I find that it helps to share the load...get your whole command staff involved.
Use game Vox or other tech to meet online with your staff to discuss options and plans. In the past we have used TeamSpeak and Ventrilo. Combine it with other tech like Anymeeting to allow graphics and other options.
Maybe one of your staff is good with spreadsheets...task them to build a sheet or sheets that allow you to more easily see which squads have been tasked with which target, plane type, mission, min/max numbers, and past assignments. Build in formulas and let the spreadsheet do the math for you.
Remember, a 7-10 squad may show up with as few as 5, or as many as 12.
Spend most of your planning time getting the numbers right, and keeping your plan simple, clear and easy to understand.
Avoid the 10-15 page attempt to make your orders look historical...antique paper finishes, lots of pictures, and special type fonts may add "flavor", but drastically increase the download size of your orders without adding any real value.
Try to keep your orders compact and straight forward, 2-3 pages are usually ample to explain anything in your concept not addressed by your graphic. Remove any "fluff" that doesn't add real value. Avoid small type fonts...older eyes will thank you...if you need more room on a page to fit something in use smaller margins...1/2" margins all around are more than adequate.
A picture is worth a thousand words...a good clear Graphic is much easier to understand and more likely to be used by the majority of the player base than a complicated text document that has to be searched to find YOUR squad's assignment. Crop your graphic to reduce it's download file size.
The bottom line...keep your final plan simple, and the download file size as small as possible.
Good Luck!
CptA
Nightmares VMF-101