MassHealth Enrollment Specialist
Pear VC —Boston, MA
- $30 - $40 an hour
- Part-time
- Remote
- Spanish
- Mid-level
- Travel
11d
Auto Damage Trainee (Field)
GEICO —Boston, MA
- $32.05 - $50.36 an hour
- Weekends as needed
- High school diploma or GED
- Driver's License
- Contracts
- Paid holidays
- Health insurance
Faculty Assistant
Harvard University —Cambridge, MA
- Full-time
- Hybrid work
- Customer service
- Research
- Mid-level
- Commuter assistance
- Health insurance
Licensed Mental Health Clinician (LMHC, LICSW, LMFT, LADC, or Licensed Psychologist)
Handel Behavioral Health —Natick, MA
- $75,000 - $100,000 a year
- Full-time
- Hybrid work
- Background check
- Private practice
- LMFT
- Continuing education credits
- Health savings account
Quick Apply
3d
Finance Coordinator
New England Community Services, Inc —Brookline, MA
- $55,000 - $65,000 a year
- Weekends as needed
- Hybrid work
- Background check
- CPA
- Mid-level
- Health savings account
- Paid holidays
Quick Apply
Registered Dietitian (Work from home)
Kickoff —Boston, MA
- $94,000 - $140,000 a year
- Part-time
- Remote
- Mid-level
- Mentoring
- 1 year
- Health insurance
- Paid time off
Quick Apply
9d
Senior Network Engineer
ArcLight Information Technology —Newton, MA
- $100,000 - $120,000 a year
- Overtime
- Background check
- Customer service
- 5 years
- Travel reimbursement
- Disability insurance
Quick Apply
Clinical Research Associate
Aya Healthcare —Boston, MA
- $70 - $75 an hour
- Contract
- Hybrid work
- Background check
- Mid-level
- 3 years
- Travel reimbursement
- Health insurance
Quick Apply
2d
Immigration Attorney (Employment-based)
Massa Viana Law —Southborough, MA
- Part-time
- Hybrid work
- Mid-level
- US work authorization
- Paid parental leave
- Paid holidays
Quick Apply
9d
Marketing Coordinator / Administrative Assistant (On site, Part-time)
ACLC Tutoring (ACLC) and Eco Waste Disposal & Container Storage Inc. (EWDCS) —Boston, MA
- $21.50 - $23.50 an hour
- Part-time
- Background check
- Google Workspace
- Microsoft Excel
- Paid time off
- Retirement plan
Quick Apply
1d
Recruiter - Security Industry, Uncapped Bonus
Northeast Security —Westwood, MA
- $65,000 a year
- Full-time
- Background check
- Pass drug screening
- Mid-level
Quick Apply
10d
Physician Assistant - Asthma Research
The Brigham and Women's Hospital, Inc. —Boston, MA
- $126,838.40 - $173,867.20 a year
- Full-time
- Surgery
- Inpatient
- Master's degree
- Opportunities for advancement
Quick Apply
AI Platform Delivery Director
MassMutual —Boston, MA
- $148,300 - $194,600 a year
- On call
- Azure
- Computer Science
- 3 years
- Commuter assistance
- Paid holidays
Medical Billing Specialist - Liability Claims
The CCS Companies —Norwood, MA
- $24 - $28 an hour
- Full-time
- Hybrid work
- Microsoft Word
- HIPAA
- Mid-level
- Health insurance
- Dental insurance
Quick Apply
Territory Sales Manager - Automotive Parts
Worldpac —Framingham, MA
- $75,900 - $94,900 a year
- Full-time
- Hybrid work
- Microsoft Excel
- Microsoft Outlook
- 5 years
- Wellness program
- Paid holidays
Educational Clinician / Tutor
Lindamood-Bell Learning Processes —Hingham, MA
- $24 an hour
- 8 hour shift
- Classroom
- Computer literacy
- Classroom experience
- Profit sharing
- Paid training
Quick Apply
Sr. Mechanical Engineer - Site Development
Raytheon —Marlborough, MA
- $86,800 - $165,200 a year
- Full-time
- Schematics
- Office
- 3 years
- Paid holidays
- Disability insurance
High Voltage Transmitter Senior Electronics Technician
Raytheon —Marlborough, MA
- $86,800 - $165,200 a year
- Full-time
- 5 years
- Bachelor of Science
- Laboratory experience
- Paid holidays
- Disability insurance
Vice President Legal
Salary.com —Waltham, MA
- $190,000 - $200,000 a year
- Full-time
- Hybrid work
- Office
- Senior level
- Leadership
- Paid holidays
- Disability insurance
Quick Apply
1d
Account Coordinator
BookBub —Boston, MA
- $52,000 - $55,000 a year
- Part-time
- Remote
- Research
- Communication skills
- Marketing
- Paid parental leave
- Health insurance

