Or search: guess, peril, sally, stake, embark, gamble, hazard, crusade, predict, pretend, pyramid, surmise, suspect, campaign, forebode
2 Syllables: SU
trembling
3 Syllables: SUU
centering, entering, gentlemen, lengthening, mentioning, rendering, strengthening, tempering, tendering
3 Syllables: USU
assembling, remembering, resembling
4 Syllables: USUU
surrendering

Found 14 words across 4 groupings. Skipped 1 excess word of a similar stem.