Sounds like your small Dayton compressor can't supply enough air within the allotted time limit that HWH programmed into the leveling brain. Mine did that and I replaced the pump with a Viair 330 C-IG pump. It has 3 times the capacity at 100 psi as the Dayton pump that came on my coach. It has a max current draw of 12 amps while the Dayton has a max draw of 10 amps. This meant I didn't have to pull new wires and fuse the circuit at more amps.
It was an easy change out but I did have to buy one fitting to make the connections. The Viair has not failed me yet. But then I haven't been in any really unlevel sites. I do know that the new pump will level me where the old pump would not.
Pete - Full Timing
2000 Country Coach Magna 40', CAT C10, #5892
2006 Jeep Liberty