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Our 2 biggest issues were cash management and getting the food program right.
We erred in hiring someone too inexperienced to do the food. We had a chef partner who bailed and were high and dry and just made a bad hire. It took us a couple months to come up with a decent plan B, all the while paying our cook too much to generally suck and sit around a lot. Food is a big deal in Portland where you have to serve 5 hot entrees and a side to get a license to sell liquor.
Huh, interesting law - I like it. I don't think that's the law in LA, unless a lot of bars have some random menu that most patrons are unaware of (completely possible).
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The worst thing is review sites. They can drive you nuts. We had a guy come in, act like an ass and get 86'ed, throw a bottle at my wife which smashed into the fryer and then write he wrote us a bad review. People can say whatever they want and it just hangs out there.
Yelp is really a great tool for consumers, and I tend to disregard the extreme reviews if they seem like an anomaly... but I can see how you could get very frustrated with some asshat making a review like that.
I don't know why Yelp doesn't do this, but I really like what Trip Advisor does for hotels - or rather, maybe it's just general practice for hotel management there - but if someone complains about a hotel stay, I will often see the hotel management post a response explaining the situation and improvements. I think that's very helpful to potential customers.