I chose "Optimize benefits" because it is the best if imperfect fit for my situation.
After 16 years of working FT, I switched to part-time in 2001, working 20 hours per week with most of those hours working from home. The WFH part was abruptly ended in 2002 and I knew at that time it would be mu undoing. The awful commute, even at 3 days a week, was taking its toll on me.
By 2006, I had begun putting together an ER plan based mostly on the exploding value of the company stock shares (ESOP) I owned. I had created a "magic number" for the total value of the ESOP - hence, the "Optimize Benefits poll response - to determine when I had enough to leave.
By early 2007, I knew I'd be able to retire by the end of 2008. I didn't tell anyone, of course. But I did get my weekly hours worked down from 20 to 12 in mid-2007.
I went on COBRA because I had become ineligible for employer health insurance. I did not want to then pay for an individual policy (this was pre-ACA) while still working.
In early 2008, I met with my Fidelity Account Executive who, after entering my data into Fido's Retirement program, gave me the green light to ER whenever I was ready.
That year, 2008, was a memorable one with the financial markets crashing late in the year. My ESOP value kept rising and I hit my magic number in July. I didn't leave right then because the one project I was working on I wanted to see to its completion before I left When the ESOP's quarterly evaluation came out on September 30th, I gave my notice the next day for a Friday, October 31st end date. This would give me enough time (only 9 more working days) for me to get that big project done. I got that done on October 31st, barely, and an hour later I was out the door, never to return..
There was a small irony about October 31st, and not because it was Halloween. It was on that date 5 years earlier (also a Friday) that the telecommuting deal ended, returning me to the commute I had so much despised (even 3 days a week). I felt a small degree of revenge for what happened in 2003. [This could support choosing the "personal significance" option in the poll.] I also had a lengthy exit interview with a HR staffer and told him that even if they offered my old WFH deal I would have turned it down. I was so DONE!
The crashing markets in late 2008 proved to be a nice boost to my ER, one I still benefit from today. The ESOP value dropped only slightly on September 30th. However, the shares of the bond fun I planned to buy with the proceeds of the ESOP liquidation were dropping throughout the year. They kept dropping in October and into early November, so by the time I made that big purchase into the bond fund, its price had dropped about 20%, allowing me to buy about 20% more shares than I had anticipated. Those added shares have boosted my dividend income by 20% each and every month for the last 16 years and will continue doing that indefinitely. And that doesn't include any compounding effect from being able to reinvest any excess money after paying the bills. This added success can be traced back to how I chose my ER date.