Hi Jen,
I’m sorry that you’re running into this issue, but I’ll be happy to help you get this figured out.
First, I noticed that you are running older versions of The Events Calendar and Events Calendar Pro – can you first try updating to the current versions (4.6.13 and 4.4.24.4 respectively), as well as the current version of WordPress (4.9.5), and see if you are still running into this issue? Make sure to clear out the cache within your caching plugin after updating. If you are not able to get the events generated correctly for your existing series, then please try creating a new series from scratch to see if that creates the correct evens. If not, can you please send me a screenshot of the settings that you have for the series so that I can test it out on my end?
Thanks,
Jennifer