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What to Look for When Choosing a CRM System (Six Years and Four CRMs Later)

The short version: the right CRM is the one your team will open every day, not the one with the longest feature list, and you find that out by testing it against your real sales process for two weeks before you sign anything. Price, integrations, and support matter far less than whether the tool matches how you sell. Get that wrong and you’ll be migrating again within eighteen months, which I know because I’ve done it four times.

Why I’ve switched CRMs four times in six years

I moved off Infusionsoft (now Keap) in 2019 because it was too clunky for a solo consultant business. Went to HubSpot because everyone told me it was the gold standard. Spent two years paying £890 a month for features I used maybe 20 percent of. Moved to Pipedrive when I stripped my business back down during the harder years, because I needed something built around deals and pipeline stages, not marketing automation I no longer had a team to run. Now I run a lighter setup again with Keap, because as a small team, its automation and invoicing in one place saves me admin hours I don’t have to spare.

None of those were wrong choices at the time. Each one was right for the size and shape of business I had then. That’s the first thing nobody tells you clearly enough: the CRM that suits a 40-person sales team is the wrong CRM for a five-person team, and the CRM that suits you at £30,000 revenue is often the wrong one at £300,000. You’re not choosing forever. You’re choosing for the next 18 to 36 months.

Start with your process, not the software

Before you look at a single demo, write down your actual sales process on paper. Not the process you wish you had. The one you run. Mine, back in 2022, looked like this:

  • Lead comes in via LinkedIn DM, website form, or referral
  • I send a discovery call link within 24 hours
  • Call happens, I take notes manually (this was the problem)
  • Proposal sent within 48 hours
  • Follow up at day 3, day 7, day 14
  • Signed client moves to onboarding sequence

That list took me twenty minutes to write and it told me exactly what I needed: automated follow-up sequences, a way to log call notes against a contact without switching apps, and a pipeline view with three stages, not the fifteen-stage template most CRMs ship with by default. Once you have your own list, every demo you sit through becomes a simple test: can this tool do my six steps, cleanly, without me building a workaround? Most can’t, and you’ll see it within ten minutes if you’re watching for it.

The features that matter

Contact and deal tracking that matches your sales stages

Every CRM does this. The difference is whether you can rename stages, merge them, and hide the ones you don’t need without submitting a support ticket. Pipedrive lets you do this in under two minutes. Salesforce, for a small business, often needs an admin or a consultant just to get the pipeline set up the way you want it, which is fine if you’re 200 people and have that budget, and painful if you’re a team of six.

Email integration that doesn’t create double work

If your CRM doesn’t sync two-way with your actual inbox, you will end up copying and pasting emails into contact records by hand, and you will stop doing it within three weeks. I’ve seen this happen with three different clients. They bought a CRM, loved it for a month, and then it quietly died because logging emails manually was one extra step too many.

Reporting you’ll look at

Ask yourself honestly: will you open a report weekly, or will it sit there unused? If you’re a solo founder or a team of three, you don’t need cohort analysis and custom attribution modelling. You need to know how many deals are open, how much they’re worth, and what’s gone quiet. That’s it. Overbuilt reporting is a sign the CRM was designed for a much bigger business than yours, and you’ll pay for that complexity in setup time even if you never use it.

Automation for follow-up

This is where CRMs earn their keep. A basic sequence, three follow-up emails spaced over two weeks, triggered automatically when a deal sits untouched, recovers deals that would otherwise die from neglect. When I set this up in Pipedrive in 2023, my follow-up rate on cold proposals went from roughly 40 percent (whatever I remembered to chase) to 100 percent (the system chased for me). That alone paid for the subscription many times over.

Mobile access that’s usable, not a stripped-down afterthought

If you’re at events, on trains, or between meetings the way I am, you need to log a note or move a deal stage from your phone without wanting to throw it across the room. Test this in the trial period specifically, not as an afterthought.

Integrations: the quiet dealbreaker

This is where most buying decisions get made, even though it’s rarely the headline feature people compare. Check whether your CRM connects natively (not through a third-party workaround) to the tools you already use daily: your email provider, your invoicing software, your calendar, and if relevant, your booking or scheduling tool. If you run appointments or consultations, the same questions I’d raise around choosing a booking system for a business built on appointments apply here: does the CRM talk to your calendar without a clunky Zapier bridge that breaks every few months? If you already use all-in-one booking and website software, check the CRM syncs with it directly, because manually reconciling two systems is where data quality quietly dies.

