If a patron pays with a credit card, you "might" see a tip amount on the credit card slip that is filled in and signed by the customer, but a patron paying a tab with a credit card might also elect to pay the tip in cash for different reasons. Also, cash-paying customers will most certainly give cash tips, and these are not formally accounted in any way at all.
Most bartenders I've known regularly tally up coins collected as tips as well as small bills, and exchange them for large bills out of the till on a periodic basis. That way the bar always has change and small bills on hand to make change (and for customers to leave as the next round of tips), and the cycle starts all over again. $1000 in tips is only 50 20-dollar bills, only 20 50-dollar bills, and only 10 100-dollar bills. Neither is a particularly large bundle to keep in a purse.
This may be true for restaurants, but not bars or clubs, especially those in downtown Toronto or Montreal. I always open tabs with my credit card. I watch where server places my card. Sometimes its in her bra, but most of the time, it's in a cup with my ID next to the cash. I'm always only one of maybe a maximum of five people who open tabs. Just because one opens a tab does not mean they will close the tab on said credit card. So the percentage of people that actually pay with credit cards is negligible.
Records of tips received must be kept because most bartenders are payed less than minimum wage, and their wages must be supplemented by tips. This supplementation must be declared every year on their income tax returns.
Finally, I've never seen my bartender exchange her tips for large bills and I can't imagine that she'd have time to do so at a popular bar/club on a busy Friday or Saturday night during the 4 hours the bar is open (which is really 2 hours because most clubs are empty until 12 am).
But back to my point: most patrons pay with cash and tip with coins. Therefore it is highly unlikely that the stolen purse contained $1000-worth in coins.
Now, let's bring the theft of the purse back into it. How is the criminal act of theft while drunk any different from the criminal act of driving while drunk? Why would you expect the bar should be held liable because someone stole after having a few drinks?
Not everything is so black-and-white, and DWI is totally different. If someone is served past their limits and the server is aware, the bar must be held to some liability for that patron's actions if those actions cause damage.
The Liquor Licence Act R.R.O. 1990, REGULATION 719 states:
http://www.smartservemanager.com/know-the-rules/avoiding-violations/#violation-95 said:
20. (1) The holder of a licence to sell liquor shall not engage in or permit practices that may tend to encourage patrons’ immoderate consumption of liquor. O. Reg. 354/07, s. 3.
Liquor Licence Act, R.S.O. 1990, CHAPTER L.19. states:
http://www.smartservemanager.com/know-the-rules/avoiding-violations/#violation-95 said:
39. The following rules apply if a person or an agent or employee of a person sells liquor to or for a person whose condition is such that the consumption of liquor would apparently intoxicate the person or increase the person’s intoxication so that he or she would be in danger of causing injury to himself or herself or injury or damage to another person or the property of another person:
1. If the person to or for whom the liquor is sold commits suicide or meets death by accident while so intoxicated, an action under Part V of the Family Law Act lies against the person who or whose employee or agent sold the liquor.
2. If the person to or for whom the liquor is sold causes injury or damage to another person or the property of another person while so intoxicated, the other person is entitled to recover an amount as compensation for the injury or damage from the person who or whose employee or agent sold the liquor. R.S.O. 1990, c. L.19,s. 39.
A good lawyer may be able to make an argument along the lines that the act of theft was damaging.