by Terrance Ellis | Dec 29, 2025 | Uncategorized
If you love clean books, tight processes, and staying two steps ahead of deadlines, this role is built for you. Wing is looking for a remote Bookkeeper who can keep accounts organized, reports accurate, and client financials moving without drama.
About Wing Assistant
Wing is redefining the future of work by helping companies build world-class remote teams and run operations on autopilot. They support businesses worldwide with skilled remote professionals who keep day-to-day workflows running smoothly.
Schedule
- Remote
- US work hours
- 20–40 hours per week
What You’ll Do
- Monitor contracts and agreements with vendors, banks, consultants, and other partners
- Manage accounts receivable, including invoicing, deposits, collections, and revenue tracking
- Perform account reconciliations as needed
- Handle data entry and oversee the bank reconciliation process
- Gather and organize data for monthly financial reporting
- Prepare balance sheets, financial statements, and payroll documents
- Maintain strict confidentiality of company financial records
- Support ad hoc bookkeeping and reporting needs
What You Need
- 1+ year of bookkeeping experience, including work with international clients
- Knowledge of US taxation preferred
- Strong English communication skills (written and verbal)
- Solid understanding of accounting and finance terminology
- Experience using QuickBooks, Excel, and Asana
- Tech savvy with comfort using cloud tools, VoIP, and remote collaboration platforms
- Proficiency in spreadsheets and standard office software
Benefits
- Performance incentives
- Job security and stability
- Paid training
- Inclusive culture
- Upskilling opportunities
- 100% work from home
- Supportive team environment
- Career growth opportunities
- Holiday and overtime pay
Technical Requirements
- USB headset with noise cancellation
- Working webcam
- Computer with at least 1.8 GHz processor and 4GB RAM
- Main internet speed: at least 25 Mbps cable connection
- Backup internet speed: at least 10 Mbps
Take your shot while it’s open and get your resume in.
You’ve got the skills. Now bring the structure.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 29, 2025 | Uncategorized
You’re basically the air traffic controller of a law firm’s money. If you like clean rules, clean data, and fixing problems fast (without needing your hand held), this one’s legit.
About Perkins Coie
Perkins Coie is a major law firm with a reputation for collaboration and high service standards. They push diversity and inclusion hard, and they’re consistently recognized as a top workplace.
Schedule
- Full-time
- Remote option (can be 100% remote)
- Overtime as needed (high-volume billing world, so that tracks)
What You’ll Do
- Build and submit LEDES invoice files through web-based e-billing systems (or email), then troubleshoot errors until the invoice goes through
- Support complex clients: review final invoices for accuracy + compliance with client billing guidelines and firm approval rules
- Monitor validations, approvals, reductions, rejections and fix what gets kicked back (and communicate with attorneys/clients when needed)
- Help implement e-billing for new and existing clients with clients and third-party vendors
- Be the internal “help desk” for attorneys/staff around e-billing workflows and compliance rules
- Track approved timekeepers/rates, upload new timekeepers and rate increases with the pricing team
- Calculate and submit monthly accruals across multiple e-billing systems
- Partner with Collections to reconcile accounts
What You Need
- 5+ years of legal e-billing experience (this is non-negotiable in their posting)
- Experience with major e-billing platforms like Legal Tracker, CounselGO, Brightflag, TyMetrix, Collaborati, BillingPoint, CounselLink, Passport, Legal eXchange, etc.
- Intermediate Excel: VLOOKUP + Pivot Tables
- Outlook + Adobe Pro
- Strong attention to detail, deadline comfort, and the ability to work independently while staying team-aligned
- Strong communication, discretion, and comfort handling confidential info
Nice to Have
- eBilling Hub and/or Elite 3E
- Experience with smaller/niche e-billing platforms
Benefits
- Annual discretionary bonus
- 401(k)
- Medical, dental, vision
- PTO starting at 20 days annually
- Personal medical + parental leave
- Up to 10 paid holidays
- Family care benefits
- Tuition reimbursement + paid sabbaticals (the firm highlights this)
Pay Range
- Washington State listed range: $73,170 – $108,720/year
Backbone moment (because you asked for it):
This is not “billing support.” This is billing enforcement + data integrity + problem solving under pressure. If your Excel is shaky or you haven’t lived inside LEDES + e-billing portals for years, it’ll eat you alive. If you have that background, it’s a strong remote lane with real stability.
Now, action:
If you want to apply, paste your most recent resume bullets for anything billing-related (even if it’s not legal), and I’ll rewrite them to match their language: LEDES, reductions/rejections, compliance, timekeeper rates, accruals, and platform experience.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 29, 2025 | Uncategorized
If you’re the type who doesn’t “kind of” verify insurance, you close the loop and make sure the file is bulletproof for clean claims and confident treatment planning, Wisdom is hiring. This is contract, remote, flexible, and very process-driven.
