How many unwanted emails do you ignore each morning? 

Your answer will likely show that email customer communication is challenging due to the lack of face-to-face contact and the pain points of the customer discovery process.

AI email assistants bridge the gap between company and customer by using the latest artificial intelligence technology, like ChatGPT4, to offer a personalized, engaging experience that secures sales. 

In 2023, 65% of enterprises used generative AI, primarily in sales and marketing (34%), which doubled from the previous year. Using AI applications to augment your email sales strategy can help drive innovation and push you ahead of competitors. 

This list divides the top five AI email assistant tools into the best for enterprises and sales teams, the easiest to use, the best cross-platform option, and the best for personalization. 

You can then use your AI software to convert leads into sales for higher revenue. 

Best AI email assistant for enterprises

When looking for the best email assistant, enterprises usually prioritize AI-driven personalization, automation, and CRM integration. Selecting the right tool is essential to enhancing engagement, streamlining workflows, and maintaining comprehensive customer data management.

Outreach is the best tool selected from all the AI examples for email support because it offers all these features. 

1. Outreach

• G2 rating: 4.3/5
• Pricing: Request a quote
• Free option: 14-day free trial
• Effectiveness: Excellent
• Ease of use: Excellent

Best for: Outreach is best for enterprises, particularly in SaaS and technology, financial services, and healthcare, due to its strong capabilities for building robust relationships between organizations, customers, and patients. 

USP (unique selling point): Outreach’s unique selling point is its comprehensive sales engagement platform, which combines advanced automation, analytics, and AI-driven insights for better customer continuity. This benefits enterprises by streamlining communication processes, enhancing personalization, and improving follow-up efficiency, ultimately driving higher conversion rates and enabling sales teams to focus on building strong customer relationships.

Features: 

• Sales engagement platform: Outreach centralizes communication, allowing sales teams to manage outreach effectively and maintain consistent messaging across email campaigns.
• Automated workflows: Streamlines repetitive tasks, enabling sales teams to focus on high-value activities while ensuring timely follow-ups and personalized communication as part of a more effective digital business strategy.
• Multi-channel outreach: This tool supports various communication channels (email, calls, social media), allowing for a cohesive and integrated approach to reach prospects where they are most active.
• Analytics and reporting: Provides insights into email performance metrics, helping teams optimize their strategies based on data-driven decisions and improve overall campaign effectiveness.
• CRM integration: Seamlessly connects with popular CRM systems, ensuring that all interactions are logged and accessible, which helps maintain a comprehensive view of customer relationships and enhances targeting efforts.

Best AI email assistant for sales teams

Your sales team needs an AI email assistant to help them reach customers in a personalized and appealing way. When tools achieve this quickly, using email tracking analytics, automation and scheduling, and CRM integration with popular tools like Salesforce, employees can focus on higher-level tasks beyond the capabilities of any software. 

Yesware is the best example of such a sales tool, as it covers all of the above features and many more, as you will discover below. 

2. Yesware

• G2 rating: 4.4/5
• Pricing: $65 monthly
• Free option: The Free Forever option offers basic functionality
• Effectiveness: Excellent
• Ease of use: Excellent

Best for: Yesware is the best AI email assistant for sales teams in companies of any size because of its flexible pricing structure. It includes a basic Free Forever plan and allows you to upgrade or downgrade anytime. 

USP (unique selling point): Do you need Salesforce integration? Yesware delivers. Advanced features? Sure. Do you want to customize communication to meet all your customers’ needs? This tool has you covered. 

It even delivers content management so you can track all the different types of content in a marketing campaign. Yesware’s USP is that it offers comprehensive coverage of every feature you’d need to drive sales success.

Features: 

• Analytics: Yesware offers open rates and link and attachment activity, which provide actionable insights to track the success of email marketing campaigns and keep sales teams on track to success.
• Customizations: Email platform integration, email scheduling, notifications, and email categorization templates make customization easy to meet individual customer needs and improve sales.
• Integrated workflows: Task management, email tracking/Automation, and CRM Integration make it easy to implement Yesware quickly and effectively alongside existing tools for fast and sustainable digital adoption of this tool.
• Repeatability and reportability: The combination of content workflow management and workflow performance helps you easily repeat what works and feed back this information to ensure it’s easy to review, adapt, and keep doing what works best.

Easiest to use AI email assistant

Sometimes, you just need a simple interface that employees will love using, which takes minimal time to adapt effectively. Don’t forget that the functionality and feature profile of easier-to-use AI email assistants will be more limited, but if usability is less important than functionality, check out the tool below to get your email campaign off the ground quickly.

The easiest-to-use AI email assistant we could find is Easy-Peasy.AI.

3. Easy-Peasy.AI

• G2 rating: 4.5/5
• Pricing: $16.50 per month for Unlimited
• Free option: Unlimited duration, basic features
• Effectiveness: Excellent 
• Ease of use: Excellent

Best for: If you think an easier-to-use AI email assistant would only be helpful for smaller businesses, you’d be mistaken. Many enterprises like Motorola and Uber use Easy-Peasy.AI for many purposes, including email campaigns. 

USP (unique selling point): Easy.Peasy.AI focuses on usability while offering a diverse range of AI features, such as text and image generation and audio transcription, that companies can utilize for successful and appealing email campaigns. 

