1000 Push Ups
My current challenge of building up to 100 push ups reminds me of a time years ago when a guy I know challenged me to do 1000 push ups. Not at once, but over the course of one day. He said it would add ten pounds to the amount of weight I could bench press. I had been going to the gym fairly regularly at the time and so I gave it a shot.
Basically you break up the thousand into manageable chunks. I think I did 25 at a time to start with and took pretty good breaks between each set. So if you did 4 sets an hour, it would take 10 hours.
I am attempting Week 3 of the 100 push up challenge this week. If I don't do well on Day 2, then I will likely build my own schedule and possibly work in a day where I do a large total over the course of a day. It may not be 1000, but possibly 500 or more. Perhaps Super Bowl Sunday would be a good day for this.

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