Sydney's jazz vocalists are largely a corporate trade. Awards nights, product launches, gallery openings and long boardroom dinners in the CBD keep them working, which is why so many of the singers here quote a two hour block rather than a full evening. It is the shape the work takes in this city.
That has a practical consequence for you: the price is a singer plus a number of players, and the headcount of that group is the biggest lever you have. A pianist behind the vocal, a guitar instead, a rhythm section, a full quartet. Pick the shape before you compare two quotes, or you are comparing different products.
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Chairs first, hours second. A vocalist with a pianist is the entry point and each additional player is another professional's fee on top, so a quartet sits well above a duo for the same two hours. City parking and load-in also turn up in CBD quotes more often than people expect. The from-prices on this page are today's Sydney figures, so use them to set your range and then specify the lineup you want.
Usually yes, with enough notice for a chart to be written and put into the singer's key. Three or four weeks is easy and the week of the event is not, because the players are reading from that chart on the night rather than rehearsing with the singer beforehand. Name the one song that matters in your first email and the rest of the set can be left to them.
Play the video with the sound turned up, and listen for whether the voice sits under a room or on top of it. Then read the reply you get to your enquiry: a working vocalist will ask about the lineup, the room size and whether you want background or a feature set, because those are the questions that decide the night. A reply that skips all of that and quotes a number tells you something too.
Quiet, provided you book it that way, and playing genuinely under conversation is the skill that separates this trade from a pop vocalist. Say plainly that guests must be able to talk across a table and the singer will pitch the volume and the tempo for it. A private dining room with hard walls needs that conversation more than a big ballroom does.
A quote for a duo and a quote for a quartet look similar on a page and are not remotely the same booking. Ask how many musicians the fee covers, and whether the same players are likely to be free on your date.
Plenty of Sydney function rooms have a piano in the corner and no tuning schedule to speak of. If the arrangement depends on it, ask the venue when it was last tuned, or book a singer who brings a keyboard.
Limited power, a moving deck and a load-in down a gangway at a fixed departure time. Say it is a vessel in the first message, because setup is tighter than in any room and the singer needs to plan the gear around it.