You cannot always ask permission, of course. If you are shooting a street scene or a wide shot of a market, you can't run up to everyone and ask if it's OK. In general, people do not mind this sort of photography—it's only when they're singled out that they get uncomfortable. But not always. Be sensitive to the scene in your viewfinder. If people are getting nervous, ask permission or move on.
If the instability of the freelance photographer’s way of life isn’t for you, you can always find a day job that involves traveling. Then you can go to lots of places, be paid for it through your job, and do travel photography in your spare time. Jobs like flight attendant, global salesperson, English teacher (or a spy!) are just several of many professions that let you visit your dream locations, without being too risky on the financial side.
My still-embryonic idea is to enlist the help of a local acquaintance who would wear a cheongsam (aka qi pao), and take the role of a sing-song girl. The photo shoot would take place in the streets of Yau Ma Tei, and in the parlor itself. Whether the parlor would allow it or not is an open question that will be answered when I'm there. The owners and clients seemed very laid back when I made these photographs.
Taking the first step: Approach the client with already made photos. Visited a nice hotel during your last vacation? The hotel’s management will probably be very happy to publish your images if they are good. Most likely they won’t pay you as they did not order the images from you, but they will give you a credit under the photo. But this would be a good start as you’re now published and have a working relationship with a known brand for your CV.
"Back when we started Wanderlust, we would invite photographers in with their portfolios. Nowadays, although we do commission some work, we increasingly use online stock libraries to find images for this website and for our magazines. On the one hand, they libraries have a wide range and make it very easy to search. On the other hand, we can find ourselves wading through pages of very average shots that don't offer anything different or fresh. And, so often we struggle to find what we need due to poor tagging by the photographers."
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