Birth before 2021?

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I’m just now hearing that some people plan the birth to fall in the same year as conception for insurance purposes. Example- an acquaintance is due in December 2019, but wants to make sure the baby comes before 2020 so the insurance deductible doesn’t reset.

Have any of you heard of this? If this is something I need to consider, then we will be TTC in Feb and March.

What would be the difference if we TTC in the summer and have a 2021 baby with insurance?