It seems you are slightly conflicted with the skills you wish to take. I can deal with that.

Rolling for skills.

[ROLL D12]

Roll: 1 - Deception

[ROLL D12]

Roll: 7 - Athletics

Rolling for Expertise.

[ROLL D12]

Roll: 12 - Deception

Then what you have chosen…

Name Sterling Argent

Language Draconic

Skills Stealth, Sleight of Hand, Deception, Athletics

Expertise Stealth, Deception

Name Sterling Argent

Race, Class, and Level Human Rogue 1

Proficiency +3

STR 11 (+0) CON 11 (+0) DEX 14 (+2) INT 14 (+2) WIS 13 (+1) CHA 12 (+1)

HP 8 AP 13 Initiative +2

Hit Dice 1D8

Saves DEX +5, INT +5

Skills Insight +4, Persuasion +4, Stealth +8, Sleight of Hand +5, Deception +7, Athletics +3

Attacks

Sabre, +5, 1D6+2 Slashing

Sabre (Offhand), +4, 1D6 Slashing

Dagger, +5, 1D4+2 Piercing

Dagger (Ranged), +5, 1D4+2 Piercing

Dagger (Offhand), +5, 1D4 Piercing

Dagger (Offhand, Ranged), +5, 1D4 Piercing

Shortbow (Ranged), +5, 1D6+2 Piercing

Languages

Common, Dwarven, Thieves’ Cant, Draconic

Other Proficiencies

Tinker’s Tools, Thieves’ Tools, Light Armour, Simple Weapons, Rapiers, Shortswords, Daggers, Sabres

Features and Traits

Luck of Obi

Whenever you make a roll and roll a 1, you may reroll. You must take the second roll.

Scar of Obi

You may apply your Sneak Attack ability to every attack regardless of whether you meet the requirements or not.

Skill of Obi

Your proficiency bonus is increased by 1.

Guild Membership.

Your fellow guild members will provide you lodging and food, and will pay for your funeral if needed. A guildhall also offers you a central place to meet others of your profession, as well as patrons, allies, or hirelings.

If you are accused of a crime, your guild will support you if a good case can be made for your innocence, or if the crime is justifiable.

You can gain access to powerful political figures if you are a member of good standing. Such connected may require an offering.

You must pay 5GP per month to the guild in order to remain in it’s good graces.

Expertise (I)

Pick two skill proficiencies. Whenever you make a roll with these skill proficiencies, you may roll twice and take the highest.

Stealth, Deception.

Sneak Attack (I)

You may deal an additional 1D6 damage to one creature you hit when you use a weapon that is ranged or has the finesse property.

This increases every other level.

Thieves’ Cant.

You can utilise code in normal conversation to communicate with those who understand this particular language. You can understand certain signs that may convey simple messages.

Inventory and Equipment

Sabre, shortbow and quiver, 20 arrows, leather armour, (2) daggers, thieves’ tools, tinker’s tools, a letter of recommendation from your guild, traveler’s clothes, belt pouch.

Currency

31 GP

Now. Return to your slumber. I need to rest in order to gain the strength to guide you. I will give you your task when you awaken.