by Terrance Ellis | Dec 30, 2025 | Uncategorized
If you can write clean, scroll-stopping content across channels and keep a publishing calendar tight, this role is built for you. You’ll produce marketing content, support email outreach, and help shape content strategy to improve visibility and performance.
About Wing Assistant
Wing is building a one-stop shop for companies that want world-class teams and smoother operations. They’re remote-first and support clients globally by helping place key roles that keep businesses running.
Schedule
- Remote (U.S. only)
- 20–40 hours per week (U.S. work hours)
- Start: Immediately
What You’ll Do
- Write content for blogs, articles, web pages, social posts, newsletters, ads, brochures, white papers, and case studies
- Upload content and manage publishing schedules
- Research trends and industry topics using articles, interviews, and videos
- Moderate conversations in social media groups based on set etiquette
- Build a publishing sequence across platforms and recommend promotional activities
- Coordinate with designers and the marketing team to develop content and visuals
- Brainstorm new content ideas and refresh existing content
- Create email sequences and send personalized outreach/pitches
- Support general admin tasks as needed
- Develop content strategy to improve rankings and review competitor promotion tactics
- Handle other ad hoc tasks as assigned
What You Need
- Bachelor’s degree (any field) or a certified course in marketing or business
- Proven content writing or copywriting experience
- Working knowledge of content management systems (CMS)
- Excellent English communication skills (written and verbal), C1 level or higher
- Strong organization and time management skills
- Knowledge of layouts, typography, print, and web design
- Experience with Adobe Photoshop, Illustrator, Sketch, InDesign, and similar design tools
- A strong portfolio showing work across multiple creative projects
Benefits
- Performance incentives
- Job security and stability
- Paid training
- Inclusive culture
- Upskilling opportunities
- 100% work-from-home
- Supportive team environment
- Career growth opportunities
- Fun work environment
- Holiday and overtime pay
Salary
- Entry level (1–3 years): Up to $3,700/month
- Intermediate (3–5 years): Up to $5,100/month
- Expert (5+ years): Up to $6,300/month
Quick reality check: this “Content Writer” role is also asking for pretty heavy graphic design tool experience (Photoshop/Illustrator/InDesign/Sketch). If your strength is writing, make sure your resume and portfolio show at least basic design fluency, or you may want to position yourself as “content + light design support,” not full designer.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 30, 2025 | Uncategorized
If you’re the type who gets peace from clean reconciliations and balanced books, this role is for you. You’ll support day-to-day bookkeeping, AR work, reporting, and monthly close activities for a remote-first team that helps companies run smoother.
About Wing Assistant
Wing’s mission is to help companies worldwide build high-performing teams and put operations on autopilot. They’re a remote-first organization hiring U.S.-based talent to support clients with back-office operations.
Schedule
- Remote (U.S. only)
- 20–40 hours per week (U.S. work hours)
- Start: ASAP
- Location requirement: Must be located in the United States
What You’ll Do
- Monitor contracts and agreements with vendors, consultants, banks, tenants, contractors, and municipalities
- Handle accounts receivable tasks like invoicing, deposits, collections, and revenue tracking
- Reconcile accounts as needed and manage bank reconciliations
- Manage data entry and maintain accurate financial records
- Gather data and help prepare monthly reports to track financial performance
- Prepare balance sheets, financial statements, and payroll documents
- Maintain strict confidentiality of company books and records
- Support ad hoc finance and admin tasks as needed
What You Need
- 1+ year of proven bookkeeping experience, including work with international clients
- Knowledge of U.S. taxation (preferred)
- Strong written and verbal English communication skills
- Solid understanding of accounting terms and bookkeeping practices
- Experience with QuickBooks, Asana, and Excel
- Comfortable with modern remote tools (cloud services, desktop sharing, VoIP)
- Proficiency with common word-processing and spreadsheet tools (MS Office)
- Familiarity with online calendars/scheduling tools (Google Calendar)
- Proactive, self-starting mindset
Benefits
- Performance incentives
- Job security and stability
- Paid training
- Inclusive culture and supportive team
- Upskilling opportunities
- 100% work-from-home
- Career growth opportunities
- Holiday and overtime pay
Salary
- Entry level (1–3 years): Up to $4,900/month
- Intermediate (3–5 years): Up to $6,700/month
- Expert (5+ years): Up to $8,300/month
If you’ve got QuickBooks chops and you’re steady with AR + reconciliations, this is a clean fit.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 30, 2025 | Uncategorized
If you like clean claims, tight compliance, and the satisfaction of turning denials into dollars, this role is built for you. You’ll process and submit primary and secondary claims, audit for accuracy, and troubleshoot errors so reimbursements land on time.
