Demo

Private Investigator

Digistream Investigations
Milwaukee, WI Full Time
POSTED ON 1/8/2026
AVAILABLE BEFORE 3/7/2026

Job Summary:

 

Under general supervision, the Private/Surveillance Investigator investigates suspicious workers’ compensation claims from various corporate and public-sector clients.  The job duties include monitoring and videotaping various individuals as they conduct their normal day-to-day activities as well as completing detailed reports.  

 

The position is both journalistic and investigative and centers around obtaining quality video footage and detailed report rendering on the activities captured by the investigator. This job requires knowledge of privacy guidelines and government rules and regulations while operating a motor vehicle.  

 

The Private/Surveillance Investigator must have great intuition and the ability to process many mitigating factors during the course of the investigation.  Decisions are expected to be made in an accurate and timely manner and in the best interest in preserving the confidentiality of the assignment in question.

Responsibilities:

 

- Obtain quality covert video surveillance to be used in litigation

- Prepare detailed written reports on subjects’ activities during the surveillance

- Use both surveillance and creative investigative tactics in order to obtain information that is not readily available

- Maintain prompt completion of all assignments and updating the Company’s web-access Portal with pertinent case information

- Maintain periodic phone/Text contact with an Operations Manager throughout each investigation and coordinate case logistics

- Ability to drive at least 8-10 hours a day due to the nature of surveillance investigations

- Employee will be paid for travel time and required to stay on their cases until at least the 10 hour mark

- Other duties as may be assigned from time to time

Requirements:

 

- Bachelor’s Degree or in Criminal Justice, Business Administration, or related field, or military experience is preferred

- Ability to work independently and to be flexible in changing work priorities

- Ability to communicate effectively both verbally and in writing

- Excellent driving skills
 - Strong computer skills
 - Ability to pass DMV, pre-employment physical and background check
 - Ability to start work as early as 5:00am daily
 - Must be a morning person
 - Must be available to work every weekend and holidays
 - Must possess critical-thinking skills
 - Must be available to travel out of town for 10 days per month on average

 

Work Condition

- Sitting for extended periods of time

- Long-distance driving

- Maintaining a surveillance position in hot or cold environments

- Engaging in a lengthy foot surveillance

- Typing and viewing a laptop monitor

- Frequent use of camcorder 

 

Work Environment: 
 
 
Work is performed in a mobile office environment, sometimes at uncomfortable and can be at unfavorable temperatures for extended period of time.



Salary.com Estimation for Private Investigator in Milwaukee, WI
$71,373 to $95,500
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