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I missed several days of running and decided tonight (not smartly!) to start my week 4 run 1 tonight after I finished week 3 run 3 yesterday. I had a lot of difficulty getting through even the 3 minute run nonetheless the 5 minute. After the first 5 minute run I ended up cancelling the run and walking home. Icing now and in quite a bit of discomfort. :/ Anyone else ever skip a rest day?

Nope never, for two reasons:-

1. Your body recovers and improves on the rest days therefore they are as essential as the actual cardio;

2. Running is high impact and your stressing your legs significantly even if you dont feel it. You miss rest days and increase intensity your going to see injury be that shin splints or knee pain.