From 10 years of shooting weddings I could claim that I've seen it all...but I won't as I still get surprised every week by something new! Regardless I have a few things which I have found make the day proceed smoothly, not to mention help with the quality of imagery I deliver.
A great consideration for having the preparation shots covered is where you are actually getting ready and the background that will be in the photos. That might be your personal home, parents home or a hotel/ AirBnB. All of which are totally fine, I just urge you to look at the space:
By now you've probably already booked your ceremony and reception venues, but another thing to consider if you are having an outdoors wedding is the actual ceremony location and if it is shaded or not? Ceremonies that see the bride half in shade and half in sun do not make for flattering photos, so I do try to persuade couples to push for either full sun or full shade with the latter preferred, and this obviously changes as the sun sets throughout the year at different times and angles.
Too early with lots of bridesmaids and you'll be getting ready at 3am...too late and it'll be too dark for nice natural lit photographs. The normal sweet spot is 3pm year round, with preference to a bit later for summer weddings. I've been caught out at places like Darlington Estate where the sun sets behind the valley by about 4:30 in winter and can become dark very quickly...and that big long list of family photos that I advised to minimise really cut into our shoot time. If we are to shoot in the dark I will use flash but would prefer not to for the actual shoot portion of the day.
As you will see in my wedding summary sheet there is a section for family photos. Basically if they are listed there and they don't run away before the photos start I will ensure with an entrusted guest, that we will capture that portrait. Some tips: