Senior Document Writer – Remote

Write plan documents that help millions understand their health benefits.

About CVS Health
CVS Health is the nation’s leading health solutions company, connecting with millions of Americans through local pharmacies, digital platforms, and 300,000 colleagues. The mission is simple: transform health care by making it more connected, convenient, and compassionate. As part of the Customer Care team, you’ll help drive clarity in medical, dental, and vision benefit documents for new business groups.

Schedule

  • Full-time, 40 hours per week
  • Remote role available in most U.S. locations
  • Standard business hours with occasional flexibility based on deadlines

Responsibilities

  • Draft, review, and edit medical, dental, and vision plan documents
  • Create plan documents and Summaries of Benefits and Coverage (SBCs) for new group business
  • Ensure accuracy, compliance, and clarity across benefit materials
  • Apply benefit terminology, regulatory guidelines, and plan-specific details
  • Collaborate with internal teams to meet fast-paced deadlines
  • Maintain document consistency and formatting standards across all deliverables

Requirements

  • 2–4 years of plan writing experience (self-funded or fully insured plans)
  • 2–4 years in the health insurance industry
  • Proficiency in Microsoft Word, Excel, Outlook, and SharePoint
  • Strong attention to detail and accuracy
  • Ability to work independently in a fast-moving environment
  • Strong critical thinking and deadline-driven work habits

Preferred Qualifications

  • Knowledge of medical, dental, and vision benefits
  • Familiarity with benefit terminology
  • General understanding of ERISA, HIPAA, ACA, and COBRA guidelines
  • Strong verbal and written communication skills
  • Excellent time-management and organizational abilities

Benefits

  • Competitive pay: $18.50–$42.35 per hour (based on experience and location)
  • Comprehensive medical, dental, and vision plans
  • 401(k) with company match and employee stock purchase plan
  • Paid time off, flexible work schedules, and family leave options
  • No-cost wellness and financial coaching programs
  • Tuition assistance, dependent care resources, and colleague support programs

Great work deserves great benefits — CVS Health invests in the physical, emotional, and financial wellbeing of its colleagues and their families.

Happy Hunting,
~Two Chicks…

APPLY HERE

Project Support Associate – Fully Remote

A great fit for someone who’s organized, proactive, and thrives in client-facing project work. This role is perfect for candidates who enjoy keeping projects moving, supporting teams, and working in a mission-driven environment focused on health, safety, and quality.

About the Company
This team supports global health initiatives and environmental safety projects. They focus on delivering high-quality project management services with strong attention to detail and compliance. The environment is collaborative, structured, and committed to high standards.

Schedule

  • Fully remote
  • Monday–Friday, 8am–5pm CST or EST preferred
  • Full-time, 40 hours per week
  • W2 pay range: $20.00–$22.00/hr

What You’ll Do

  • Support client projects by coordinating activities, meetings, and timelines
  • Maintain filing systems, documentation, and study records
  • Track project tasks, milestones, and readiness using planning tools
  • Assist with operational documentation and ensure GMP and GXP compliance
  • Support supply chain activities including kitting, distributions, returns, and shipment documentation

What You Need

  • Bachelor’s degree or equivalent
  • 2+ years of client-facing experience
  • Strong understanding of project plans, documentation standards, and task management
  • Ability to identify issues, communicate clearly, and collaborate to resolve challenges
  • Basic data analysis skills and comfort working within internal systems

Benefits

  • Fully remote work environment
  • Consistent weekday schedule
  • Opportunity to grow project management skills within a supportive team

This role is ideal for someone who enjoys structured work, supporting complex projects, and being the person who keeps everything running smoothly.

Take the next step and get your application in.

Happy Hunting,
~Two Chicks…

APPLY HERE

Insurance Verification Specialist – Remote

Support dental practices by verifying insurance eligibility and entering complete, accurate breakdowns that power clean claims and smooth revenue cycle operations.

About Wisdom
Wisdom blends deep dental billing expertise with modern technology to strengthen the financial and operational health of dental practices nationwide. Backed by a $21M Series A, Wisdom pairs remote administrative talent with custom-built tools to manage billing, streamline workflows, and help dentists focus on patient care. Our team is fully distributed across the U.S.

Schedule

  • Contract position
  • Fully remote
  • Flexible hours (work during business hours or your preferred schedule as long as deadlines are met)

Responsibilities

  • Complete dental insurance eligibility verifications via phone, web, and fax
  • Enter full insurance breakdowns into client practice management systems
  • Track, summarize, and communicate verification progress to offices
  • Flag failed verifications and request missing information
  • Partner directly with offices to ensure timely and accurate verification workflows
  • Complete and transmit monthly invoicing forms

Requirements

  • 2+ years of dental office or dental insurance experience (verification strongly preferred)
  • Strong understanding of dental insurance plans, procedures, and industry terminology
  • Excellent written and verbal communication skills
  • High attention to detail and strong organizational skills
  • Experience with multiple dental practice management systems (PMS)
  • Proficient in Google Suite and Microsoft Office
  • Ability to comply with HIPAA, HITECH, and data security standards

Benefits

  • Fully remote
  • Flexible schedule
  • Supportive training, tools, and community
  • Technology designed to save time and increase efficiency

Join a modern, fast-growing company redefining the future of dental billing.

