Rooftop Sleuth (2014) Image

You learned to chase answers where others wouldn’t - across rooftops, through alleyways, and into the hidden corners of the city. Whether you were a freelance investigator, a courier of sensitive information, or a watcher for a thieves’ guild, your talent lies in spotting what others miss and getting where others can’t.

You don’t just solve mysteries - you pursue them.

 
Skill Proficiencies:  

  • Investigation
  • Acrobatics

 

Tool Proficiencies:  

  • Thieves’ Tools
  • One type of artisan’s tools (commonly Tinker’s Tools or Calligrapher’s Supplies)

 

Languages: One of your choice
Equipment:  

  • A set of dark common clothes
  • A small magnifying lens
  • A coil of 50 ft. silk rope with grappling hook
  • A notebook filled with observations
  • A belt pouch containing 10 gp

 

 
Feature: Urban Pursuit

You know how to move through a settlement while tracking a person, rumor, or clue. In any town or city, you can:

  • Find a route across rooftops, alleys, or back passages to reach a destination faster or unseen
  • Identify signs of recent movement (disturbed dust, broken tiles, shifted objects) with minimal effort
  • Locate local informants, urchins, or lookouts who can provide basic information about recent events or suspicious activity

This doesn’t guarantee success or secrecy, but it ensures you can always get in the right place to start uncovering the truth.

 
Suggested Characteristics

Personality Traits

  1. I constantly scan my surroundings, even when it’s unnecessary.
  2. I prefer high ground—physically and strategically.
  3. I talk to myself while working through a mystery.
  4. I trust patterns more than people.

Ideals

  1. Truth. Every mystery deserves to be solved. (Lawful)
  2. Freedom. Information should never be controlled. (Chaotic)
  3. Precision. Every detail matters. (Neutral)
  4. Protection. I uncover secrets to keep others safe. (Good)

Bonds

  1. I’m chasing a case I never managed to solve.
  2. Someone I trusted disappeared—and I’m still searching.
  3. I owe my skills to a mentor who vanished under suspicious circumstances.
  4. I keep a record of everything important I’ve ever learned.

Flaws

  1. I get obsessed with puzzles and ignore everything else.
  2. I take unnecessary risks to follow a lead.
  3. I struggle to trust anyone fully.
  4. I can’t let a mystery go, even when I should.
 
Rooftop Sleuth (2014) Image

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