About Community Health Systems
Community Health Systems (CHS) is one of the nation’s leading healthcare providers, operating acute-care hospitals and multiple sites of care across the U.S. Their Shared Services Center supports patients and facilities by keeping revenue cycle operations accurate, compliant, and efficient.
Schedule
- Full-time
- Remote (United States)
- Day shift
- Not eligible for immigration sponsorship (now or in the future)
What You’ll Do
- Submit primary and secondary insurance claims accurately and on schedule
- Review and resolve claim errors, rejections, and denials, then correct and resubmit as needed
- Work with common billing forms (UB-04, CMS-1500, and state-specific forms) and required documentation
- Audit claims for accuracy, including duplicate charges, overlapped accounts, and missing information
- Investigate and process rebill requests with updates guided by facility or coding liaisons
- Stay current on payer policies and federal, state, and local billing requirements
- Use electronic billing tools to research, analyze, and transmit claims while documenting work in the collection system
- Monitor edit and charging trends, partnering with internal teams (coding, patient access, ancillary departments) to improve billing accuracy
- Complete daily balancing tasks (including SSI and related systems) and escalate unresolved issues to leadership
- Communicate professionally with payers, facility reps, and internal teams to resolve outstanding claim issues
What You Need
- High School Diploma or GED (required)
- Associate degree in Business, Healthcare Admin, Medical Billing, or related field (preferred)
- 0–1 year of experience in medical billing, claims processing, or revenue cycle operations (required)
- 1–3 years billing experience in a medical facility, ambulatory surgery, or acute-care setting (preferred)
- Familiarity with hospital or physician billing, payer policies, and electronic claims systems (preferred)
Benefits
- Medical, dental, and vision insurance
- Paid time off (PTO)
- 401(k) with company match
- Tuition reimbursement
- Career development and advancement support
If you’re early in your billing career and want a real system, real structure, and a name-brand healthcare org on your resume, this is a strong lane.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 30, 2025 | Uncategorized
This contract role is for an experienced dental biller who knows how to keep claims moving, payments posted, and AR under control. If you’re the person who can chase down aging balances without losing your cool, Wisdom wants you on the team.
About Wisdom
Wisdom blends dental billing expertise with advanced technology to help practices run better for dentists, staff, and patients. They’re a remote-first company backed by a fresh $21M Series A, building tools that reduce busywork and help billing teams move faster and get paid sooner.
Schedule
- Contract
- 100% remote
- Flexible hours
- Minimum availability: 8 hours per week during standard business hours (Mon–Fri, 8am–5pm CST)
What You’ll Do
- Prepare and submit dental insurance claims quickly and accurately
- Follow up with insurance carriers to resolve claim issues and drive faster payment
- Post insurance payments and adjustments to patient accounts
- Reconcile insurance payments inside the PMS and investigate discrepancies
- Monitor accounts receivable and manage insurance aging to reduce outstanding balances
- Run regular AR reports, spotting trends and opportunities to improve collections
- Serve as a primary point of contact for insurance-related questions with offices and carriers
- Coordinate with dental offices to ensure accurate coding and documentation for claims
What You Need
- 5+ years of hands-on experience with dental claim submission, claim posting, and AR management
- Strong knowledge of dental insurance plans, procedures, and coding
- Proven problem-solving skills for complex billing issues
- Strong follow-up habits and clear, professional communication
- Proficiency with dental PMS platforms (Dentrix, Eaglesoft, or similar)
- Comfortable working in Google Workspace
- Commitment to patient confidentiality, data security, and clean documentation
Benefits
- Fully remote team environment
- Flexible hours
- Training, tools, and support to help you succeed
- Tech-forward workflows designed to save time and improve earning potential
If you’ve got real dental billing mileage and you’re tired of office chaos, this is a clean remote setup.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 30, 2025 | Uncategorized
If you’re sharp on dental insurance and you love clean, complete patient files that make claims go through the first time, this contract role is your lane. You’ll be the front-end of revenue cycle success, verifying eligibility and building full breakdowns so offices can plan treatment and collect correctly.
