Insightly vs Square POS: which one fits your business?
Side-by-side comparison of Insightly and Square POS — fees, features, ease, support, and which one fits your business. Scored on the same rubric.
Short answer: Square POS wins on our scorecard (7.5/10 vs 7.3/10).
| Scored on | Insightly | Square POS |
|---|---|---|
| Right fit for small biz | 8 | 8 |
| Ease of use | 7 | 9 |
| Fees & pricing | 7 | 7 |
| Customer support | 6 | 5 |
| Features | 8 | 8 |
| Plus Tier (Annual) | $29/user/mo | — |
| Professional Tier (Annual) | $49/user/mo | — |
| Enterprise Tier (Annual) | $99/user/mo | — |
| AppConnect Add-on | Varies by usage | — |
| Basic Software Fee | — | $0/mo |
| In-Person Processing | — | 2.6% + 10¢ |
| Online Processing | — | 2.9% + 30¢ |
| Keyed-in Processing | — | 3.5% + 15¢ |
Insightly in one paragraph
Insightly is the best choice for businesses that need to bridge the gap between a closed sale and a finished project without switching apps.
Skip it if: Skip it if you only need a simple contact manager and don't plan on using the project management features.
Square POS in one paragraph
Square POS remains the fastest way to start taking payments, but high-volume businesses will eventually outgrow its flat-rate pricing.
Skip it if: You process more than $25,000 a month and need a dedicated account manager who picks up the phone every time.
Frequently asked questions
Which is better, Insightly or Square POS?
On our five-axis scorecard, Square POS scores higher (7.5/10 vs 7.3/10). Square POS remains the fastest way to start taking payments, but high-volume businesses will eventually outgrow its flat-rate pricing.
Who should skip Insightly?
Skip it if you only need a simple contact manager and don't plan on using the project management features.
Who should skip Square POS?
You process more than $25,000 a month and need a dedicated account manager who picks up the phone every time.