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Migration is rarely as painful as charities fear, provided the groundwork is done properly. Asking these questions upfront won't just help you choose the right system. It'll make the transition smoother for everyone who has to live with the decision afterwards
Switching CRM systems is one of those decisions that sits on every charity's to-do list for far longer than it should. The current system is clunky, the reporting is painful, and everyone has a workaround for the workaround. Yet the thought of migrating years of data, retraining staff and risking disruption to service delivery is enough to keep even the most frustrated teams putting it off for another year.
The truth is, migration doesn't have to be daunting. It just needs the right questions asked early, before you sign anything or start moving data.
There are a few reasons this conversation is coming up more often across the sector right now. Funding has become tighter and more competitive, and funders increasingly expect robust, evidence-based outcome reporting that older systems simply weren't built to produce. Data protection expectations have also moved on considerably since many charities first set up their database, and what felt sufficient a few years ago can now leave gaps that are uncomfortable to explain in an audit. On top of that, plenty of legacy systems are reaching the end of their supported life, leaving charities facing rising licence costs or a provider who's quietly stopped investing in improvements. And with teams stretched thinner than ever, there's growing pressure to reduce time spent on admin and manual reporting so staff can focus on the people they're there to support.
None of this means every charity needs to switch systems immediately. But it does mean it's worth pausing to ask whether your current setup is still fit for purpose, rather than sticking with something familiar simply because changing feels like too much hassle.
Here are the 12 questions worth working through with your team.
Why are we actually moving? Is it cost, functionality, poor support, or something your current system simply can't do? Get specific. A clear list of pain points will shape everything else.
What does success look like in a year? Fewer manual spreadsheets? Better outcome reporting? Time saved on admin? Define it now so you can measure it later.
Who needs to be involved in the decision? Frontline staff, finance, IT, and the people who'll actually use the system daily should all have a voice. The best system on paper is the wrong one if nobody wants to use it.
What data do we actually need to migrate? Not everything needs to come across. Old, duplicate or irrelevant records are worth leaving behind, so decide what genuinely matters before the move.
How clean is our current data? Migration has a habit of exposing years of small inconsistencies. Budget time to clean up before you move, not after.
What's the total cost, not just the price tag? Licence fees are only part of it. Factor in setup, training, data migration support and any ongoing costs for add-ons or integrations.
How will it integrate with the tools we already use? Finance software, email platforms, case management tools. A CRM that sits in isolation creates more work, not less.
What does the support look like after go-live? Ask about response times, whether support is UK-based, and what happens when something breaks on a Friday afternoon.
How long will migration realistically take? Be wary of anyone promising an instant switch. A proper migration includes planning, testing and a period of running both systems in parallel.
10. How will staff be trained? A brilliant system with untrained staff quickly becomes an unused system. Ask what training is included and how ongoing learning is supported.
11. Is the system built for charities, or adapted for them? There's a meaningful difference between software designed around charity workflows and generic CRM software with a few charity features bolted on.
12. What happens if we outgrow it? Your charity will change. Ask how flexible the system is as your services, funding streams and reporting needs evolve.
Migration is rarely as painful as charities fear, provided the groundwork is done properly. Asking these questions upfront won't just help you choose the right system. It'll make the transition smoother for everyone who has to live with the decision afterwards.
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