About Wisdom
Wisdom combines dental billing expertise with custom-built technology to help practices run smoother for dentists, teams, and patients. They’re a remote-first company, recently funded with a $21M Series A, building tools that make billing faster, cleaner, and less painful.
Schedule
- Contract
- 100% remote (U.S.)
- Flexible hours (work when you work best, as long as the work gets done)
What You’ll Do
- Complete insurance eligibility verifications via phone, web, and fax
- Track, summarize, and document verification progress so offices always know status
- Obtain and enter full insurance breakdowns into client Practice Management Systems (PMS)
- Partner directly with dental offices to complete verifications
- Flag failed verifications and request missing details to keep work moving
- Complete and transmit monthly invoicing forms
What You Need
- 2+ years of dental office experience (dental insurance verification strongly preferred)
- Strong understanding of dental insurance policies, procedures, and industry trends
- Excellent written and verbal communication skills
- High attention to detail and strong organization
- Familiarity with multiple PMS platforms
- Working knowledge of HIPAA, HITECH, and patient confidentiality requirements
- Proficiency in Google Suite and Microsoft Office
Benefits
- Remote-first team culture (no office drama)
- Flexible hours
- Tools, training, and support to help you succeed
- Tech-forward workflow built to save billers time and help you earn faster
If you’re the kind of person who refuses to leave a patient file half-baked, you’ll fit right in.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 30, 2025 | Uncategorized
If you’re the type who can spot an invoice issue from a mile away and you get a weird satisfaction from closing the loop on AR, Carrum will love you. This role sits at the center of a mission to make healthcare pricing and billing make sense, without the “surprise bill” chaos.
About Carrum Health
Carrum is a health tech company that helps employers and patients access high-quality care through a national Centers of Excellence network. They’ve raised over $96M, were featured in a RAND study and a Harvard Business School case study, and operate remote-first with offices in San Francisco and Chicago.
Schedule
- Full-time
- Remote-first (U.S.), with optional hybrid in the San Francisco Bay Area
- Typical 40-hour week (flexible, startup environment)
- Salary range: $85,000–$110,000 + equity + annual bonus (varies by location and experience)
What You’ll Do
- Own Accounts Receivable and manage the full billing cycle (charge entry through collections follow-up)
- Maintain accurate customer contact and pricing records
- Triage and resolve client billing questions and disputes
- Review and reconcile invoice discrepancies to keep accounts current
- Partner with and review work from a third-party billing vendor, resolving inconsistencies as needed
- Process invoices and payments for partnerships and other charges
- Help ensure invoicing accuracy across the company and its customers
- Suggest and implement process improvements to increase efficiency and scalability
- Support system implementations and policy rollouts
- Handle other accounting duties as assigned and jump into ad-hoc projects as needed
What You Need
- Proven experience as a Billing Specialist (or similar AR-focused role)
- 5+ years of overall work experience (healthcare experience is a plus)
- Solid understanding of accounts receivable and collections workflows
- Strong command of Google Suite, Excel, and NetSuite
- High accuracy, strong organization, and time management skills
- Ability to work independently and stay sharp under pressure
- Strong written and verbal communication skills
- Comfort handling confidential information
- Startup mindset: adaptable, proactive, accountable, and solutions-oriented
Benefits
- Stock option plan
- Flexible schedules and remote work
- Self-managed vacation days (within reason)
- Paid parental leave
- Medical, dental, and vision insurance
- 401(k) retirement plan
- Chicago and San Francisco offices available
- DEIJ committee + employee resource groups (ERGs)
- Remote-first culture with opportunities to connect virtually and in person
This is one of those rare billing roles where “detail-oriented” actually matters because your work directly impacts real people getting care without getting wrecked financially.
Happy Hunting,
~Two Chicks…
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