The letters in POSSIBLY make 114 words of two letters or more. The longest is POSSIBLY at 8 letters, and the highest-scoring is POSSIBLY at 15 points.
No other single word uses all 8 letters of POSSIBLY. POSSIBLY has 8 letters: 2 vowels and 6 consonants, worth 15 points before any board bonuses.
8-letter words 1
7-letter words 1
bossily12
6-letter words 4
biopsy13pyosis11sibyls11spoils8
5-letter words 21
blips9bliss7boils7bossy10byssi10lisps7lossy8lysis8pisos7ploys10polis7polys10sibyl10silos5slips7slobs7slops7soils5spoil7sylis8sysop10
4-letter words 39
bios6blip8boil6bops8boss6boys9libs6lips6lisp6lobs6lops6loss4obis6oils4oily7pily9piso6ploy9pois6pols6poly9posy9psis6sibs6silo4sips6slip6slob6slop6sobs6soil4soli4sols4sops6soys7sybo9syli7yips9yobs9
3-letter words 31
bio5bis5bop7bos5boy8bys8lib5lip5lis3lob5lop5obi5oil3ops5pis5ply8poi5pol5psi5sib5sip5sis3sly6sob5sol3sop5sos3soy6spy8yip8yob8
2-letter words 17
bi4bo4by7is2li2lo2ls2oi2op4os2oy5pi4ps4si2so2ss2yo5
Words are from our open word list and include some game-only words. Rude words are left out of this page; the unscrambler shows every valid word, lets you add blank tiles and filter by length.