Sales AI Email Generators: Why You Need Personalization
Numbered are the days where people will turn to Chat GPT for their every sales AI (Artificial Intelligence) needs. Don’t get me wrong, Open AI built an incredibly powerful tool that changed the world, but the idea of sales-focused output being customized to you without a heavy lift on your end is almost laughable.
In almost any sales role, cold email outreach is a staple in your funnel, and a process whose importance can’t be overstated.
When you use an AI to help you generate that email, you’re essentially asking a personal assistant to research and draft that outreach on the fly.
Close, but what if you used a Sales assistant?
The specific sales training, the background, the experience helping salespeople close valuable deals… this is the future I’m proposing in the world of LLMs (Large Language Models), and email generation is the perfect entry point.
How To Use AI With Email Generation
Start with this: enter as much data as humanly possible (within compliance rules) about what you’re selling and who you’re selling to.
Note any recent context and get good at describing emotional states of all stakeholders.
Once your AI tool has a clear picture of the situation, it’ll be way more equipped to help you analyze and respond to emails.
Next, brainstorm some top-of-mind thoughts for your response. Are you for or against what they’re suggesting? Do you have a clear response, or are there pieces to circle back on? Digest your own thoughts, organize them, and lay them out in priority order for the AI.
From there, allow the software to create your first draft.
This part is INCREDIBLY important, so don’t skip it: REFINE what the LLM gives you.
What would you do if a sales associate sent you a response that needed tweaking? You wouldn’t rewrite it from there. Being the amazing leader you are, you’d tell them what’s wrong and have them fix it themselves.
Hold an advanced LLM to that same standard. It improves their knowledge of what you’re working on, and it improves your ability to design excellent prompt sequences for a complex machine. Win-win.
Lastly, make final adjustments. In this last stage, you should realistically only edit in one or two places. But make it your own: reference a joke from before, or a comment about your city’s weather or something.
Humanize it.
Then send away! Each email will be unique, but the process won’t be:
Compile good input data
Generate an email draft using the LLM
Refine output data
Humanize refined data
Send
A few attempts later, and you’ll be an expert!
Why A Sales-Specialized Tool?
Here’s where most AI sales tools screw up: they create tools for the every man. "Market share” this and “active users” that… for the personal side, it’s all good. But you’re a professional.
AI in 2025 can and should be customized by industry. Sales AI is no different at all.
Ironically, “traditional” AI like Salesforce and Gong don’t have any problems creating automation. In fact, they’re elite at it. Hats off to them!
But do they do a better job with their in-house LLMs than Chat GPT?
Nope. They’ve yet to successfully develop an LLM that accurately represents the desired UX of a salesperson.
The hope is that will change moving forward, and Ask-Dwight is at the cutting edge of those efforts. However, if you do choose to stick with a Chat GPT, a Claude, or another more general LLM in the field, be sure to double down on your Custom GPTs to ensure your background is organized and accessible to help you specialize.
Top AI for Writing Cold Emails
In order from most valuable to least, here are the best AI to help you out with cold emails:
Ask-Dwight- yeah, yeah, we’re biased, but hear me out: Dwight’s directness and fully-customized sales background makes email drafts clear but polite, and uniquely tuned to salespeople’s needs for accomplishing sales tasks.
Gong.io- also a great option! Super skilled at using your historical data to create value-adding emails.
Lavender.ai- great for reviewing language to reduce spam folder placement. Not so good with doing the actual writing.
There you have it! These cold emails won’t be writing themselves, so consider the information laid out in this article, and if you have any questions, feel free to hit up Dwight on your way out!