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Remote Assistant 1099 Contractor Jobs in Boston, MA

... 1099 contractor role with no set hours - though vets who thrive here typically offer 10-15 hours ... These tools assist our recruitment team but do not replace human judgment. Final hiring decisions ...

... 1099 contractor role with no set hours -- though vets who thrive here typically offer 10-15 hours ... These tools assist our recruitment team but do not replace human judgment. Final hiring decisions ...

Remote Insurance Agent

Boston, MA · Remote

$60K - $110K/yr

Remote Insurance Sales Agent | $60k-$110k+ First Year | No Cold Calling Earn strong first-year ... 1099 independent contractor role ideal for self-motivated individuals seeking control over income ...

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Remote Assistant 1099 Contractor information

What is the difference between Remote Assistant 1099 Contractor vs Virtual Executive Assistant?

AspectRemote Assistant 1099 ContractorVirtual Executive Assistant
CredentialsBasic administrative skills, sometimes certificationsAdministrative experience, possibly specialized certifications
Work EnvironmentRemote, flexible hoursRemote, often supporting executives or teams
Employer & Industry UsageFreelance or independent contractor roles across industriesSupporting executives in corporate or startup settings
Search & Comparison IntentLooking for flexible, freelance administrative workSeeking high-level virtual support for executives

The main difference is that a Remote Assistant 1099 Contractor typically works independently on various projects, offering general administrative support. In contrast, a Virtual Executive Assistant often provides specialized, high-level support directly to executives or teams, usually within corporate environments. Both roles are remote and flexible but differ in scope, responsibilities, and client relationships.

What are popular job titles related to Remote Assistant 1099 Contractor jobs in Boston, MA?

For Remote Assistant 1099 Contractor jobs in Boston, MA, the most frequently searched job titles are:

What cities near Boston, MA are hiring for Remote Assistant 1099 Contractor jobs?

Cities near Boston, MA with the most Remote Assistant 1099 Contractor job openings:

Infographic showing various Remote Assistant 1099 Contractor job openings in Boston, MA as of August 2026, with employment types broken down into 33% Full Time, 33% Part Time, and 34% Contract. Highlights an 100% Remote job distribution.

Licensed Clinical Supervisor (1099 contractor)

FIDELIA COUNSELING SERVICES INC

Woburn, MA • Remote

Part-time

Re-posted 19 days ago


Job description

Benefits:
  • Flexible schedule

Fidelia Counseling Services is seeking a highly skilled, independent Licensed Clinical Supervisor (1099 Contractor) to join our growing team. This role operates 100% via telehealth and is responsible for delivering high-quality clinical supervision, compliance oversight, and educational mentorship. You will guide our diverse staff—including master’s-level pre-licensed clinicians, bachelor’s-level support specialists, therapeutic mentors (TMs), and graduate interns—while ensuring absolute adherence to Massachusetts state guidelines and insurance regulations. 
Key Responsibilities
  • Clinical Supervision: Provide weekly individual and group clinical supervision via telehealth technology, helping supervisees cultivate clinical competencies and navigate high-risk client dynamics.
  • Documentation & EHR Audits: Regularly review and electronically sign off on clinical charts, diagnostic assessments, progress notes, and treatment plans within our Electronic Health Record (EHR) system to ensure strict compliance with Massachusetts DPH and MassHealth standards.
  • Team Consultation: Participate in weekly collaborative consultations with the CEO, Operations Director, and full clinical team to maintain organizational alignment and address operational or intake challenges.
  • Monthly Training Delivery: Design and facilitate a formal monthly clinical training session for staff and interns, focusing on evidence-based treatment models, crisis de-escalation, or trauma-informed practices.
  • HIPAA & Compliance: Ensure all clinical documentation, supervisee records, and remote operations strictly align with HIPAA privacy mandates and 130 CMR 429.000 regulations.
Requirements & Qualifications
  • Licensure: Must hold an active, unencumbered independent clinical license in the Commonwealth of Massachusetts: LICSW, LMHC, or LMFT.
  • Experience (Massachusetts Mandate): Minimum of three (3) years of full-time post-licensure clinical experience, legally qualifying you as an Approved Clinical Supervisor under the Massachusetts state boards (e.g., 262 CMR 2.02).
  • System Competency: Highly proficient with Microsoft Office Suite (Word, Excel, Teams) and seasoned experience navigating Electronic Health Record (EHR) clinical software.
  • Specialized Knowledge (Strong Plus): Strong familiarity with Children’s Behavioral Health Initiative (CBHI) frameworks, Therapeutic Mentoring (TM) workflows, and Community Behavioral Health Center (CBHC) compliance guidelines is highly preferred.
  • Language Skills: Bilingual and multilingual applicants are highly encouraged to apply. Fluency or clinical proficiency in Spanish, Haitian Creole, or Portuguese brings immense value to our local MassHealth community base.
  • Cultural Fit: Active commitment to a healthy, non-toxic, collaborative, and drama-free workplace environment. Complete alignment with our LGBTQ+ affirming mission and our organizational motto: "Together we can make it happen." 
Position Details
  • Employment Type: Independent Contractor (1099)
  • Location: 100% Telehealth (Must reside or be licensed to practice in Massachusetts)
  • Hours: Part-time, flexible hours determined by the current supervisee caseload and weekly meeting blocks.

This is a remote position.