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I always run my lights at night. Never bothered to adjust the timer when i took plants outside. They will adjust fine, so run your timer whenever works best for you
Do not set your timer to a day length longer than that of the anticipated transplant date. Some strains are extremely sensitive to any shortening of the day length and may flower almost immediately when put outdoors if this precaution is not observed.
A 14 hour day length looks about right for your area, 42N-43N.