I followed the tips and directions from those that came before me, and they worked for the most part.
One major tip I would give for this achievement would be to follow the 3 year/reload method. However, I found a couple times that reloading after 3 years wasn't enough, and I was only able to move on once I gave up. I highly recommend reloading only to a certain point, don't stress yourself out or overdo it. I reloaded at least 20 times after both 66 and 70. Not worth it. Start upping the increments after a while; just make sure that you have 7 events logged by 70ish, that way you have 20 years to get your last 3, you'll need the breathing room.
53, 54, 57, 59,
66, 70, 70
Most of my events early on were triggered at the beginning of the year, during January. Later on I got a couple hurricanes, alternating with earthquakes. At some point you get to reinforce your buildings during construction, but until then its pretty pointless to build garages. They basically Insta collapse during earthquakes.
Later on most of my events were triggered after July.
Use the top area to build tobacco fields, build several cigar factories, scatter pineapple and coffee farms in the lower fields, and build several canneries.
After a certain point you'll be able to snowball your economy into massive gains from your industries, so don't be afraid to upp wages for uneducated workers a dollar at a time during elections, doing that is almost certain to turn an election for you.