Obviously mileage varies according to one's experience.

When I was much younger, decades ago, I strapped a floor pump to the crossbar of my diamond frame to ride cross-state distances and augmented that gas stations air pumps. Later, I owned and carried only a relatively cheap frame-mountable pump. Now I own only a Topeak Road Morph pump (Weight 210g Length 35cm PSI at 150 strokes 86).

I don't find the smaller pump inconvenient or unpleasant at all.

I'll repeat, there's no need to own 2 pumps in my experience.