4 Signs It’s Time to Move On and Check Out New Software

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Learn how to evaluate your software and see if it’s time to upgrade.

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Do you feel like your current software isn’t a good value, is missing a key feature, or doesn’t align with your growing business goals?

And if you aren’t suffering from major issues, do you feel like your current software is just OK? Because “just OK” isn’t good enough.

4 signs that it’s time to re-evaluate your software

Here are four signs that show you’re ready for a software refresh, along with other signals to keep an eye out for.

1. The growing pains are becoming too real

There’s a certain point when your startup software isn’t going to work for your growing business. After all, you can use Excel for a larger team, but is fighting to get things to work and passing spreadsheets around worth your time when there may be better options for your team out there?

From experience, it’s not.

Business software is not one-size-fits-all. If your current system no longer fits, it’s time to go shopping.

Early warning signs:

  • Your employees are sharing software logins and can’t work simultaneously.
  • You can’t find your work easily.
  • Your software can’t do everything you need it to.

2. Your business requires a Frankenstein-esque mix of software

Does your marketing team use several tools to manage projects? An email marketing provider, a sales management tool, a project management tool, and maybe even more.

If this sounds familiar, it’s time to ask yourself: What if I could use just one product?

A new software suite could allow easier tracking, save money on licenses, and reduce time spent toggling between products.

Early warning signs:

  • Your employees have trouble working on projects because they don’t know which tool to track things in.
  • The software tools you use don’t integrate well, resulting in isolated information or lagging updates.
  • To keep things working, you consistently have to patch your older software.

3. You’re experiencing productivity or inefficiency problems

Your employees may not openly tell you about the problems they’re facing because of your current software. Many high-performing employees don’t speak up because they’re used to overcoming obstacles on their own.

To combat this? Get together with your team to identify any software issues they’re facing, and ask whether your current tools are missing any necessary features for their work. If you’re worried your employees won’t be forthcoming, run an anonymous survey.

Not sure what to ask?
Download our list of eight questions to ask your team about your current tools!

4. Your employees would rather not use it

It’s a fact of biology: Humans hate being uncomfortable. If software is too difficult to use, employees will avoid using it.

Sure, you can force them to use software they hate, but ideally your employees would like using your software of choice. The right software should make your employees’ jobs easier, not harder.

Early warning signs:

  • Your employees complain about how difficult the software is to use.
  • Users start creating their own process to get around the software.
  • Users don’t take advantage of all the features the software provides.

Why this software evaluation matters

Ultimately, deciding it’s time for new software can solve challenges your employees are facing and improve productivity.

Even if you haven’t noticed any red flags, it’s worth checking in with your team. A forward-looking strategy for software refreshes will keep your business moving on the road to growth.

It’s never a bad thing to re-evaluate your current system.
Browse Capterra’s software directories to select the right tool to continue growing your business.

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About the Authors


Tirena Dingeldein

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Tirena Dingeldein is a former Lead Emerging Technology and Business Trends Analyst for Capterra.

Kristen Bialik

Kristen Bialik

Kristen Bialik is a senior specialist analyst covering customer experience for Capterra. She holds B.A.'s in English and Communications from the University of Michigan and an M.A. in Journalism Research from the University of Wisconsin-Madison. Follow her at @kebialik for insight on CX for small and midsize businesses.


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