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Va Jobs in Boston, MA (NOW HIRING)

CALIBRE

VA Benefits Advisor - Hanscom, MA

Bedford, MA · On-site

$20.32/hr

Conduct transition activities in support of the VA. Transition support includes conducting standardized VA Benefits and Services Briefings, one-on-one engagements, pre-separation counseling support ...

CALIBRE Systems

VA Site Lead - Hanscom AFB

Lincoln, MA · On-site

$27.11/hr

Conduct transition activities in support of the VA. Transition support includes conducting standardized VA Benefits and Services Briefings, one-on-one engagements, pre-separation counseling support ...

CALIBRE

VA Site Lead - Hanscom AFB

Bedford, MA · On-site

$27.11/hr

Conduct transition activities in support of the VA. Transition support includes conducting standardized VA Benefits and Services Briefings, one-on-one engagements, pre-separation counseling support ...

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As of Aug 21, 2026, the average hourly pay for va in Boston, MA is $35.44, according to ZipRecruiter salary data. Most workers in this role earn between $18.01 and $46.32 per hour, depending on experience, location, and employer.

What is a virtual assistant?

Virtual Assistants (VAs) are professionals who provide administrative, technical, or creative support services to clients remotely, usually from a home office. Their tasks can include managing emails, scheduling appointments, handling customer inquiries, social media management, data entry, and more. VAs help businesses and entrepreneurs save time and increase productivity by taking on tasks that do not require their direct attention. With the rise of remote work, VAs have become an essential part of many organizations, offering flexible and cost-effective support.

What are some typical challenges a virtual assistant might face when supporting multiple clients remotely?

Virtual Assistants often juggle tasks for several clients simultaneously, which can make prioritization and time management challenging. Clear communication is essential to avoid misunderstandings and ensure that each client's expectations are met. Additionally, adapting quickly to different work styles and tools used by various clients can be demanding. Successful VAs develop strong organizational skills, maintain detailed schedules, and set clear boundaries to manage workload effectively.

What are the key skills and qualifications needed to thrive as a virtual assistant, and why are they important?

To thrive as a Virtual Assistant, you need strong organizational abilities, time management, and proficiency in administrative tasks, often supported by experience or relevant training. Familiarity with tools like Microsoft Office, Google Workspace, project management software, and communication platforms is typically required. Excellent written and verbal communication, attention to detail, and adaptability are crucial soft skills that set top performers apart. These skills ensure efficient support for clients or teams, effective remote collaboration, and the ability to handle diverse tasks in a dynamic environment.

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Infographic showing various Va job openings in Boston, MA as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 17% Part Time, 1% Temporary, and 7% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $73,723 per year, or $35.4 per hour.

VA Benefits Advisor - Hanscom, MA

CALIBRE

Bedford, MA • On-site

$20.32/hr

Full-time

Re-posted 20 days ago

Job description

CALIBRE Systems Inc., an employee-owned mission focused solutions and digital transformation company, is looking for a Benefits Advisor to support our client at Hanscom AFB, MA.

The budgeted salary for this position is $20.32 an hour plus additional health and wellness payment, as this is an SCA contract. 

Conduct transition activities in support of the VA. Transition support includes conducting standardized VA Benefits and Services Briefings, one-on-one engagements, pre-separation counseling support, military life cycle (MLC) events, Capstone events, and warm-handover support. Serves as an entry-level instructor delivering established curriculum, training tools, and ensuring course content and delivery methods follow established training objectives.

Responsibilities may include:

  • Executing non-event Activities at assigned installation
  • Participate in weekly Site Lead meetings
  • Execute quality management activities at assigned installation and across the program
  • Deliver onsite activities and execute post-event data collection activities
  • Travel may be included

Required Skills
  • Understand and apply adult learning theories
  • Understanding of transitioning Service member populations
  • Experience using Microsoft Office suite of tools
  • Strong customer management and support skills
  • Experience delivering interactive workshops and training to live audiences

Required Experience
  • Bachelor’s degree or 3 years’ equivalent work/military experience
  • Preferred emphasis in Training, Education, Career Counseling, or HR
  • Appropriate certifications

Preferred Skills:

  • Understanding of VA benefits programs
  • Knowledge of the military and experience working with military clients
  • Understanding of current veteran issues and challenges pre- and post- transitions

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