I certainly don't mean to speak on behalf of all traders, or The Hare, but from my school of thought, I try to keep the risk per trade about constant in terms of percentage of my account.
Therefore, if I enter a long term position, I would use fewer lots as my stop would be further from the entry point than if I was entering a scalp where the stop was very small. Even on scalping positions, I keep in mind the dollar value of the pip, which varies from pair to pair. So I may enter with fewer lots on the EUR/GBP than with the EUR/AUD with the same stop size.
I think The Hare may have been making the point that pips are not necesarrily the best measure of one's performance. Percentage returns are a better measure. And total $ are what one needs to get a feed.
You would be correct in assuming that if he was constantly returning negative pips, regardless of whether or not he had positive returns overall, it would be advisable to review his strategy. This may involve dropping the longer term swing trades.