Lead Tax Advisor – Remote

If you’re a CPA or EA who can lead with both precision and people skills, this role puts you in the driver’s seat. You’ll guide SMB clients through smart tax strategy and compliant filings while helping shape a growing advisory function from the ground up.

About Housecall Pro
Housecall Pro builds software and services that help home service professionals streamline and grow their businesses. Their tools cover scheduling, dispatching, payments, and more, all built to save Pros time and help them scale profitably. They support 40,000+ businesses and are on a mission to champion Pros to success.

Schedule

  • Remote (United States)
  • Full-time role supporting SMB tax clients
  • Work expectations include client-facing advisory and return oversight (time zone not specified)

What You’ll Do

  • Deliver personalized tax advisory services to small and medium-sized business clients, focused on strategic planning and compliance
  • Support preparation and review of tax returns with precision, ensuring adherence to federal and state regulations
  • Answer client questions on tax planning, deductions, and savings opportunities
  • Maintain strong, trust-based client relationships through responsive, thoughtful communication
  • Stay current on evolving tax legislation and apply insights proactively to client needs
  • Use tax preparation software to streamline workflows and ensure accuracy (Intuit ProConnect, Drake, UltraTax)
  • Identify common client issues and contribute to improvements in processes and documentation
  • Partner cross-functionally with Customer Success and Product to advocate for SMB tax needs
  • Share knowledge, coach peers, and contribute to a collaborative, learning-oriented team environment
  • Support quality control by reviewing selected peer work when needed for compliance and consistency

What You Need

  • Active CPA or Enrolled Agent (EA) certification (required)
  • 3+ years of tax preparation and advisory experience, ideally with SMB clients
  • Strong understanding of IRS and state tax laws and filing requirements
  • Proficiency with modern tax prep tools (Intuit ProConnect, Drake, UltraTax)
  • Bachelor’s degree in Accounting, Finance, or a related field (or equivalent experience)
  • Experience using AI tools to improve quality and efficiency

Benefits

  • Medical, dental, and vision insurance
  • Life and disability coverage
  • 401(k)
  • Flexible, take-it-as-you-need-it paid time off plus paid holidays
  • Equity in a rapidly growing startup backed by top-tier VCs
  • Paid parental leave
  • Monthly tech reimbursement
  • Employee Assistance Program (EAP)

These roles don’t stay open forever, especially when they’re remote and client-facing. If you’ve got the credentials and you want real influence in how an advisory function grows, move now.

Help SMB owners make smarter tax decisions and help build the system that supports them.

Happy Hunting,
~Two Chicks…

APPLY HERE

Tax Advisor – Remote

If you’re a CPA or EA who likes translating tax chaos into clear, confident next steps for business owners, this one’s for you. You’ll advise SMB clients, oversee accurate filings, and help uncover real savings while helping build a growing advisory function from the ground up.

About Housecall Pro
Housecall Pro builds software and services that help home service professionals run and grow their businesses. Their tools support scheduling, dispatching, payments, and more, designed to save Pros time and help them scale profitably. They support 40,000+ businesses and are focused on championing Pros to success.

Schedule

  • Remote (United States)
  • Full-time role supporting SMB tax clients
  • Work expectations include client-facing advisory and return oversight (time zone not specified)

What You’ll Do

  • Deliver personalized tax advisory services for small and medium-sized business clients, focused on planning and compliance
  • Support preparation and review of tax returns, ensuring adherence to federal and state regulations
  • Answer client questions on deductions, planning strategies, and savings opportunities
  • Build and maintain trust-based client relationships through responsive communication
  • Stay current on tax law changes and apply updates to client situations proactively
  • Use tax prep software to streamline workflows and ensure accuracy (Intuit ProConnect, Drake, UltraTax)
  • Identify recurring client issues and help improve internal processes and documentation
  • Partner with Customer Success and Product to advocate for SMB tax needs
  • Share knowledge with teammates and contribute to a collaborative learning culture
  • Provide quality control by reviewing peer work when needed for compliance and consistency