I want to receive the latest job alert for remote one day a week in boston, ma

By signing in to your account, you agree to SimplyHired's Terms of Service and consent to our Cookie and Privacy Policy.

Explore jobs in more locations

remote one day a week jobs near boston, ma

MassHealth Enrollment Specialist

Pear VC
Boston, MA

Apply Now

Job Details

Part-time
$30 - $40 an hour
11 days ago

Qualifications

Athenahealth
Spanish
Insurance products customer support
Patient question and concern management
Community health center experience
Caseload management
Health insurance customer support
Process design
Process improvement
Mid-level
Vietnamese
Collaboration with product development teams
Phone customer support
Haitian Creole
Organizational skills
Portuguese
Cape Verdean Creole
Hospital experience

Full Job Description

MassHealth Enrollment Specialist

Help patients keep their health coverage — and help us build a better way to do it.

BridgeHealthAI is building technology for the healthcare safety net.

We work with community health centers to make sure patients don’t lose access to healthcare because of paperwork, missed deadlines, or an impossible-to-navigate system. Our platform helps health centers identify patients who need support, reach them at scale, and automate the administrative work that takes their teams hours today.

We’re a small, fast-moving team building at the intersection of healthcare, AI, and health equity. BridgeHealthAI was born out of Harvard and MIT and is backed by Pear VC, Flare Capital, and Glen Tullman, founder of Livongo.

Now, we’re looking for someone who really knows MassHealth.

The Role

Our technology can identify a patient who is at risk of losing coverage, reach them, and figure out where they’re getting stuck.

You’ll help take them the rest of the way.

That might mean getting on the phone with a patient to complete their renewal, figuring out what a confusing MassHealth notice actually means, tracking down a missing document, calling MassHealth with them, or making sure an application actually made it across the finish line.

But this isn’t just an enrollment processing role.

You’ll also be the MassHealth expert inside our company. You’ll work directly with our product and operations teams to show us where patients get stuck, what our technology gets wrong, and what we could automate or redesign to make the process dramatically easier.

We’re still early, which means there’s a lot to figure out. If you like the idea of doing great work with patients and helping build a better system from the ground up, you’ll probably enjoy this role.

What You’ll Actually Do

Work one-on-one with MassHealth members by phone and video to complete applications and renewals, gather documents, respond to requests for information, and resolve eligibility issues.
Own patient cases from start to finish rather than simply handing them off after one interaction.
Support renewal campaigns across several of our community health center partners.
Help patients understand confusing MassHealth and Health Connector notices and work with customer service on their behalf when needed.
Keep health center teams in the loop and escalate the genuinely complicated cases.
Spot patterns in where patients are getting stuck and bring those insights directly to our product team.
Review patient outreach, scripts, and workflows and tell us when something doesn’t reflect how enrollment works in the real world.
Help us build the playbook for how BridgeHealthAI delivers enrollment support as we grow.

You’ll Probably Be Great at This If...

