Sylus Raven

Daring Dashing Swashbuckler


Sylus Raven
Male Human Battle Master 3/Swashbuckler 3
Chaotic Good Mercenary Veteran
Init +7; Senses Perception +4
Languages Common, Elvish

AC 17 (+4 Dex, +2 armor, +1 style)
HP 56; Hit Dice 3d8+3d10

Speed 30 ft.
Melee Rapier +7 (1d8+4 Piercing)
Attack Options Two Weapon Fighting (2 Rapier attacks), Sneak Attack (Add 2d6 damage)

Abilities Strength 11, Dexterity 18 (save), Constitution 14, Intelligence 12 (save), Wisdom 13, Charisma 16
Proficiency Bonus +3; Proficiencies Thieve’s Tools
Skills Acrobatics +7, Athletics +3, Investigation +4, Perception +4, Persuasion +9, Stealth +7, Survival +4
Special Qualities
Superiority Dice: 1d8 (4 of them)
Battle Master Manuevers: Reposite, Parry, Precision Attack
Expertise (double proficiency bonus to Thieve’s Tools and Persuasion)
Sneak Attack (add 2d6 1/turn)
Thieves Cant
Cunning Action (bonus action to use Dash, Disengage, or Hide)
Fancy Footwork (If you make a melee attack against a creature, that creature cannot make opportunity attacks against you for the rest of your turn)
Rakish Audacity (Add Charisma modifier to initiative and you do not need advantage to use Sneak Attack is no creature other than your target is within 5 feet of you)
Two Weapon Fighting Style (add Dexterity modifier to second weapon attack damage roll)
Second Wind (1d10+2 healing)
Action Surge (extra action)
Dual Wielder Feat (+1 AC when wielding two weapons)
Possessions Rapier x2, Studded Leather, Burglar’s Pack, Climber’s Kit, Explorer’s Pack, Fine Clothes

Personality I’m full of inspiring and cautionary tales from my military experience relevant to almost every combat situation.
Ideals Independence. When people follow orders blindly, they embrace a kind of tyranny.
Bonds My honor is my life.
Flaws I’d rather eat my armor than admit when I’m wrong.
Personal Goal To rebuild my mercenary company to be the greatest in the Realms.


Sylus was born in 1461 DR, the Year of Three Goddesses Blessing in Waterdeep to a retired adventurer and city guardsman Quinlin Darington and a young seamstress Yellina. He spent his childhood dreaming of going on adventures like his father had, it his mother disliked that lifestyle and was overprotective of her only child. Yellina tried to push him in the direction of the arts, but Sylus was too wild and energetic to learn.

At the age of 14, Quinlin was killed during a Rogue Guild turf war that spilled out into the residential area of Waterdeep. The retired adventurer was defending Sylus and Yellina from rogues from the Skulldiggers Guild that came to the home. Sylus and Yellina barely managed to escape though back alleyways. Later, Sylus vows revenge against The Skulldiggers for the death of his father.

Against his mother’s wishes, Sylus joined a rival Rogue’s Guild called the Black Stars. From the Guild, Sylus quickly learned the tricks of the trade of how to be a rogue and rose through the ranks with the singular purpose of getting his revenge on the Skulldiggers.

At the age of 17, Sylus used his rogue connections to raid a Skulldigger compound. It was during this raid that Sylus learned that his father was on the Guild’s payroll to turn a blind eye to their activities and be paid for it. Sylus killed the leader of the Guild to exact his revenge, but it did not help the sorrow and anger he felt that his father did bad things for money.

Not wanting to continue the life of a rogue, Sylus left the Guild and joined a mercenary company called the Iron Riders Company. There he became a squire to an errant knight named Sir Darnik Fermok to learn swordsmanship. Fermok taught Sylus about honor and basic of how to be a warrior.

After many years of adventures with the Iron Riders, fate came knocking when the company went on a job to clear out a necropolis north of Waterdeep. The crypts were filled with the undead that overwhelmed the mercenaries and collapsed the entrance. Sylus was trapped within for two years, forced to call back his knowledge as a rogue to hide and survive until a new group of adventurers finally came and opened the entrance.

Finally free, Sylus returned to Waterdeep to find that his mother had remarried to a blacksmith. She wanted nothing to do with her son as he reminded her too much of his late father. Sylus left once again and started his own mercenary company, the Ravens. The company was mildly successful doing bodyguard and raiding jobs for middle level clients. The company eventually broke apart when they lost most of their numbers during a peacekeeping job in Baulder’s Gate when demons ran rampant across the city.

Sylus, now on his own once more, went out in search of adventure and fortune in hopes of rebuilding his mercenary company to be bigger and better than before.

Sylus Raven

Legacy Tales Lucasc