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.
There are methods to make models comfortable. Some are already ready to act the part, while others need some handholding. In advance of the photo shoot, I provide models the story lines (or script) I want them to narrate. This is crucial, since with it in mind, they can act the role. The other method is to encourage them as they pose...not so much as how or where they are to stand, but reminding them of adopting certain poses following the script as in "show me how Meili wishes she had never met the gweilo"...or "show me how Hua is scared of seeing her aging lover...".
The patrician-looking (and rather taciturn) sadhu in the top photograph did tell me that he had a family, had held a managerial position in the Indian Railway from which he earned a pension (now paid to his wife), but had decided to detach himself from temporal life and was currently studying the Vedas. These are the oldest scriptures of Hinduism. He was the embodiment of a real sadhu who had really espoused the Vairāgya, and was far different from the "sadhus" I encountered on the ghats of Varanasi (below) almost 8 years later.

Honestly, I think this is the smallest source of income thus far in 2015. There just isn’t a lot of demand these days. Yes, I’ve had some works published in major media outlets. I had a two page spread from Iceland in The Guardian, for example. But the traditional journalism work isn’t something I chase anymore. It’s too much work. You spend 95% of your time pitching, and 5% of your time in the field. I really only do traditional journalism work these days if a newspaper or magazine approaches me. In 2015, I have made about $150 a month from traditional journalism.

Make use of people to give your images life and scale. If the facade of a particular building appeals to you, the picture may be that much better if you show people walking in front of it. They will give it scale and also let viewers know what sorts of people live there, how they dress, and the like. An outdoor café may be more interesting crowded with people than empty.
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