Guides

How to choose the best CRM for your business: questions to ask vendors

This guide is for a small sales team, of about 5 to 30 people, that is choosing its first CRM (customer relationship management software) or replacing spreadsheets or an old tool. The questions below show whether your team will actually use the CRM every day, and whether you can take all your data with you if you leave.

Updated 14 November 2026

In this guide, a vendor is a company that sells CRM software.

Why a sales demo is not enough

A CRM sales demo uses clean, made-up data with one simple sales process. Your team is different: you have years of contacts in spreadsheets, email inboxes full of history, and salespeople who will stop recording their calls as soon as it becomes tedious. The problems usually show up after you have signed the contract, for example:

So ask about these in writing, and ask every vendor exactly the same questions. Then you can compare their answers directly.

Before you contact any vendor

Write down your answers to these four points. They decide which questions in the checklist matter most to you.

The checklist

The questions are in three groups. Must have means most small sales teams cannot do without it. Nice to have means it saves real time or trouble. Optional means it only matters for some teams. When you open the checklist in NeutralPick, you can move any question to a different group to match your answers above.

The button opens this checklist in NeutralPick. There you can:

  1. Remove the questions that don't matter to you, add your own, and move questions between groups.
  2. Add each vendor you are considering.
  3. Send each vendor its own private link, so they answer every question in writing. Or, if you have already had a sales call or a product demo with a vendor, fill in their answers yourself from what they told you.
  4. See every vendor's answers side by side.

Want to see what a finished comparison looks like first? See an example comparison with three made-up CRMs.

Start with this checklist

Answers to look at carefully

Vendors often answer the points below in vague terms. When you get a vague answer, ask the follow-up question shown here. A vague answer often means the honest answer is "no" or "only partly".

What to do with the answers

  1. Put all the vendors' answers side by side.
  2. Look at the Must have questions first. If a vendor cannot do something you marked as a must-have, remove that vendor.
  3. If a vendor answered "Partial" to a must-have, ask them exactly what is missing.
  4. Book a product demo only with the vendors that answered well.
  5. In each demo, ask them to show you what they claimed in writing, using your own data: import a sample of your spreadsheet, send an email and watch it get recorded, and update a deal on a phone.
  6. Ask two of your salespeople to try the tools on your shortlist. They are the people who will decide whether the CRM actually gets used.

Why use NeutralPick to compare CRMs

Start with this checklist See an example comparison