I think the official count doesn’t include the calendars, but for my own tally, I have been. What I see for the 2020 Calendar is the following:

Spoiler: In case someone doesn’t want the titles spoiled
Show

Spoiler: Cover
Show

Armand Vestinghole
Durkon Thundershield
Elan
Hobgoblin Cleric
Jirix
Lutey the Lute-tastical Lute
Redcloak
Vaarsuvius


Spoiler: January - “Searing Light”
Show

Main Image:
Minrah Shaleshoe
Shadow x3

Lower Page:
Blackwing
Durkon Thundershield
Haley Starshine
Minrah Shaleshoe
Pangtok
Tingtox


Spoiler: February - “See Invisible”
Show

Main Image:
(Invisible snow monster?)
Veldrina
Wrecan

Lower page:
Armand Vestinghole
Durkon Thundershield
Elan
(Invisible snow monster?) x2
Lutey the Lute-tastical Lute
Roy Greenhilt
Veldrina
Wrecan


Spoiler: March - “Wall of Fire”
Show

Main Image:
Hilgya Firehelm
Kudzu Thundershield
Orc Warrior x4

Lower page:
Durkon Thundershield
Hilgya Firehelm
Kudzu Thundershield
Logann Brightstone
Sigdi Thundershield
Thirden


Spoiler: April - “Shamblers”
Show

Main Image:
Lirian
Shambling Mound x6

Lower page:
Airship Crewman with Gray Hair
Gambling Mound
Leeky Windstaff
Little Whiskers
Pompey
Veldrina


Spoiler: May - “Iron Body”
Show

Main image:
Jacinda
Lizardman x5
Miron Shewdanker

Lower page:
Empire of Blood Infantry x2
Jacinda
Kilkil
Miron Shewdanker
Tarquin
Tarquin’s Warrior Companion


Spoiler: June - “Prismatic Wall”
Show

Main image:
Human Cleric
Human Warrior x3
Inkyrius
Vaarsuvius

Lower image:
Armand Vestinghole
Bandana Secundus
Blackwing
Elan
Haley Starshine
Lutey the Lute-tastical Lute
Phil Rodriguez
Vaarsuvius


Spoiler: July - “Mind Thrust”
Show

Main image:
Desert King
Illusionary Desert King
Illusionary Laurin Shattersmith
Laurin Shattersmith

Lower page:
Haley Starshine
Minrah Shaleshoe
Psteve
Redcloak
Thirden


Spoiler: August - “Suggestion”
Show

Main image:
Armand Vestinghole
Cyclops
Daigo
Elan
Kazumi Kato
Lutey the Lute-tastiest Lute

Lower image:
Armand Vestinghole
Belkar Bitterleaf
Daigo
Elan
Haley Starshine
Hinjo
Kazumi Kato
Lutey the Lute-tastiest Lute
Mr. Scruffy


Spoiler: September - “Programmed Illusion”
Show

Main image:
Illusionary Julia Greenhilt
Julia Greenhilt

Lower page
Armand Vestinghole
Blackwing
Durkon Thundershield
Elan
Haley Starshine
Julia Greenhilt
Lutey the Lute-tastiest Lute
Roy Greenhilt
Vaarsuvius


Spoiler: October - “Shapechange”
Show

Main image:
Doomed Warrior
Xykon

Lower page:
Demon Roach x2
Greyview
Oona
Redcloak
Xykon


Spoiler: November - “Contagion”
Show

Main image:
Azure City Guard x2
Azure City Nobleman
Qarr
Therkla

Lower page:
Nale
Qarr
Sabine
Therkla
Thog
Yukyuk
Zz’dtri


Spoiler: December - “Planar Ally”
Show

Main image:
Durkon Thundershield
Hound Archon
Tinna

Lower Page:
Argent
Durkon Thundershield
Hinjo
Minrah Shaleshoe
Rogo


Spoiler: 2021 - “Misspelled”
Show

Baron
Baron’s Cat
Durkon Thundershield x2
Haley Starshine
James Bond
Phantasmal Biller
Roy Greenhilt x2
Talking Bread
Vaarsuvius
Wall Mouse x6
Zombie




If anyone sees anything I missed or got wrong, or can identify the thing in February, I’d appreciate the assist.