Surveillance Investigator

DigiStream Investigations, a fast-growing, national private investigation firm, seeks a talented addition to our investigation team in the Greater Milwaukee region. This role offers excitement, travel, autonomy, and purpose for individuals with an adventurous and curious spirit.

About the role

As a Private Investigator, you’ll provide clients with evidence to defend against potentially fraudulent Worker's Compensation claims. This isn’t a desk job—each day brings new challenges and opportunities.

Responsibilities

• Monitor, follow, and videotape subjects during their day-to-day activities
• Conduct vehicle and foot pursuits while maintaining cover
• Film subjects in varied locations, from grocery stores to sports games
• Develop pre-surveillance strategies based on location and case details
• Write detailed reports on observed activities and submit video evidence
• Maintain regular communication with team leaders on setup positions, activity, and tactics

Requirements

• High school diploma or GED
• Must be 21 years or older
• Willingness to work 50–55 hours per week on average (including commute time)
• Ability 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 as early as 5:00 AM daily, with occasional evening work
• Must pass DMV check and background check
• Confident driving skills

Benefits

• Health, dental, vision, and life insurance
• 401(k) retirement plan with 4% company match
• Late-model company-provided surveillance vehicle (Toyota Highlander, Honda Odyssey)
• Equipment provided: video camera, laptop, tripod, fuel & maintenance card
• Paid commute time (including overtime for drive time)
• Paid travel to and from local and remote assignments (door-to-door)
• Quarterly team-building events and camaraderie with fellow team members
• Professional, hands-on training program developed over 25 years

Pay

• Entry-level starting pay: $18.00 per hour
• Full-time staff earnings: $40,000–$45,000+ annually (including paid commute time and overtime)
• Overtime pay for commute and travel time

Schedule

• Full-time, 50–55 hours per week on average
• 10–11 hours per day on average, depending on travel distance
• Must be available to work any day of the week, including weekends and holidays

Career Growth

This role provides a foot in the door to investigations, security, and law enforcement fields, with opportunities for advancement via our Investigator Promotion Track. Skills learned can lead to careers in:

• FBI / Law Enforcement
• ATF / US Border Patrol / State Crime Lab
• Law / Paralegal / Legal Assistant
• Security / Corporate Investigations
• Investigative Journalism