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and I don't want to go without a wingman.
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Go without a wingman, schedule them to show up later if you want, but you totally don't need a wingman for a bartender. In fact it may keep her AWAY from you, not wanting to interrupt your convo. If you must have a wingman, do an elongated solo approach, kind of like what is explained in the
VAH, but have your wingman show up in an hour rather than a few minutes after the open.
Bartenders shifts change around four o'clock, a bartender usually opens for the next hour or so. So 6 or 7 (fashionably late), the happy hour, means that she will either be dead (have no customers) or will have regulars.
If it's a night time bar not open before 4, then 5 or 6 is perfect. Make sure you place a time constraint, and basically are there to kill time before you go to some other place. In this case, I recommend it being an actual time constraint.
The actual gaming, I leave to you. If she is as in to you as you suspect, she will open you, if not, that's some terrible service.
DHV. If I recall, one of the principle rules of HG's is moving to A2 to A3 (Qualification) EXTREMLY quickly, and rest at Qualification for a long while. I'm relatively new to the game (I apply it in bits and pieces.) But I do know that solo sarging has always been the most successful for me. Besides, even if you don't game right, you will still have this locale as a "throat down" bar. Your own personal Cheers. That works wonders as a social proof DHV.
Read
this
Cheers, and Good Luck