Some businesses ask whether their CRM overlaps with project management tools, and the honest answer is yes, often uncomfortably so. If you’re already tracking client work in a project management system, you need to decide which tool owns the client relationship and which one owns the task list, because trying to run both from the same place usually ends with duplicated data in neither. There’s a longer discussion of where that boundary sits in how project management fits under computer information systems if you want to think that through before you buy either tool.

AI features: useful, but check what’s happening under the hood

Nearly every CRM now advertises AI features. Some are useful, like auto-drafted follow-up emails or deal-scoring based on engagement. Some are marketing dressing on a basic if-then rule that existed five years ago. Ask the salesperson directly: what data is this model trained on, and where does my client data go when I use this feature? If they can’t answer clearly, that’s your answer.

If the CRM includes a built-in chatbot for lead capture or customer service, the same care applies as with any standalone tool. Before you switch it on, it’s worth understanding what to check before choosing an AI customer service bot, because a badly configured chatbot inside your CRM causes the same reputation damage as a badly configured standalone one. And if you’re customising how the AI responds to leads, understanding how system prompts shape AI chatbot behaviour will save you from an assistant that sounds nothing like your brand.

The uncomfortable truth about CRM failure

Here’s the bit that doesn’t get said enough: a CRM does not fix a broken sales process. It exposes it, faster and more visibly than a spreadsheet ever did. If your team doesn’t follow up consistently now, they won’t suddenly follow up consistently because you bought Salesforce. If your pipeline stages are vague and nobody agrees what “qualified” means, the CRM will just give you a very expensive, very organised version of that same confusion. I’ve watched businesses spend £15,000 a year on a CRM licence while the actual problem, three salespeople who never log a call, sat completely untouched. The software was never the issue. Adoption and discipline were.

So before you sign a contract, ask a harder question than “what features do I need”: ask “will my team use this daily, and who is responsible for making sure they do?” If there’s no clear answer to that second part, fix that first, because no CRM survives being optional.

A practical checklist before you commit

  • Write your actual sales process, no more than seven steps
  • Shortlist three CRMs that match your team size, not your ambition
  • Trial each for a minimum of two weeks with real leads, not dummy data
  • Check native integrations with your email, calendar, and invoicing tools
  • Test mobile use for five minutes on your actual phone
  • Ask directly about data handling for any AI features
  • Confirm pricing at the size you’ll be in 12 months, not just today
  • Name one person accountable for adoption before go-live

If you’re weighing this up alongside a wider AI rollout across your business, it’s worth getting outside eyes on the whole stack rather than picking tools one by one in isolation. That’s exactly the kind of untangling an AI implementation coach is useful for, mapping your CRM, your customer service, and your marketing tools so they talk to each other instead of quietly duplicating work.

What I’d tell my past self

Back when I moved to HubSpot, I chose it because it was the “proper” choice, the one every marketing blog recommended. I never once wrote down my actual six-step process first. If I had, I’d have seen straight away that I was paying for marketing automation infrastructure built for a team of ten, when I was a team of one running discovery calls off a spreadsheet. The lesson cost me roughly £10,000 across two years of an oversized subscription. Write the process first. Every time.

Frequently asked questions

How much should a small business expect to pay for a CRM?

For a team of one to ten people, expect to pay somewhere between £15 and £90 per user per month depending on the tool and tier, with most small businesses landing comfortably around £30 to £50 per user monthly for a solid mid-tier plan that includes automation and integrations.

Should I choose a CRM based on features or price first?

Neither. Choose based on whether it matches your actual sales process, which you should write down before comparing a single feature list, because a cheap CRM that fits your workflow beats an expensive one that doesn’t.

How long should a CRM trial period be before committing?

Two weeks minimum, using real leads rather than dummy data, because that’s roughly how long it takes to see whether your team logs activity in it or quietly falls back on old habits.

Is it worth switching CRMs if the current one isn’t perfect?

Only if the gap is causing real damage, like missed follow-ups or duplicated data, rather than mild annoyance, because migration itself typically costs four to eight weeks of reduced productivity while data is moved and the team relearns the tool.

Published and maintained by the Lilach Bullock team, covering marketing, AI and business growth.
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