What You Need

  • Active CPA or Enrolled Agent (EA) certification (required)
  • 3+ years of tax preparation and advisory experience, ideally serving SMB clients
  • Strong understanding of IRS and state tax laws and filing requirements
  • Proficiency with modern tax tools (Intuit ProConnect, Drake, UltraTax)
  • Bachelor’s degree in Accounting, Finance, or related field (or equivalent experience)
  • Experience using AI tools to improve quality and efficiency

Benefits

  • Medical, dental, and vision insurance
  • Life and disability coverage
  • 401(k)
  • Flexible, take-it-as-you-need-it paid time off plus paid holidays
  • Equity (startup backed by top-tier VCs)
  • Paid parental leave
  • Monthly tech reimbursement
  • Employee Assistance Program (EAP)

Hiring ranges don’t hang around forever. If you’ve got the credentials and you want a client-facing tax role with real influence, move on it.

Help business owners make smarter tax decisions, and help build the advisory engine that supports them.

Happy Hunting,
~Two Chicks…

APPLY HERE

Charge Entry Specialist – Remote

If you’re the “details matter” person who can read clinical notes and turn them into clean, billable charges, this role is for you. You’ll help keep revenue cycle smooth and compliant so patients can keep getting care without billing chaos.

About Equip Health
Equip is a fully virtual, evidence-based eating disorder treatment program operating in all 50 states and partnered with most major insurance plans. Patients get a dedicated care team (therapist, dietitian, physician, peer and family mentor) focused on lasting recovery.

Schedule

  • Full-time, remote (United States)
  • Pay: $25/hour (offers bonus)
  • No travel required

What You’ll Do

  • Review clinical documentation in the EMR (Maud) to identify and validate billable services
  • Enter charges accurately into AdvancedMD (AMD), following payer rules and internal guidelines
  • Partner with clinical and admin teams to resolve missing documentation or charge discrepancies
  • Audit and approve charges, correcting billing errors and claim edits as needed
  • Monitor for missing charges and submit timely to meet payer filing deadlines
  • Support revenue cycle operations with audits, charge corrections, and special projects
  • Maintain strict HIPAA compliance and follow Equip privacy/security policies

What You Need

  • High school diploma or GED
  • 1+ year experience in healthcare billing, charge entry, or similar admin work
  • Working knowledge of medical terminology (behavioral health/eating disorder setting is a plus)
  • Basic understanding of claims processing and familiarity with CPT coding
  • High accuracy and attention to detail for data entry
  • Proficiency with Google Workspace (Gmail, Sheets, Docs, Drive, Calendar)
  • Ability to work fast in a dynamic environment while staying organized
  • Proactive, collaborative, solution-oriented mindset

Benefits

  • $25/hour + bonus potential
  • Flex PTO (recommended 3–5 weeks/year) + 11 paid company holidays
  • Generous parental leave
  • Medical, dental, and vision plans with strong employer contributions
  • Company-paid STD, LTD, Life & AD&D insurance
  • Maven Clinic partnership for reproductive and family care resources
  • Employee Assistance Program (EAP)
  • 401(k)

This is a good fit if you like quiet, focused work where accuracy is the whole game and your output directly affects cash flow and patient experience.

Happy Hunting,
~Two Chicks…

APPLY HERE

Manager, Payments – Remote

Own the engine that keeps drivers paid, carriers billed, and trust intact. If you’re a process-builder who can live in Stripe, disputes, and messy real-world edge cases, this is a high-impact ops role with real visibility.

About Curri
Curri provides on-demand, last-mile logistics for construction and industrial supplies using a nationwide fleet of cars, trucks, and flatbeds. Founded in 2018 (Y Combinator S19), Curri is scaling quickly and investing heavily in operational systems that protect customer experience and working capital.

