(Yeah, I was going to reply on initiative order, but.)

The woman replies, "I'm sorry, but I didn't see anything. I wasn't looking in his direction, but looks it might be something to do with those scorpions."

Shadow Initiative 21

"Stop Attacking me! Guards, subdue this man!" He shouts. Quietly, calmly he says "Now that the formalities are done, we can get down to business. Don't make me kill you. '

Shadow draws his veterans blades and reverses his grip, diving forward with a flurry of non-lethal attacks. 

To hit: 16 Dmg: 4

To hit: 11 Dmg: 6

To Hit: 11 Dmg: 5(Off hand)

To Hit: 17 DMG: 14(Gloomstalker extra attack, taking it now as this has just turned into actual combat)

 If successful in subduing the merchant, Shadow eases them gently to the ground and binds their hands and feet. 

Screechirk’s turn?  Then Leif…. Not sure.

[[ I think it's the merchant's. ]]

(Shadow, Merchant, Screechirk, Leif)
(Screechirk and Leif are 30 feet away)

Shadow makes several swings at the merchant. However, the merchant ducks and weaves avoiding most of his attacks. However, he is caught off guard by the last attack, which cuts into merchant's side.

In retaliation, the merchant swings at Shadow twice with his club.

(Attack: 7 Damage: 5 bludgeoning damage.
Attack: 7 Damage: 8 bludgeoning damage.)

Screechirk moves towards the fray. "Halt!" he orders the merchant  and casts Sacred Flame. "Surrender! You are outnumbered!"

Movement: Be ~10ft away

Action: Sacred Flame
Damage: 5+8 = 13 radiant damage
Dex Save DC 14 for no damage

(Dex save: 21)

The flames of the spell  envlop the merchant surrounding his body as he takes the full damage from the spell.

*OOC Still waiting for Leif's action, pre-placing this to help flow*

"We need to take him alive, be careful"

Shadow waits for his opportunity and then strikes repeatedly against the merchants hands and arms, first for nonlethal damage, then attempts to disarm with his off-hand attack

To hit: 10 Dmg: 4
To hit: 18 Dmg: 8
To Hit: 23 Disarm(Off hand -  if successful use item interaction to kick the club out of reach)

 If successful in subduing the merchant, Shadow eases them gently to the ground and binds their hands and feet. 

Leif try’s to hit the merchant in the head with his boomerang (nonlethal).

attack 16 damage 7 bludgeoning if it misses Leif catches its return…

(Shadow, Merchant, Screechirk, Leif)

The merchant sees Leif throw the boomerang in his direction, but he ducks underneath the weapon.

He parries Shadow's first blow but is struck on the second swing.

(Athletics: 7)

Shadow then manages to disarm the merchant with his scimitar.

However, the merchant continues the fight by switching to his fists.

He throws two punches at Shadow.

(Attack: 25 to hit. 4 bludgeoning damage.
Attack: 11 to hit. 4 bludgeoning damage.)

"You're a tough one." remarks Screechirk. He turns to Shadow, "I can't exactly make a nonlethal blow with magic like you can with your swords, but we can always try to stabilize him afterwards." He raises his voice and talons to cast another bout of holy flames.

Sacred Flame
Damage: 7+1 = 8 radiant
Save DEX DC 14 for no damage

Leif watches the second ball of radiance fly and decides to follow suit… 11 to hit with eldritch blast for 1 force damage.  “Drop you scoundrel!”

Shadow takes the first blow and rolls away from the second, allowing the Merchant's momentum to continue as Shadows scimitars flash in a brutal pattern.

To hit: 20 Dmg: 8 nonlethal
To hit: 9 Dmg: 7 nonlethal
To Hit: 23 Dmg 5 nonlethal

(Dex save: 6)

(Shadow, Merchant, Screechirk, Leif)

Once more the merchant gets the full blast of Screechirk's magic spell. sacred flames.

He then tries to dodge Leif's eldritch blast but is then caught on the shoulder. He stumbles as he recovers from the force.

In his attempt to recover from the blast, he misses sight of Shadow's first blow and he is struck around the head for his efforts.

Ears ringing from the blow, the merchant manages to dodge Shadow's second strike but forgets about the off-hand weapon as that strikes him too.

He spits some blood onto the ground, before lunging at Shadow with both fists.

(Attack: 8 to hit. 4 bludgeoning damage.
Attack: 19 to hit. 4 bludgeoning damage.)

After seeing the merchant make yet another set of blows against Shadow Screechirk descends to be right next to him. "Enough is enough!" he shouts while presenting his amulet with the lyre of Milil. Radiant flames spread from him.

Action: Channel Divinity (Radiance of the Dawn)
Damage: 9+6+5 = 20 radiant damage
Save DC CON 14 for half damage
//only harms hostile creatures, so Shadow should be fine

OOC waiting to see if this ends combat.

Screechirk swoops in and blasts the merchant with an overwhelming radiant damage that kills the merchant.

Screechirk would like to attempt a medicine check to stabilize the merchant. (I'm guessing 20 wasn't enough to drop to 0 and then instakill.)

Medicine: 17+3 = 20

Leif is looking about to see if anyone is watching from the shadows.  Perception 16

Shadow proclaims loudly "Guards! I have been the victim of a crime! Please send medical assistance immediately!" Shadow spits blood on the ground and frowns speaking softly, "Pity. He might have known something useful."  then cleans and sheathes his weapons, then settles in for a short rest as he tends his wounds and waits for the authorities to arrive.
OOC 3 hit die=22hp recovered, back to full

He looks to the crowd, seeking any sign of law enforcement or other authority and proclaims loudly "Who are these people? Someone must know the merchant and their family.- Speak up!" He asks, indicating the merchant and the merchant's original target.