
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Email automation examples and use cases
Nurture campaigns with the goal to upsell
For your current customers, you may want to trigger email campaigns based off of whether they are a free subscriber or a paying one. For example, if a free user is using your product or service X amount of time a month for three months, an email can be triggered that suggests an upgrade by explaining the benefits of a paid plan to the user.
Anniversary emails
This is a simple way to make your user feel special. Consider sending them a special email with a discount or free gift that is triggered on the year after they sign up. Just make sure that the discount or gift can be redeemed with a week or two of wiggle room in case they aren’t checking their email all the time.
Onboarding and email signup automation
When someone signs up for your product/service, or even if they are just signing up to receive emails from your brand, automating this portion will help keep their attention and mind on your brand while saving you time so you can focus on acquiring more users. Looking for more information on creating a welcome email series? Check out The Welcome Email Series: Strategy And Benefits of A Layered Brand Introduction.
Re-engagement and sunsetting policies
One of the most crucial actions that influences your delivery rates is how well you remove unengaged users from your email list. A good rule of thumb is to remove a user as soon as 3 months go by without them opening your email. But before removing unengaged users, consider an automated campaign that asks recipients if they would prefer to receive email at a different cadence before you remove them from your email list for good.
Subscription expiration
When somebody’s subscription is about the expire, triggering an email with copy asking them to update or renew a couple of weeks ahead of time will save lost users who just forgot and let their membership or subscription lapse.
Segmenting your list
As you can see from the use cases above, effective email automation relies heavily on a well-segmented list. Again, turn to your data and ensure that you have built out detailed segments from your marketing lists so that you can provide personalized communication with your users. Some ways that you may want to segment your list might include:
- Demographics: time, location, gender/age, occupation/industry
- Type of customer or user: new user, frequent user, free trial subscriber, etc.
- Engagement: target openers, interest levels, inactive users
- Recent activities: what pages do they look at on your website?
Up Next
Deep dive: Using email automation to nurture and increase engagement rates
Chapter 5
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Deep dive: Using email automation to nurture and increase engagement rates
One of the more common goals of email automation is to increase recipient engagement. Not only do opens and clicks support achieving business goals like awareness and conversion, they also keep your email deliverability rates high too. But since no two email recipients are identical, they will need to be catered to depending on how they currently interact with your email.
The following example is simple, but illustrates the concept of automated email in action and provides the necessary framework for you to build off of as you customize it for your own program.
Consider a business that sends one promotional email campaign per month. You may want to start out with 3 paths for your customers:
Path 1: VIP offers to engaged users
The first path includes people who have clicked on 3 out of 3 of your last promotional email sends. Those users are prompted to a special VIP email that automatically sends a week after their last open with discounts or promotions for your product or service.
Path 2: Educational content to partially engaged users
The second path includes recipients who clicked on 1 of your 3 last promotional emails, but still haven’t signed up for anything yet. This person may or may not be interested in taking the next step with your brand, so sending more email right away may not be in your best interest.
After a couple weeks since their first open, consider sending an automated email that isn’t promotional, rather educational that may focus on the benefits of your service in general. Tip: spend extra time on crafting your subject line that will intrigue your user to consider what else is inside.
Path 3: Re-engagement campaign
Finally, for the third group of users who haven’t opened any of your promotional emails, you may want to set up an automated re-engagement campaign. Re-engagement email campaigns can help bring closure to both you and your unengaged users–or even save the relationship.
Don’t feel defeated when you remove unengaged recipients from your list, you’re really just polishing and perfecting your list so you can focus on your engaged customers. Plus mailbox providers like Google and Yahoo will reward you with improved inboxing rates.
Keep in mind that your own automated emails will vary on several factors including industry, email list size, and available data. The main takeaway here is to start with 1 or 2 email automations–they will go a long way to increasing your relevancy and helping you be more efficient. Finally, make sure you test and monitor your results as much as you can so you can find what works best for your email program.
Up Next
Tips to nail email automation best practices
Chapter 6
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Tips to nail email automation best practices
Once you’ve established your goals and determined which automated email experiences will best help you achieve those goals, keep in mind the following best practice tips to ensure you’re getting the most out of automation:
These are the steps to get started:
Step 1
1. Don’t take content for granted
Automated email deploys your content; it doesn’t remove the time and resources required to actually create that content. Email automation frees up time for those tasks that require a human touch to truly stand out in the inbox. If your content isn’t valuable, no matter how well timed it is, the user won’t act upon it. Continuous tweaks to existing content flows are crucial for long-term success.
Step 2
2. Don’t just automate for the sake of automating
Although it may sound counterintuitive, just automating every piece of your email program won’t solve all your email marketing problems. Start by automating one portion of your program. You can always add more automated email recipes as you gain more experience and feel more comfortable.
Step 3
3. Set up consistent engagement and performance monitoring
As your email program grows more sophisticated with automation, closely monitoring your metrics becomes even more crucial. For example, if you notice that your open rates are starting to decline with automation, it might be a good time to review your sending frequency. Ironically, automated emails should not feel mechanically made.
Up Next
Ask The Expert: Seth Charles
Chapter 7
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Ask The Expert: Seth Charles

Seth Charles
An email nerd at heart, Seth has been working in the deliverability and marketing space for 6 years. He loves solving problems, helping educate SendGrid's customers, and being a part of the email community. As a sixth-generation Coloradan, he always enjoys being outside (especially if it means getting a round of golf in), and thinks John Elway should be the Emperor of Colorado.
Up Next
Risks of automated email (and how to avoid them)
Chapter 8
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Risks of automated email (and how to avoid them)
Despite the tremendous potential for email automation, there are some email automation risks to consider. If you keep these risks in mind, you can fine-tune your strategy to truly reap the financial rewards of email automation:
Turning it “on” without testing first
Just because you’ve educated yourself and built a strategy around automating your emails, doesn’t mean you just press the send. Test a segment of your recipient list to ensure everything is working smoothly and your engagement levels hold steady or improve. If they dip, it’s time to slow down and look to see what may have been a miss.
Risk email overload
If you start automating large portions of your email, some recipients may end up on too many of your automations and start to feel email fatigue. You can avoid this scenario by starting small and gradually adding automated emails or series paths for your users with all of the other preceding paths in mind. This will help your users adjust to their new email frequency while also saving stress on your end of building out multiple paths at once.
Current events can change everything
Although automated email is often (inaccurately) referred to “set it and forget it,” this tactic can backfire on you in some cases. Don’t forget about what you are sending and ensure that current events don’t throw off your efforts.
For example, a travel company needs to be very aware of events such as natural disasters and not send out “a screaming deal” near that location during this time as it will likely come off as insensitive (it’s happened!). Set relevant Google alerts for your industry and make monitoring news for your industry second nature so you can avoid this scenario.
Up Next
Takeaways
Chapter 9
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Takeaways
Although it may feel overwhelming at first, automated email streamlines your email marketing efforts. Adding automated email to your program provides large-scale and long-term benefits such as:
- Reduced time in manual work including scheduling and combing through your email list.
- More time to focus on creating high-quality content (because it takes longer than you think it will!).
- Personalized content sent to your users at the right time.
Always remember that email automation strategy requires work upfront, along with time dedicated to testing and monitoring. Instead of manually chasing down each recipient on your list, let automation curate a personal brand experience that touches base with them when they want you to and one that they will adore and look forward to.
Ready to start incorporating email automation? Learn more about SendGrid Marketing Campaigns and how to leverage its automation tool-set.