You have 3+ years of hands-on MassHealth enrollment, eligibility, or benefits experience.
You are currently or were previously a Massachusetts Certified Application Counselor and are eligible to be designated again through one of our partner health centers.
You know MassHealth well — eligibility rules, coverage types, renewals, requests for information, the Health Connector, and all the weird edge cases that come with them.
You’re great with patients. You can make a complicated or stressful process feel understandable and manageable.
You’re the person who catches the missing verification or incomplete application before it turns into a bigger problem.
You’re comfortable managing your own caseload and following things through without someone checking on you every day.
You’re tech-savvy and excited to try new tools. You’re curious about how AI can make enrollment work faster and easier, and you’re energized by experimenting with new technology rather than intimidated by it.
You like figuring things out. We’re an early-stage startup, so not every process will come with a perfect step-by-step playbook — sometimes we’ll build it together.

Bonus Points

We’d be especially excited if you:

Speak Spanish, Haitian Creole, Portuguese, Cape Verdean Creole, or Vietnamese.
Have worked at an FQHC, community health center, hospital financial assistance department, or similar safety-net organization.
Have experience with high-volume renewal campaigns or community enrollment events.
Have worked with Epic, eClinicalWorks, athenahealth, or other health center EHRs.

None of these are dealbreakers.

Why BridgeHealthAI?

Your work has an immediate impact. You’ll directly help families keep access to healthcare.

You’ll have real ownership. We’re a small team. You won’t be several layers removed from decisions or from the people building the product.

Your expertise will shape what we build. We aren’t hiring you just to process renewals. We want you to teach us how to make the entire process better.

Technology should make your job easier, not harder. We’re actively building tools to remove repetitive administrative work so you can spend more of your time actually helping patients.

You’ll get to experiment with new technology. We’re actively exploring how AI, automation, and better workflows can fundamentally change enrollment work. You’ll be one of the people helping us figure out what works and what doesn’t.

You’ll help us build something new. We believe a huge amount of enrollment and eligibility work can be redesigned, and you’ll have a front-row seat in figuring out what that looks like.

The Details

Part-time: 20–35 hours per week, potential to be extended to a full-time role in the future
Compensation: $30–$40/hour
Location: Remote, but you must be based in Massachusetts
Travel: Occasional travel to partner community health centers in Massachusetts

Interested?

Send us your resume and a few sentences about your experience helping people navigate MassHealth.

We’d especially love to hear what kinds of enrollment or eligibility cases you’ve worked on, whether you’ve previously been a CAC, and why this work matters to you.

And if this role sounds exciting but you don’t check every single box, please apply anyway. We care a lot more about whether you know the work, care about the people we serve, and want to help us build than whether your resume matches every bullet.

Apply Now

Refine Your Search

remote one day a week jobs in boston, ma

MassHealth Enrollment Specialist

Auto Damage Trainee (Field)

Faculty Assistant

Licensed Mental Health Clinician (LMHC, LICSW, LMFT, LADC, or Licensed Psychologist)

Finance Coordinator

Registered Dietitian (Work from home)

Senior Network Engineer

Clinical Research Associate

Immigration Attorney (Employment-based)

Marketing Coordinator / Administrative Assistant (On site, Part-time)

Recruiter - Security Industry, Uncapped Bonus

Physician Assistant - Asthma Research

AI Platform Delivery Director

Medical Billing Specialist - Liability Claims

Territory Sales Manager - Automotive Parts

Educational Clinician / Tutor

Sr. Mechanical Engineer - Site Development

High Voltage Transmitter Senior Electronics Technician

Vice President Legal

Account Coordinator

I want to receive the latest job alert for remote one day a week in boston, ma

Related Searches

Explore jobs in more locations

MassHealth Enrollment Specialist

Help patients keep their health coverage — and help us build a better way to do it.

The Role

What You’ll Actually Do

You’ll Probably Be Great at This If...

Bonus Points

Why BridgeHealthAI?

The Details

Interested?

Job Seeker Tools

Employer Tools

Browse

Stay Connected