About Wisdom
Wisdom pairs dental billing experts with purpose-built technology to help dental practices run smoother, maximize chair time, and improve collections. They’re remote-first, distributed across the U.S., and scaling after a fresh $21M Series A funding round.
Schedule
- Contract
- Remote
- Flexible hours (work when you work best, as long as the work gets done)
What You’ll Do
⦁ Verify dental insurance eligibility via phone, web portals, and fax, then track and summarize results clearly so offices know exactly where things stand
⦁ Obtain and enter full insurance benefit breakdowns into client practice management systems (PMS)
⦁ Partner directly with offices to complete verifications, flag failed verifications, and request missing info when needed
⦁ Complete and transmit monthly invoicing forms
What You Need
⦁ Strong knowledge of dental insurance policies and verification workflows
⦁ Dental insurance verification experience preferred, plus at least 2 years of dental office experience
⦁ Strong written and verbal communication (you can explain benefits clearly and professionally)
⦁ High attention to detail and tight organization habits (accuracy matters here, a lot)
⦁ Familiarity with multiple PMS platforms
⦁ Knowledge of HIPAA/HITECH and comfort working with confidential patient information
⦁ Proficiency in Google Suite and Microsoft Office
Benefits
⦁ Remote work with a distributed team
⦁ Flexible schedule
⦁ Training, tools, and community support
⦁ Tech-enabled workflows designed to save time and reduce billing chaos
Real talk: this role is a gatekeeper for revenue. If you’re sloppy, everyone downstream pays for it. If you’re thorough, you make the whole office sharper and you prevent denied claims before they happen.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 29, 2025 | Uncategorized
If you’re a dental billing vet who can keep claims moving, money posting clean, and AR from turning into a graveyard, Wisdom wants you. This is contract, remote, and flexible, but it’s not “casual.” They need someone experienced who can run point and get results.
About Wisdom
Wisdom pairs dental billing experts with custom-built technology to take the heavy lifting off dental practices and help them get paid faster. They’re a remote-first company with a distributed team across the U.S., and they’re building for growth after a fresh $21M Series A funding round.
Schedule
- Contract
- Remote
- Flexible hours
- Minimum availability: 8 hours per week during business hours (Mon–Fri, 8am–5pm CST)
What You’ll Do
⦁ Submit dental insurance claims accurately and on time, and follow up to drive prompt payment and resolve payer issues
⦁ Post insurance payments and adjustments, reconciling deposits with the PMS and investigating discrepancies
⦁ Manage insurance A/R by running aging reports, pushing collections forward, and spotting trends to improve cash flow
⦁ Serve as the primary point of contact for insurance-related questions with offices and insurance companies
⦁ Coordinate with dental offices to ensure correct coding and documentation for clean claim submission
What You Need
⦁ 5+ years of dental insurance claim submission, payment posting, and AR management experience
⦁ Strong knowledge of dental insurance plans, procedures, and coding
⦁ Excellent follow-up and problem-solving skills for complex billing situations
⦁ High professionalism around patient confidentiality and data security
⦁ Strong communication and relationship management skills (you’ll be dealing with offices and payers)
⦁ Experience with dental PMS platforms (Dentrix, Eaglesoft, or similar) and Google Workspace
⦁ Ability to reliably commit at least 8 hours weekly during standard CST business hours
Benefits
⦁ Flexible hours
⦁ Fully remote, distributed team environment
⦁ Tools, training, and community support for remote billers
⦁ Tech-enabled workflows designed to save time and help you earn more, faster
Straight talk: because it’s contract and they only require 8 hours minimum, this is perfect as a high-skill side lane, or for someone stacking multiple clients. If you’re rusty on follow-ups or you hate payer phone calls, this won’t be your vibe.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 29, 2025 | Uncategorized
If you’re the benefits pro who can run Leave of Absence like a clean operation and still make people feel supported when life gets messy, Clover Health wants you. You’ll own LOA end-to-end, partner across Payroll and Legal, and help improve programs that touch every employee in a remote-first company.
About Clover Health
Clover Health is reinventing health insurance by pairing data and custom software with human empathy to help members stay healthier. They’re mission-driven, member-first, and measure success by the quality of life they improve. Their People Operations team is data-informed, employee-focused, and built to support a distributed workforce.
