How to get the most out of AI Sidekick, your smart browser assistant

Meet your personal sales enablement assistant, ready to help you get quick answers, find content, draft messages and get coaching in real-time.

Welcome to the world of AI! Spekit’s AI Sidekick is your personal sales and enablement assistant, ready to help you get quick answers, find content, draft messages and get coaching in real-time, right in your browser.

To get started, download the Spekit Chrome extension then follow these quick tips!

Ask AI Sidekick Starter prompts to move faster
Click a prompt to copy, then open AI Sidekick and paste to test it out.
Make it yours! Add context like role, product, and objective and watch the magic happen.

To get the best results, it's helpful to know how to "talk" to Sidekick. This guide will show you how to ask questions and get the answers you need when using AI.


1. Ask specific, and complete questions

When you're talking to AI Sidekick, be specific and include relevant context to get the best answer possible. AI cannot think critically and is very literal, so it’s important to ask specific questions and use complete sentences.

Prompting Guide AI Prompting: Do & Don’t for better answers
🙂 What to Do
Best Practice
Be specific. Think about what you really want to know and get straight to the point. Give the AI as much detail as you can.
Good Example

How do I create a new lead in Salesforce Lightning, and what are the required fields I need to fill out?

Why it works This question is specific. It tells the AI exactly what you're working on (Salesforce Lightning) and what you need to know (how to create a lead and which fields are required).
😡 What Not to Do
Avoid
Don't be vague. If your question is too general, or an incomplete sentence, the AI won't know what you're looking for and might give you an answer that isn't helpful.
Bad Example

How do I use Salesforce?

Why it fails This question is too broad. Salesforce is a huge platform, and the AI can't possibly know if you need to know about sales, marketing, reports, or something else entirely. It will probably give you a very general and unhelpful response.

2. Provide Context

AI can’t read your mind, it only knows what you tell it. Context is everything. The more details you share about the role you’re selling to, the product you’re positioning, and the competitor in play, the better the AI can deliver messaging that lands.

Prompting Guide Provide Context for Role-Specific, Differentiated Messaging
🙂 What to Do
Best Practice
Provide full context. The AI doesn't know what you're working on unless you tell it. Think of context like a roadmap—it helps the AI understand where you are and what you're trying to do. Include who you're addressing, what you're offering, and who you're competing against.
Good Example

I’m prepping an email to a VP of Sales at a SaaS company. I’m positioning our enablement platform against Highspot and I need messaging that highlights our buyer engagement features.

Why it works You’ve given the AI the full picture: who you’re selling to (VP of Sales), what you’re selling (enablement platform), and who you’re competing against (Highspot). With that roadmap, the AI can generate sharp, role-specific messaging that addresses your buyer’s priorities and differentiates you from the competition.
😡 What Not to Do
Avoid
Don’t assume the AI knows your situation. If you leave out key details, the AI will have to guess—and its guess will likely be wrong.
Bad Example

Draft me an email

Why it fails This is too vague. The AI has no idea who you’re talking to, what you’re selling, or who you’re up against. The result will be broad, surface-level messaging that won’t stand out in a real sales conversation.

3. Treat it Like a Dialogue

Think of your interaction with Spekit Sidekick as a conversation. The first answer might not be perfect, but that doesn't mean the AI is failing. It just means you need to refine your question and ask in a different way (similar to a real-life conversation!).

Prompting Guide Refine with Follow-ups to Steer Better Answers
🙂 What to Do
Best Practice
Review and refine. If the first answer isn't what you expected, ask a follow-up to clarify context or constraints. This helps you steer the AI toward a better response.
Scenario

You asked…

How do I submit an expense report?

The AI returned a long list of steps for a program you don’t use.

Follow-up Question

Thanks, but I'm using Expensify for expense reporting. Can you give me the steps for that instead?

Why it works You’ve now given the AI the specific program you need help with, guiding it to a more useful answer.
😡 What Not to Do
Avoid
Don’t give up after the first try. A weak first answer isn’t a dead end—it’s an opportunity to clarify your request and get a better result.

Limitations

Right now, Sidekick AI can only answer questions based on the content that lives in Spekit. If you see the message “I can’t find the answer to that question”, it usually means that content doesn’t exist yet in Spekit. In that case:

  • Let your manager or enablement team know so they can fill the gap.
  • Or trust that they’ll review analytics and update the content strategy to make sure those answers get added over time.

Final Thoughts

The key to using Spekit Sidekick effectively is to be clear and specific. By giving the AI clear instructions and providing context, you can ensure the AI understands you and gives you the help you need.