16 Apr 2026 · 5 min
Email still returns $36 to $45 per dollar spent, but Gmail and Apple Mail now use AI to preview messages before humans see them, making your first line critical. Jim Carter explains how to use AI for subject-line testing, send-time optimization, and audience segmentation, while warning that over-automation erodes brand voice and increases unsubscribes.
Chapters
Email has been printing ROI for years now. It's one of the few tech advancements that keeps surprising us. As soon as you think people are sick of having overflowing emails, it proves us all wrong. Hey, Jim Carter here, and welcome back to The Prompt. Today we're talking about something that affects almost every small business owner I know. In this episode, I'm gonna walk you through what AI does well for email marketing, where it falls short, what most businesses are missing, and what you can do this week to make your next send stronger. AI in our email matters more than most people think. Email is still the highest return channel for many small businesses. It can bring in about $36 for every dollar you spend. Some industries like retail and e-commerce see about $45 back per dollar. 18% of companies report over 7,000% ROI, which is over $70 back for every dollar in. Unfortunately, most small businesses still treat email like it's 2015. They send the same message to their whole list at 9 in the morning on a Tuesday and call it a plan. And hey, no judgment, we've all been there. But now Gmail uses Gemini to auto-summarize your emails before the reader gets far. Apple Mail, which has over 51% of the email client market share, does something similar in the inbox preview. Your emails are being read by two audiences now, a person and AI. If your email starts with filler, the summary can turn into something useless like, "This email contains images." The reader moves on and never sees your offer. That's the new reality, and it changes how every email needs to be written. The thing is, AI can help a lot if you use it the right way. The best use is not starting from a blank page. Write a rough draft first, even if it's messy. Then give it to AI to clean up, tighten, reorder, or adjust the tone. Use it like a helper, not the one doing all the thinking. Subject lines are another strong use. This is one of the highest impact places to use AI. Tools can create 10 to 20 options in seconds, estimate performance based on past results, and Pick winners while a campaign is running by testing different versions. Many platforms like Mailchimp, Klaviyo, Brevo, and MailerLite already include this. A simple approach works well: generate a batch, pick your top 3, then test 2 against each other. Let results decide, not your gut. Send time tools are also underused. AI can learn when each subscriber usually opens or clicks, then time the send so each person gets the email when they are most likely to see it. It takes about 8 to 12 weeks to learn enough, but once it's trained, it runs quietly in the background. That matters because about 22% of opens happen in the first hour, and weekly sends can drive about 3 times the engagement. So timing can make a real difference. Repurposing is another big win. You can start by writing one promo email, then have AI make versions for different groups like new customers, repeat buyers, and people who have not engaged in a while. It can shift the tone, swap product ideas, and adjust the call to action without you rewriting the whole thing. My advice? Don't let AI replace your voice. Entrepreneur reported that some e-commerce brands using polished AI subject lines, dynamic product blocks, and perfect timing still saw higher unsubscribe rates and flat revenue. The emails looked "right," but they felt generic. People signed up because of you, your point of view, and your style. AI should support that, not wipe it out. Keep a person in charge of the final pass. Check facts, check tone, and make sure it sounds like something you would actually say. AI also struggles with emotion. It can write a clean re-engagement email, but it won't match the sincerity of a real human message. Trust-building emails, personal stories, shared moments, and honest ownership of mistakes need a human touch. AI depends on good data. If your list is full of old addresses, typos, or people who never truly opted in, AI will make bad choices and your personalization will feel off. Clean your list before you turn on AI features. Aim for over 95% deliverability and about 2-5% list growth each month. One more warning: don't let AI push you into sending more emails just because it's easy. More volume can backfire fast. Quality and pacing matter more than ever. Now, let's quickly talk about the opportunities most small businesses are missing. You can use AI to plan your email program, not just to fix sentences. Share your last 10 campaigns and the open and click rates, then ask AI to find patterns and tell you what to change. To get emails that sound like you, build a brand voice doc and give it to your AI. Collect 5 to 10 examples of emails, social posts, or messages you wrote that match your style. Another smart move is predictive marketing. Use AI to spot needs before customers think about them. Feed it booking history, season patterns, or past purchases. Then ask for timely email ideas. Here's the core idea: the businesses winning at email right now are not the ones with the fanciest AI tools. They use AI for the mechanics—drafting, testing, timing, and analysis. The human owns the meaning. AI is there to help you move faster and keep your voice clear. If you want to go deeper on this, come join my Slack community, Ctrl+Alt+Build. It's where I share the AI tools and workflows I personally use, and we have a great community of people working through their projects together. If that sounds useful, we would love to have you. I'll drop the link in the show notes. Grateful to have you here. Thanks so much for tuning in. I'll catch you in the next episode.
