I do this all the time! So, the earliest time the market (VTI) closed at today's value was back in November of 2014, 2 years ago.
I look at this and think "well, it's like I got a two year bonus on investing for every dollar I put in now"
I know it's best not to be emotional, but I look at things like this.... I guess I'm weird. I don't really act on em.