Windward Software long-term review - the good and bad

⭐ Review Discussion 👁️ 4,993 views 💬 10 replies 📅 2w ago

Sharing my experience in case it helps others.

We recently made some changes to our setup

Has anyone else seen this?

Chris Wood 👑 Master

1,495 points • Member since Jun 2025

💬 10 Replies

Kevin Robinson

👑 Master

214 posts

2w ago

Check out the retail integration setting, that might help.

👍 Helpful (12) 🔗 Share

Dorothy Scott

👑 Master

195 posts

2w ago

We had the same issue. What worked for us was contacting support

👍 Helpful (18) 🔗 Share

Peter Stewart

👑 Master

228 posts

2w ago

Had the same problem, support was excellent when I contacted them.

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Brenda Park

👑 Master

231 posts

2w ago

Check out the waitlist feature setting, that might help.

👍 Helpful (11) 🔗 Share

Carlos Jenkins

👑 Master

257 posts

2w ago

Great question! In my experience with Square POS, it has been working well for us

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Rebecca Perry

👑 Master

223 posts

1w ago

+1 to this. We've seen similar results.

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Sandra Taylor

👑 Master

237 posts

1w ago

Agreed with the above. Also worth mentioning you should also check the settings

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Scott Anderson

👑 Master

205 posts

5d ago

This is why we switched to QuickBooks POS. No regrets.

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Michelle Reed

👑 Master

251 posts

5d ago

Great question! In my experience with Payanywhere, it has been working well for us

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Lauren Butler

👑 Master

233 posts

2d ago

This is why we switched to Homebase. No regrets.

👍 Helpful (6) 🔗 Share

Windward Software long-term review - the good and bad

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