1. Carrying passengers at night, you are required to have a serviceable landing light. You are not required to use it -- there may be conditions of glare or precipitation that cause you to choose not to -- but you must have one, and it must work. CARs 605.16(1)(j)

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2. It doesn't matter how much your aircraft weighs or whether it is private or commercial. In the United States, a landing light is only required if you are carrying passengers for hire, but Canadian laws are different.

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3. You are not permitted to land at an unlighted aerodrome at night unless you are involved in a police operation, or saving human life. See CARs 602.40. Aerodrome lighting must comply with CARs 301.07.

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4. If you are by yourself, with no passengers, you don't need a landing light. It still might be a good idea though.