Features: 

• AI-powered email generation: This email assistant automatically generates email content based on user inputs, saving time and ensuring consistency, allowing employees to focus on tasks AI could never dream of achieving. 
• Personalization: This feature allows users to create personalized email content tailored to specific recipients or segments, improving engagement and outreach outcomes. 
• Email templates: Offers a variety of customizable templates to help streamline the creation of professional-looking emails, making it easy for employees unfamiliar with AI email assistants. 
• A/B testing: This tool supports A/B testing of email subject lines and content to optimize open and conversion rates, increase sales, and build strong customer relationships.
• Content optimization: This feature suggests improving email content, including language tone, clarity, and engagement potential, to build customer engagement and secure sales and brand loyalty.

Best cross-platform AI email assistant

Many organizations need an AI email assistant that their employees can use across various platforms for flexibility and convenience. This approach offers advantages such as enhanced productivity, consistent communication, and higher email quality across devices and platforms.

The best cross-platform AI email assistant is Microsoft Outlook with Copilot Pro.

4. Microsoft Copilot Pro for Outlook

• G2 rating: 4.3/5
• Pricing: $20 per month (must have Microsoft 365 subscription)
• Free option: 1 month free
• Effectiveness: Excellent
• Ease of use: Excellent

Best for: Most enterprises use Microsoft as their operating system, so Microsoft Copilot Pro for Outlook should be familiar to most employees. It improves adoption rates, productivity, and data management within most professional environments. 

USP (unique selling point): This tool enhances productivity through smart email drafting, automated scheduling, and contextual assistance using AI-driven insights. It seamlessly integrates with Microsoft 365, which most organizations have used for decades, empowering users to manage their communications efficiently, streamline workflows, and improve overall collaboration.

Features: 

• API flexibility: Customizable APIs allow seamless integration with existing systems, enabling enterprises to enhance productivity and tailor workflows to specific needs.
• Cross-platform compatibility: This feature ensures consistent performance across devices and platforms, empowering employees to maintain productivity and access tools anytime and anywhere.
• Data security: Implements robust security measures to protect sensitive information, helping enterprises comply with regulations and maintaining customer trust in communications.
• Natural conversation understanding: Utilizes advanced natural language processing for human-like interactions, enhancing user experience and making communication feel personal and engaging.
• Content accuracy: AI is never one percent reliable, but MS Copilot ensures high-quality, competitively accurate information in content, reducing errors and supporting better decision-making and trust between email recipients and organizations.

Best AI email assistant for personalization

Your customers will only take notice and respond to emails if you speak to them in a way that engages them personally. Email assistants with AI augmentation need to cater to this need to fully utilize the potential to engage with customers to secure sales and maintain interest in brands and products. 

The best AI email assistant for personalization is Reply.io. 

5. Reply.io

• G2 rating: 4.6/5
• Pricing: $166 agency level
• Free option: Yes, with basic functionality
• Effectiveness: Excellent
• Ease of use: Excellent

Best for: Reply.io suits small to medium-sized B2B companies in SaaS, technology, and professional services. It’s ideal for sales teams focused on outbound outreach. Companies like Grammarly and SimilarWeb use it for personalized email campaigns due to its robust personalization features.

USP (unique selling point): If you want personalization in an AI email assistant, it doesn’t get much better than Reply.io. 

This tool focuses on personalization from several angles to ensure you can deliver a personal experience using personalization tags, AI-driven personalization, dynamic email content, and other features in the list below to ensure customers never forget emails you send and always come back for more. 

Features: 

• Advanced personalization tags: Reply.io allows users to insert advanced personalization tags into email templates, enabling highly customized content based on recipient data such as name, company, job title, and more.
• AI-driven personalization: The platform uses AI to analyze recipient behavior and suggest personalized email content, subject lines, and follow-up sequences, making the communication feel more tailored and relevant.
• Dynamic email content: Reply.io enables dynamic content insertion based on predefined conditions, allowing emails to adapt based on recipient characteristics or actions in real-time.
• Automated A/B testing for personalization: It supports automated A/B testing to refine and improve personalized elements, ensuring the most effective messaging reaches each segment.
• Behavioral triggers: The tool can trigger personalized follow-up emails based on recipient behavior, such as email opens, link clicks, or website visits, ensuring timely and contextually relevant communication.

These are all the best AI email assistants in categories that fit your needs. Remember that most tools offer a free trial, so you can take your time to find the best tool before investing. 

Define priorities before investing in an AI email assistant

Before investing in an AI email assistant, define your specific needs, such as personalization, automation, and CRM integration. 

Reply.io, for example, is a powerhouse of personalization but may not be as useful for enterprises that need a more general tool. 

Begin the priority definition process by assessing business goals: Determine your email marketing and sales objectives. 

Next, identify the key features you need by focusing on essential functionalities like automation, personalization, and CRM integration.

Finally, evaluate your options by comparing tools based on how well they meet your specific needs using the categories above.

Assessing these priorities ensures that your chosen tool aligns with your sales strategy, maximizes ROI, and improves customer engagement.

FAQs

Can I use AI to write emails?

You can use AI to write customized, engaging emails. Just type in a prompt such as ‘Write an engaging, informal cold outreach email advertising a new product’ and have an AI tool like ChatGPT, Microsoft Copilot, or Google Gemini do all the work for you. 

How do you use an AI email assistant?

To use an AI email assistant, integrate it with your email platform, configure settings, and leverage features like drafting, personalization, automation, and tracking to enhance communication and productivity in your organization.