Schedule
- Full-time
- Remote (USA)
- Remote-first culture with a $1,000 office setup reimbursement
- Cross-functional collaboration with HRBPs, managers, vendors, Payroll, and Legal
What You’ll Do
⦁ Own Leave of Absence administration end-to-end, working directly with the absence management vendor
⦁ Act as the primary contact for employees, managers, and HRBPs for all leave-related questions and support
⦁ Support broader benefits operations: employee inquiries, open enrollment support, communications, and program troubleshooting
⦁ Administer 401(k) plan processes and support benefits billing
⦁ Manage workers’ comp processes and vendor relationships
⦁ Maintain strong relationships with carriers and benefits vendors and keep issues moving to resolution
⦁ Partner with Payroll and Legal as needed to ensure smooth, compliant execution
⦁ Contribute to PeopleOps projects and cross-functional initiatives as assigned
What You Need
⦁ 3+ years of Leave of Absence management experience
⦁ Benefits administration and/or HR operations experience with knowledge of key benefit programs (medical, disability, workers’ comp, retirement)
⦁ Strong comfort with HRIS systems (ADP preferred) and Google Workspace tools (Docs, Sheets, etc.)
⦁ Excellent written and verbal communication skills with a calm, service-first approach
⦁ Understanding of HR principles, practices, and procedures
⦁ Ability to spot process gaps and build cleaner workflows that scale
Benefits
⦁ Base salary range: $75,000–$85,000 (final pay based on equity, market, experience, and qualifications)
⦁ Remote-first flexibility with a $1,000 office setup reimbursement
⦁ Competitive base salary and equity opportunities
⦁ Performance-based bonus program and 401(k) matching
⦁ Comprehensive medical, dental, and vision coverage
⦁ Mental health support, No-Meeting Fridays, monthly company holidays, and flexible time off
⦁ Professional development funding, mentorship, and growth programs
⦁ Employee Stock Purchase Plan (ESPP)
⦁ Monthly cell phone and internet stipend
⦁ Paid parental leave for all new parents
This is a strong fit if you want real ownership: LOA is your lane, but you’re also close enough to the full benefits engine to influence how it runs long-term.
Happy Hunting,
~Two Chicks…
by Terrance Ellis | Dec 29, 2025 | Uncategorized
If you’re the person who can keep onboarding moving even when documents are missing, partners are slow, and everyone wants updates yesterday, this role fits. You’ll quarterback merchant onboarding and underwriting support, keep reporting tight, and make sure setups are accurate so clients go live clean.
About One Inc
One Inc builds digital insurance payment solutions that give customers choice, control, and convenience across premiums and claims. Their Digital Payments Platform combines digital communications with electronic payment processing and disbursement to create a smoother payments experience. They’re one of the faster-growing platforms in the insurance payments space, moving billions annually.
Schedule
- Full-time, hourly (non-exempt)
- Remote (United States)
- Pay range: $26–$30/hour (final offer based on experience, location, and qualifications)
What You’ll Do
⦁ Coordinate collection of underwriting and onboarding documents to support merchant setup
⦁ Build strong relationships with customers, banking partners, and vendors connected to Payment Operations
⦁ Create and maintain reports that track payment issues, project status, and implementation dates
⦁ Monitor onboarding progress, communicate blockers, and help resolve issues as they come up
⦁ Partner with project managers to guide merchant onboarding and remove friction points
⦁ Assist with due diligence reviews to ensure applications are accurate and complete
⦁ Research and resolve merchant inquiries independently
⦁ Perform merchant setup and configuration accurately so each merchant is set up correctly
⦁ Update merchant files daily to ensure clean documentation and audit-ready records
⦁ Process onboarding applications quickly and coordinate issue resolution with underwriting and partners
⦁ Learn and apply the full merchant application and underwriting process across credit card and ACH processors
⦁ Lead resolution of merchant setup or configuration issues and take proactive steps to prevent repeats
⦁ Support additional operational needs as assigned
What You Need
⦁ Strong Microsoft Office proficiency (Excel strength is a big plus, expert-level preferred)
⦁ Solid organizational skills and ability to juggle a high volume of projects and priorities
⦁ Strong attention to detail with investigative and analytical problem-solving ability
⦁ Excellent written and verbal communication, both client-facing and internal
⦁ Comfort working within a project management framework
⦁ Bachelor’s degree in Business, Project Management, or related field (or equivalent experience)
⦁ Experience as an onboarding specialist or similar role (insurance and/or merchant services experience preferred)
⦁ Familiarity with Jira and Salesforce (desired)
⦁ Payments industry experience is not required but is a major plus
Benefits
⦁ Competitive hourly pay range: $26–$30/hour
⦁ Remote work environment
⦁ Role focused on growth, development, and cross-team collaboration in a fast-moving payments operation
This is a strong fit if you like operational ownership: tracking details, pushing progress forward, and making sure every onboarding is tight, documented, and client-ready.
Happy Hunting,
~Two Chicks…
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