The AI Sales Email Grader That Helps You Write to Win

Written By Ben Cotton

Like many people I want to learn more about artificial intelligence (AI). This post is part of a series where I experiment with AI tools, share what I build and learn. My hope is that these posts will create discussion around this transformational technology, its use cases and maybe even help others on their journey of AI discovery. 

The focus of this experiment was to use AI tools to create a sales email grader - you write a sales email and and within seconds the tool uses 50+ sales methdologies to grade the email and provide recommendations. I used ChatGPT and Lovable to create the app, and it can be seen below (you can also view it on Lovable).

The Brief

To help sales teams write more effective outreach, I built a powerful AI-driven Sales Email Grader that evaluates messages and offers personalized recommendations based on 50+ proven sales methodologies. The project combined ChatGPT’s research capabilities with Lovable’s intuitive no-code app builder to deliver a tool that’s fast, insightful, and scalable.

I began by using ChatGPT to research over 50 sales methodologies - from Challenger, MEDDPICC, and SPIN Selling to Sandler, GAP Selling, and more niche frameworks. For each method, I documented key principles, target personas, tone guidance, and message structure. This created a rich, structured database of best practices that could be applied dynamically to different sales scenarios.

Next, I used Lovable to build a clean, responsive application that allows users to paste in any sales email and receive a grade, along with actionable suggestions to improve it. The app evaluates each message for clarity, personalization, value articulation, and CTA strength, and then maps those elements to matching methodology principles. For example, an overly product-heavy email might trigger a recommendation based on the Value Selling framework, while a message lacking urgency might receive Challenger-style advice.

The result is a smart, real-time email coach that doesn’t just critique, it teaches. It’s a practical example of how AI and no-code tools can bring decades of sales wisdom into everyday workflows, helping reps write more compelling emails and close more deals. All in minutes, without needing to be a sales methodology expert.

Ben Cotton

I'm a Senior Marketing Manager at HubSpot based out of Dublin, Ireland. Working at the intersection of marketing and sales I use content, data and technology to enable our rapidly growing sales team to crush its goals. It's challenging, rewarding and lots of fun.

As an experienced data-driven marketer I help SaaS businesses increase website traffic, generate leads and drive sales. I bring a proven track record of devising and leading successful marketing programs that create predictable recurring revenue. I also have an entrepreneurial spirit and love developing teams, creating growth and getting stuff done.

Throughout my career I've been privileged to work with a number of industry leading and well-loved brands including HubSpot, Indeed, Edelman, HP, Microsoft and PUMA. From these experiences I have developed a passion for using inbound marketing and selling to help organisations grow.

I hold Google Analytics and HubSpot Inbound qualifications, and am passionate about continuous learning with a deep interest in marketing, entrepreneurship, startups, business, SaaS, sales and technology.

If you'd like to know more or discuss how we can work together, please get in touch over on Twitter: @BenCotton, by email: contact@ben-cotton.com or sending an InMail. I'm always keen to connect with and learn from smart people.

http://www.ben-cotton.com/
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