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Playbook

The 40 prompts every B2B SaaS should track first

Jonah Lind, head of content.

Jonah Lind

 · Head of content

 · 4 min

Four groups of research prompt cards organized with blue dividers on a white table.

In this article

You do not need an enormous prompt library to learn something useful about AI search. You need a small set of questions that represents the decisions your buyers make and a way to observe the answers consistently.

The following starter set has four groups of ten. Replace the bracketed details with the words your buyers use. The prompts are templates to adapt, not a claim that every category has the same buying journey.

Keep the original wording in your tracking sheet. When you change a question, record the change. Otherwise a better result may reflect an easier question rather than a better account of the product.

Ten questions for category discovery

These prompts test whether you enter a shortlist before the buyer knows your name. Use a realistic customer, constraint or workflow. A question so broad that almost any product qualifies will usually tell you less.

  1. What is the best [category] for a [team size] team?

  2. Which [category] tools work well for [industry] companies?

  3. Recommend a [category] for a company moving beyond spreadsheets.

  4. What is a simple [category] for a team without a dedicated administrator?

  5. Which [category] tools integrate with [important system]?

  6. What [category] should we consider with a budget of [realistic budget]?

  7. Which [category] is suitable for a business operating in [market]?

  8. Recommend [category] options for a team with [specific requirement].

  9. Which [category] tools can we evaluate before a long-term commitment?

  10. What should a [buyer role] shortlist when choosing a [category]?

If an engine recommends an unsuitable product, record why. The absence of your brand is only part of the finding; the requirements the answer notices or ignores can be useful too.

Ten questions for comparisons

Choose competitors that appear in actual sales conversations. Include constraints that could change the recommendation. The purpose is to learn where an engine sees your fit, not to manufacture a situation in which only your product could win.

  1. How does [your product] compare with [competitor]?

  2. Should a [team size] company choose [your product] or [competitor]?

  3. What are the main limitations of [your product] versus [competitor]?

  4. What are the best alternatives to [competitor] for [use case]?

  5. Which is easier to implement: [your product] or [competitor]?

  6. How do their pricing models differ for [realistic customer setup]?

  7. Which product works better with [important integration]?

  8. What should we consider before switching from [competitor] to [your product]?

  9. Which is a better fit when [specific constraint] matters most?

  10. When would you recommend [competitor] instead of [your product]?

That final question is particularly useful. A fair description of where another product is stronger gives you a better content brief than a generic request to make every comparison more positive.

Write prompts the way your buyers talk on sales calls, not the way your marketing site does.

Ten questions for product facts

These are accuracy checks. Confirm the current answer with the product team before labeling an engine wrong. Distinguish a factual error from an answer that is simply incomplete.

  1. What does [your product] do?

  2. Who is [your product] designed for?

  3. How much does [your product] cost?

  4. Does [your product] offer a trial or free plan?

  5. Does [your product] integrate with [important system]?

  6. Does [your product] support [important feature]?

  7. What are the limits of the [named plan] plan?

  8. How does a team get started with [your product]?

  9. Where can a buyer find [your product]’s security documentation?

  10. What changed in [your product]’s recent [feature or pricing] update?

Avoid placing confidential information in a prompt. Ask where published security information can be verified rather than expecting an assistant to validate an unsupported compliance claim.

Ten questions about the underlying problem

Buyers do not always know the name of your category. These prompts describe the job they need to do. Use the language of a support ticket, a sales call or a frustrated team member.

  1. How can we stop [recurring task] from falling through the cracks?

  2. What tools help a [buyer role] manage [specific workflow]?

  3. How do we replace our spreadsheet for [job]?

  4. How can a small team reduce mistakes in [process]?

  5. What is a practical way to coordinate [job] across departments?

  6. How can we make [process] easier for new employees?

  7. How should we handle [job] when our current system no longer scales?

  8. What software helps us meet [specific operational requirement]?

  9. How can we connect [workflow A] with [workflow B]?

  10. What should we evaluate before buying software to solve [problem]?

Make the list useful after the first run

Tag every prompt by buying stage and whether it names your company. Record the engine, date, complete answer, cited sources, brand presence and factual errors. Keep a separate label for whether the product was recommended for the stated situation.

Run the same list repeatedly before drawing a conclusion from a single response. After the baseline, choose a small work queue from the recurring problems. Resist adding dozens of new prompts just because the first results are uncomfortable.

Forty is a starting structure, not a magic threshold. Add coverage when a real buying question is missing, and retire duplicates deliberately. Our guide to what share of answer measures explains how to turn the observations into a report without losing the context behind the number.

Jonah Lind, head of content.

Jonah Lind

Head of content. Runs our answer-ready page work.

See what AI says about you this week

Book a 30-minute call. We’ll run 20 of your buyer prompts live and show you the answers.

See what AI says about you this week

Book a 30-minute call. We’ll run 20 of your buyer prompts live and show you the answers.

See what AI says about you this week

Book a 30-minute call. We’ll run 20 of your buyer prompts live and show you the answers.

AI search and SEO for B2B software companies. Austin, Texas.

Answerline

© 2026 Answerline. Fictional agency, template demo content.

AI search and SEO for B2B software companies. Austin, Texas.

Answerline

© 2026 Answerline. Fictional agency, template demo content.

AI search and SEO for B2B software companies. Austin, Texas.

Answerline

© 2026 Answerline. Fictional agency, template demo content.

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