Private Investigator
Confirmed on the employer's own hiring board on Nov 2, 2026. First seen by Alion on Oct 15, 2026.
DigiStream Investigations, a fast-growing, national private investigation firm, seeks a talented addition to our investigation team in the Greater Chicago 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
- ATF / US Border Patrol / State Crime Lab
- Law / Paralegal / Legal Assistant
- Security / Corporate Investigations
- Investigative Journalism
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
- 50 hours per week on average (includes commute & drive time)
- Willingness to travel out of town for 10-15 days per month
- Availability to work any day of the week, including every weekend 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
- Must currently reside in the Greater Chicago area
Compensation/benefits:
- 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**