How to Choose the Right AI Assistant (Step-by-Step)

  • By: Adam Wire
  • June 23, 2025
Artificial Intelligence Assistant
Reading Time: 3 minutes

An AI assistant helps automate a wide range of repetitive, time-consuming tasks, freeing your board to focus on strategic priorities. Boards of directors commonly use artificial intelligence for meeting minutes, scheduling, agenda creation, customer service, and more. 

This guide explains what an AI assistant is, how it can benefit your board, and what to consider when selecting the right tool for your organization.

What is an AI Assistant?

An AI assistant is a software program powered by artificial intelligence that helps users perform specific tasks, answer questions, or manage information. In most cases, these assistants can operate via text, voice, or both.

There are several common functions of an AI assistant, including:

  • Answering questions (e.g., “what’s the weather like?”)
  • Managing schedules (e.g., setting reminders or managing calendar events)
  • Automating tasks (e.g., sending emails, managing smart devices)
  • Providing recommendations (e.g., music, restaurants, products)
  • Summarizing or generating content (e.g., writing reports, drafting emails)

These functions are typically divided across a few AI assistant categories, including:

  • Personal assistants: Help individuals manage daily tasks (e.g., Siri, ChatGPT)
  • Business/enterprise assistants: Support customer service, sales, or operations (e.g. chatbots on websites)
  • Specialized Assistants: Focus on specific domains like legal, medical, or coding assistance


OnBoardAI is one example of a specialized assistant purpose-built for modern boards. Built on Microsoft Azure, OnBoardAI integrates into our existing tech stack, making it easy for boards to automate meeting minutes, gather rich insights, and more.

Board Management Software

The comprehensive blueprint for selecting a results-driven board management vendor.

How to Choose the Right AI Assistant

With so many AI assistant options to choose from, identifying the best possible fit for your board is not always easy. Here are 5 helpful tips to consider when evaluating AI assistant software programs to ensure your board obtains the best possible value from your investment. 

1. Define Your Goals and Use Cases 

Start by identifying the specific tasks you want your AI assistant to handle. This clarity helps you choose a solution that meets your board’s expectations. Some AI assistants are built for the unique needs of specific industries or organization types, while others offer general-purpose support that suits most boards.

By defining what you want the AI assistant to do — and how automating these tasks can help your board focus on broader goals — you can determine whether a specialized or general tool better fits your needs.

This step also helps you decide whether a business-focused or personal-use AI assistant makes more sense. Business tools typically offer more features and capabilities, but not every board needs that level of complexity. Smaller organizations often benefit from simpler, personal-use assistants that deliver what’s essential without the added cost of advanced features.

2. Evaluate Key Features and Capabilities 

Some features that boards frequently identify as the most important for an AI assistant include: 

  • Understanding natural language and using that information to quickly and accurately generate helpful solutions 
  • Various types of voice or text input and output options 
  • Seamlessly integrating with email, calendars, and a wide range of other apps and tools your board relies on 
  • Including an exceptional range of customization options or being capable of learning from previous interactions to adapt future results 

3. Compare Available Options 

Compare the specs and features of top AI assistant options to help your board make an informed decision. Encourage board members to read reviews, test free trials and demos, and evaluate how well key features perform. This hands-on approach ensures you choose the software that offers the most value to your organization.

4. Consider Privacy, Security, and Compliance 

Not all artificial intelligence programs prioritize users’ security as well as they should. Carefully research the security measures of prospective AI assistants to ensure your board meets compliance requirements and protects the privacy of your stakeholders.

5. Test and Iterate

Hands-on testing gives your board a clearer sense of which AI assistant best meets your needs. Free trials and demos let you move beyond feature lists and experience each tool in action. Use this time to explore as many functions as possible to understand how each assistant could boost your board’s efficiency. The more you test, the more confidently you can choose the right fit.

Unlock Next-Generation Board Management With OnBoard

At OnBoard, we’re always innovating by integrating AI tools that simplify the essential, everyday tasks boards face. Our artificial intelligence tools for meetings seamlessly help you create meeting documents, manage schedules, generate content, and take care of the time-consuming tasks that pull directors away from strategic priorities.

Start your free trial today and discover how OnBoard’s AI assistant, and the full board management platform, can transform the way your board works.

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About The Author

Adam Wire
Adam Wire
Adam Wire is a Content Marketing Manager at OnBoard who joined the company in 2021. A Ball State University graduate, Adam worked in various content marketing roles at Angi, USA Football, and Adult & Child Health following a 12-year career in newspapers. His favorite part of the job is problem-solving and helping teammates achieve their goals. He lives in Indianapolis with his wife and two dogs. He’s an avid sports fan and foodie who also enjoys lawn and yard work and running.

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Artificial Intelligence Assistant

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