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Thanks for posting in the Community, @jones.chg.
Getting the Last Month-to-date and Last Quarter-to-date options set to the correct "To" boxes helps you view your reports within the appropriate report period. However, there isn't a way to automatically set this up. I'd suggest manually changing the dates in the "To" boxes from 01-15-2020 to 02-15-2020 as seen in the screenshot below.
Please know that your voice matters to us. With this, I'll take note of your suggestion and submit this to our product engineers. They can evaluate your preference for future releases. I recommend visiting this website: Blog Posts. It helps you learn more about our product improvements.
You can always customize the report to get the specific information you need for your business. Just click Customize at the upper right corner of the report screen. To learn more about this process, check out this article: Customizing Reports.
Don't hesitate to leave a comment below if you have other concerns. I'm always up for assistance, @jones.chg.
What you're describing is normal and as designed.
Using your example "Last month to date" means "The beginning of last month through today's day of the month - last month".
So, when today is the 15th of the month, then running a report for "This month to date" will result in a report with a 15 day period, and "Last month to date" will also be a 15 day period, only a month previous.