Surveillance Investigator

DigiStream Investigations; United States; On-site; USD 40,000 - 45,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

Life insurance

401(k) with 4% match

Company vehicle

Paid travel

Professional training program

Team-building events

Job summary

DigiStream Investigations in the Greater Milwaukee region seeks a Private Investigator for a full-time role that blends travel, autonomy, and purpose. You will conduct surveillance, follow subjects, videotape activities, and prepare detailed reports for cases including potentially fraudulent workers' compensation claims.

The position offers a company vehicle, full benefits, and a clear promotion path. Starting pay is $18 per hour with overtime; expect 50–55 hours weekly and 10–11 hours daily,

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, including weekends and holidays.
• Ability to start work as early as 5:00 am daily with some evenings.
• Must pass DMV check and background check.
• Confident driving skills.

Responsibilities

• Monitor, follow, and videotape subjects during day-to-day activities.
• Vehicle and foot pursuit of subjects while maintaining cover.
• Film activities at various locations and craft pre-surveillance strategies.
• Prepare detailed reports and submit video evidence of observations.
• Coordinate with team leader on setup positions, activity, and tactics.

Skills

Willingness to travel

Driving skills

Early start availability

Weekend/holiday availability

Strong observation skills

Education

High school diploma or GED

Tools

Video camera

Laptop

Surveillance equipment

Company vehicle

Job description

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.