Demo

Surveillance Investigator (Entry Level)

DigiStream Investigations
Springfield, MA Full Time
POSTED ON 5/11/2026
AVAILABLE BEFORE 6/7/2026

DigiStream New England  seeks quick thinking, adventurous individuals ready for a career outside the 9 to 5. 


Being a Private Eye isn’t exactly like what you’ve seen on TV or in the movies. You won’t be James Bond, but you will still have a cool spy job with bragging rights. 


As a Surveillance Investigator, you will be in the field, collecting video evidence of an assigned subject. Each day will be different and present its own challenges. There will be days of following an individual to different stores, the gym, or restaurants, and there will be days requiring utmost vigilance while stationed undercover. 

 Your Mission: 

  • Conduct covert surveillance to collect video evidence for use in fraud investigations
  • Collaborate with Field Operations, Intel, and Evidence teams to create opportunity for case success and ensure high quality results
  • Utilize internal resources to submit evidence footage and complete case reports in an efficient manner
  • Provide court testimony as needed 

Requirements: 

  • High school diploma or GED. Degree or military experience preferred. 
  • Must be at least 21 years old
  • Must have valid driver’s license
  • Must currently live in New England area
  • Open availability, including weekends and holidays (established work schedule)
  • 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

Details: 


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

  • Paid hands-on training program developed over the course of 20 years
  • 50 hours per week on average
  • Door-to-Door Pay (includes commute & drive time)
  • Entry level position with room to grow in a dedicated Investigator promotional track
  • Starting pay: $20/hour, raises at 90-day, 6 months, and annual performance reviews
  • Performance-based incentives
  • Monthly phone bill reimbursement
  • PTO accrual starting on your first day, benefits offered at 60, and 401k offered at six months
  • 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


 The vibes at DigiStream: 

  • Certified Great Place to Work ®
  • Encouragement to challenge yourself in your abilities, learn from others, and grow (professionally and personally). 
  • Opportunities to further education in the industry and develop professional skills through optional participation in our Leadership Development Program, Mentorship, and resource groups
  • Commitment to building a supportive environment for employees to do meaningful work and build stable careers
  • Active participation in the communities we serve at local, regional, national, and international levels through volunteerism, nonprofit partnerships, donations, and our focus on environmental sustainability
  • Expressed employee appreciation and acknowledgement of individual successes
  • Core Values of Excellence, Passion, Integrity, and Empathy
Company Description
DigiStream is the premiere provider of investigative services in the insurance defense market. We collect and organize evidence in the field and online that self-insured entities and legal professionals leverage to mitigate risk.

Salary : $46,000 - $54,000

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