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>My opinion is a good "boring" business is something that passes unremarkably at Thanksgiving and will never be on magazine covers, also good competition to prove the market is strong enough to have another entrant

That is exactly like what I was talking about.

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Hotel management software.

There’s like… two? They’re both garbage from my experience both as a frequent flyer and as someone who’s hosted one of them professionally.

I bet that it does not matter that they are garbage. They are so entrenched in their market segment by the basic business requirements and existing business relations that there is nothing to "disturb" without rewritting it feature by feature with help of very expensive subject matter experts. Its a kind of project that takes 5 to 10 years to create MVP (its mainly due to knowledge transfer not technology) and is rather high risk. There is a reason SAP is so big and most of its software is not the best (Im underselling it a bit here ...)

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