Surveillance Investigator

Digistream-Investigations,-Inc.

Wisconsin

On-site

USD 40,000 - 45,000

Full time

14 days+
Application generator

An application made for this job — a tailored resume and cover letter that speak straight to the posting.

Get past ATS filters

Benefits offered by this job

Health insurance
Dental insurance
Vision insurance
Life insurance
401(k) with company match
Company vehicle
Paid travel
Professional training

Job summary

DigiStream Investigations, Inc. in the Greater Milwaukee region is seeking a Private Investigator to join our fast-growing team. You will travel, work a dynamic schedule, and provide clients with solid evidence to defend their cases.

Ideal candidates are adventurous, curious, and ready to handle a demanding field role with extensive on-site activity, travel, and overtime. Benefits include health, dental, vision, life, and a 401(k) with company match.

Qualifications

  • Must have a high school diploma or GED.
  • Must be 21 years or older.
  • Willingness to travel 10–15 days per month.
  • Availability to work any day of the week, including weekends and holidays.
  • Ability to start work as early as 5:00 am daily with overtime potential.

Responsibilities

  • Monitor, follow, and videotape subjects during day-to-day activities.
  • Pursue subjects by vehicle or on foot while maintaining cover.
  • Film activities at stores, games, or other locations as needed.
  • Develop pre-surveillance strategies based on case details.
  • Write detailed reports and submit video evidence.

Skills

Willingness to travel
Flexible schedule
Start at 5am
Strong driving skills

Education

High School Diploma or GED

Tools

Video camera
Laptop
Tripod

Job description

If you are unable to complete this application due to a disability, contact this employer to ask for an accommodation or an alternative application process.

DigiStream Investigations, a fast-growing, national private investigation firm, seeks a talented addition to our investigation team in the Greater Milwaukee region.
This isn’t your average desk job - being a Private Investigator means you’ll have a career with excitement, travel, autonomy, and purpose. This role is meant for an individual with an adventurous and curious spirit, and the drive to provide our clients with the evidence they need to defend their cases for potentially fraudulent Worker's Compensation claims.

Work Schedule: Full-time, 50-55 hours per week average, 10-11 hours per day average, depending on travel distance to the case and back to your home (commute time in the company vehicle is "on the clock")
Starting Hourly Pay Rate: $18 hourly (entry-level), frequent overtime
Employee Benefits: Health, Dental, Vision, and Life insurance offered, and 401(k) retirement plan with 4% Company Match offered

What you’ll get:

  • A foot in the door to the investigations/security/law enforcement fields
  • Experience conducting covert investigations
  • A job you’ll love going to - no one day is the same
  • Opportunities for growth within the company via our Investigator Promotion Track
  • Unlike most PI companies, DigiStream provides full benefits, a company vehicle and paid travel
  • Professional, hands‑on training program developed over the course of 25 years
  • Quarterly team‑building events and comradery with fellow team members

Sky is the limit! The skills you learn here can lead to jobs in:

  • FBI / Law Enforcement
  • Law / Paralegal / Legal Assistant
  • Security / Corporate Investigations

What a day in the life of an investigator looks like:

  • Monitoring, following, and videotaping subjects as they conduct their day‑to‑day activities
  • Vehicle and foot pursuit of subjects while maintaining cover
  • Activity varies from filming someone at a grocery store to filming them at a sports game
  • Crafting pre‑surveillance strategies based on the setup location and case details
  • Detailed report writing on the activities observed/captured and submission of video evidence
  • Regular communication with team leader on setup positions, activity and tactics

What you’ll need to apply:

  • High school diploma or GED
  • Must be 21 years or older
  • Willingness to travel out of town for 10-15 days per month
  • Availability to work any day of the week, including weekends and holidays
  • Ability to start work as early as 5:00 am daily with occasional work into the evenings
  • Ability to pass DMV check & background check
  • Confident driving skills
  • All full-time staff are currently earning: $40,000-$45,000+ range due to paid commute time
  • Employee Benefits: Health, dental, vision, life insurance, and 401(k) with up to 4% company match
  • Late model Company‑provided surveillance vehicle (Toyota Highlander, Honda Odyssey)
  • Equipment provided including video camera, laptop, tripod, fuel & maintenance card
  • Entry‑level starting pay is $18.00 per hour
  • All staff earns daily overtime for commute time
  • Get paid for your drive to work! Get paid time and a half to drive home!
  • Paid travel to and from local and remote assignments (door to door)

Only apply if you have availability to work any of the 7 days of the week and can work a 5 day per week schedule with an average of 10 hours per day, including weekends and Holidays. You will be paid to commute to and from cases

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Surveillance Investigator
Surveillance Investigator

DigiStream Investigations • United States

On-site
USD 40,000 - 45,000
Health insurance
Dental insurance
Vision insurance
+6
Private Investigator
Private Investigator

Digistream Investigations • Illinois

On-site
USD 40,000 - 45,000
Health insurance
401(k) match
Company vehicle
+1
Private Investigator
Private Investigator

DigiStream Investigations • Warrenville (IL)

On-site
USD 40,000 - 45,000
Health insurance
Dental insurance
Vision insurance
+5
Private Investigator
Private Investigator

Digistream-Investigations,-Inc. • St. Louis (MO)

On-site
USD 40,000 - 45,000
Health insurance
Dental insurance
Vision insurance
+4
Private Investigator
Private Investigator

Digistream-Investigations,-Inc. • Missouri

On-site
USD 40,000 - 45,000
Health insurance
Dental insurance
Vision insurance
+4
Private Investigator
Private Investigator

Digistream-Investigations,-Inc. • California (MO)

On-site
USD 50,000 - 65,000
Health insurance
Dental insurance
Vision insurance
+5
Surveillance Investigator
Surveillance Investigator

DigiStream Investigations • United States

On-site
USD 50,000 - 55,000
Health insurance
Dental insurance
Vision insurance
+2
Private Investigator
Private Investigator

Digistream-Investigations,-Inc. • New Jersey

On-site
USD 22,000 - 31,000
Health insurance
Dental insurance
Vision insurance
+6
Private Investigator
Private Investigator

Digistream-Investigations,-Inc. • Del Paso (CA)

On-site
USD 42,000 - 52,000
Health insurance
Dental insurance
Vision insurance
+4
Private Investigator
Private Investigator

Digistream Investigations • Los Angeles (CA)

On-site
USD 50,000 - 65,000
Health, dental, vision, and life insurance
401(k) retirement plan with 4% Company Match
Company vehicle provided
+1