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Surveillance Investigator

Digistream Investigations
Bedford, MA Full Time
POSTED ON 11/5/2026
AVAILABLE BEFORE 12/4/2026

DigiStream Investigations, a national private investigations firm, seeks bold characters with curious minds to add to our New England team. You don’t need specialized training, credentials, or experience. You just need grit, open availability, and a sense of adventure. We’ll train you on the rest and equip you with the tools you need to thrive in the field.


NO PI LICENSE REQUIRED - ALL EQUIPMENT & VEHICLE (with gas & maint. cards) PROVIDED ON DAY ONE

Details:

  • Paid Training
  • Entry level with career advancement in our Surveillance Promotional Track
  • Starting pay: $20/hour, average rookie Investigators earn $44,000-$54,000 in their first year.
  • Performance based raise opportunities at 90-days, 6 months, and annual performance reviews
  • Certified Great Place to Work ®
  • Monthly phone bill reimbursement
  • PTO accrual starts first day, benefits at 60, 401k with 4% match offered at 6 months
  • Paid travel, meal per-diem, and accommodations provided on remote cases
  • Being a Private Investigator isn’t easy. Each day will be unpredictable. You’ll need to think on your feet and adapt to blend in while conducting surveillance on fraud cases. 
  • Working Conditions: sitting for extended periods, long-distance driving, maintaining surveillance position in hot or cold environments, foot pursuits, frequent video camera use, typing and viewing a laptop monitor


 Requirements:

  • High school diploma or GED
  • Must be at least 21 years old
  • Must have valid driver’s license
  • Must currently live in lower New England (MA, CT, RI, NH)
  • Investigators are active when people are active – this includes weekends, holidays, and early mornings. You’ll have a set schedule with 2 consecutive weekdays off to start, average 10 hour days, 50 hour weeks. 
  • Ability to start work as early as 5am daily with occasional work into the evenings
  • Ability to pass DMV check & background check
  • Confident driving skills
  • Willingness to travel and stay overnight on remote assignments (as needed)
  • Accountability for working under minimal supervision
  • Adaptability to blend in while undercover in any location with any activity

Salary : $44,000 - $54,000

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