Happy Hunting,
~Two Chicks…

APPLY HERE

Insurance Billing Specialist – Remote (Contract)

Help dental practices run smoother by taking the lead on insurance claims, payment posting, and AR follow-up. This role is ideal for an experienced dental biller who knows insurance workflows cold and wants the flexibility of fully remote contract work.

About Wisdom
Wisdom blends industry expertise with modern technology to make dental practices more efficient and financially healthy. Backed by a $21M Series A, the company partners expert billers with innovative tools to streamline dental billing, strengthen practice operations, and support better patient experiences. Wisdom is fully remote with team members across the U.S.

Schedule

  • Contract role
  • Fully remote
  • Minimum 8 hours/week available during Monday–Friday, 8am–5pm CST

What You’ll Do

  • Submit dental insurance claims accurately and quickly; follow up to resolve delays or denials
  • Post insurance payments and adjustments, and reconcile discrepancies in the practice management system
  • Monitor aging reports and ensure timely collection on all outstanding insurance balances
  • Partner with dental offices and insurance companies as the primary point of contact
  • Confirm accurate documentation and coding for all submitted claims
  • Communicate issues, trends, and successes with clarity and consistency

What You Need

  • 5+ years of dental insurance billing experience (claims, postings, AR management)
  • Availability during standard business hours
  • Strong knowledge of dental plans, procedures, and coding
  • Excellent communication, follow-up, and problem-solving skills
  • Experience with dental PMS platforms (Dentrix, Eaglesoft, etc.)
  • Proficiency with Google Workspace
  • Commitment to confidentiality and data security

Benefits

  • Fully remote work
  • Flexible hours
  • Supportive training, tools, and community
  • Tech-enhanced workflows designed to save time and increase earnings

Join a fast-scaling team redefining the future of dental billing.

Happy Hunting,
~Two Chicks…

APPLY HERE

Account Executive – Remote

Help shape the future of healthcare technology by driving growth for one of the fastest-scaling EMR platforms in outpatient rehab. This role is perfect for a seasoned B2B SaaS seller who knows how to build relationships, uncover opportunity, and close with confidence.

About Prompt Therapy Solutions
Prompt builds modern, automated software that streamlines clinical, administrative, and billing workflows for rehab therapy businesses. As the fastest-growing EMR in the therapy space, Prompt tackles long-standing healthcare problems with innovation and a team of proven, high-performing professionals. The company values smart work, meaningful impact, and a collaborative culture.

Schedule

  • Full-time
  • Fully remote (U.S.)
  • Occasional travel for industry conferences

What You’ll Do

  • Build and maintain strong relationships with healthcare accounts, especially within the chiropractic market
  • Identify new sales opportunities through outbound outreach, research, and client interactions
  • Develop and execute strategic account plans to hit revenue goals
  • Deliver EMR product demos and proposals in collaboration with sales, marketing, and product teams
  • Manage inbound leads while self-generating pipeline
  • Maintain detailed activity records and forecasting in the CRM
  • Provide accurate pipeline reports and revenue projections
  • Ensure smooth delivery of software products and client onboarding
  • Attend healthcare events to stay current on trends and competitive shifts

What You Need

  • Bachelor’s degree in Business, Marketing, or related field
  • 5+ years of B2B software sales experience, ideally in healthcare EMR
  • Proven history of exceeding quota
  • Experience selling to or working within chiropractic practices is highly valued
  • Strong understanding of clinical, billing, and operational workflows in healthcare
  • Excellent communication and relationship-building skills
  • CRM experience (Salesforce, HubSpot, etc.)
  • Self-driven, organized, and comfortable owning your sales process
  • Ability to travel for conferences and client events

Benefits

  • Competitive salary + OTE ($100K base, ~$200K total)
  • Remote/hybrid environment
  • Potential equity for outstanding performance
  • Flexible PTO
  • Company-sponsored lunches
  • Company-paid disability and life insurance
  • Paid family and medical leave
  • Medical, dental, and vision coverage
  • Discounted pet insurance
  • FSA/DCA and commuter benefits
  • 401(k)
  • Fitness class credits and wellness perks
  • Access to HQ recovery suite (cold plunge, sauna, shower)

Drive growth, own your market, and help transform healthcare through meaningful technology.

Happy Hunting,
~Two Chicks…

APPLY HERE