Any suggestions for painting exterior wood trim of old house in Ohio?

I decided to forgo hiring someone to paint the trim of our 1936 colonial in Ohio and I started scraping the trim myself last weekend. Anything that flaked off with a scraper is gone now and I was planning to do the following next:

1. wash with mild bleach solution
2. fix large holes with wood putty and refill missing window glazing
3. sand trim
4. rewash trim
3. fill seams with exterior window caulk
4. paint bare wood spots with white primer
5. paint trim with one coat of high quality white oil paint

Am I missing any steps or should I be doing anything differently?

I realize that even with light sanding, there will be some unevenness in the final coat due to the paint that remained after scraping. Any suggestions on how to deal with this—besides removing all the previous paint entirely?

Last, any suggestions for painting window trim? Should I mask the glass with tape or just develop a steady hand?

Thank you experienced painters!