Here's what I would recommend for your Saxon Math:
First generate a list of assignments for side A of each of your lessons, using a starting sequence # of 1 and a sequence interval of 1.
Then generate a list of assignments for side B of each of your lessons, using a starting sequence # of 1.1 and a sequence interval of 1.
When you're done, it should look something like this:
1.0 Lesson 1A Saxon
1.1 Lesson 1B Saxon
2.0 Lesson 2A Saxon
2.1 Lesson 2B Saxon
When you assign this lesson plan in the Assignment Calendar, OLLY will automatically schedule all assignments with the same prefix in the sequence number to the same day.
This comes in handy if you use a curriculum such as Sonlight that groups lots of different resources together that must be done the same day. Just use decimals in the sequence numbers.
I'm currently working on a manual for our latest release of OLLY, which I hope to have ready very soon. In the meantime, there are some videos and help for various topics in the "How To" section of our website (if you haven't already seen them)