Schedule

  • Full-time
  • Remote-first with a hybrid option: two days per week in the Ventura office
  • Salary range: $100,000–$134,000/year

What You’ll Do

  • Improve driver payment terms across carriers and gig drivers
  • Own carrier billing operations, including invoice generation, dispute investigation, resolution, and documentation
  • Support gig driver payouts through account cleanup, issue resolution, and escalation management
  • Run proactive Stripe profile audits to prevent recurring payout failures
  • Own 1099 compliance, outreach, and profile completeness management
  • Build carrier financial coaching initiatives to improve capacity and sustainable growth
  • Design scalable, repeatable payment workflows using automation, AI, and BPO partnerships

What You Need

  • High autonomy with strong operational ownership and accountability
  • Comfort working with complex financial data, ambiguity, and changing requirements
  • Strong judgment in dispute resolution and exception handling
  • Ability to design scalable processes (not just execute tasks)
  • Clear communication across finance, support, supply, and technology teams

Benefits

  • Competitive compensation
  • Health, dental, and vision insurance
  • 401(k)
  • Equity
  • High-impact role with significant autonomy and visibility

This role is basically “make payments boring” in a fast-growth company, which is harder than it sounds and extremely valuable. If you’ve ever cleaned up payout chaos and reduced support volume, you’re the type they’re hunting.

Happy Hunting,
~Two Chicks…

APPLY HERE

Claims Specialist – Remote

Own transportation-related claims from first notice to resolution, while protecting customer experience and reducing financial loss. If you’re organized, calm under pressure, and strong at investigations and de-escalation, this is a solid remote risk-and-claims lane.

About Curri
Curri provides last-mile logistics for construction and industrial supplies using a nationwide fleet of cars, trucks, and flatbeds. Founded in 2018 (Y Combinator S19), Curri is scaling fast and building the operational systems that keep deliveries reliable and customers protected.

Schedule

  • Full-time, remote (option to work from Curri HQ in Ventura, CA)
  • Reports to: Manager, Operational Risk & Insurance (Legal & Compliance)

What You’ll Do

  • Receive, review, and investigate transportation-related incidents from initial notice through resolution
  • Handle claims involving cargo damage/loss, third-party property damage/loss, driver vehicle damage, paint spills, and driver injury
  • Gather statements, documentation, and evidence from customers, drivers, and third parties to determine next steps
  • Evaluate coverage, determine liability, and recommend claim resolutions
  • Communicate clearly with customers and internal teams about claim status and outcomes
  • Control claim costs by validating documentation, pursuing recoveries, and submitting claims to insurance carriers when possible
  • Maintain accurate, organized claim files to support reporting and compliance
  • Support enrollment and maintenance of Curri’s Loss Waiver Program to offset claim-related losses
  • Identify trends and improvement opportunities to reduce future losses
  • Assist with other department projects as needed

What You Need

  • Strong organizational skills and ability to manage multiple claims at once while meeting deadlines
  • High attention to detail and solid judgment when evaluating facts and documentation
  • Strong customer service skills, including the ability to de-escalate high-stress or hostile situations
  • Comfort communicating frequently with customers during sensitive claim scenarios
  • Ability to work cross-functionally and understand how claims impact operations and transportation teams
  • Working knowledge of transportation/logistics and cargo handling processes (strongly preferred)

Benefits

  • Competitive compensation and benefits
  • Health, dental, and vision insurance
  • 401(k)
  • Equity
  • Remote-friendly culture with a fast-growth environment

This is one of those roles where your tone and documentation matter as much as your decisions. If you’re built for calm, thorough, and fair, you’ll do well here.

Happy Hunting,
~Two Chicks…

APPLY HERE

Route Specialist – Remote

Own route performance in your market and keep deliveries running clean, on time, and profitable. If you’re an operator who likes autonomy, real-time problem solving, and being accountable for outcomes, this role is built for you.

About Curri
Curri is a last-mile logistics platform focused on construction and industrial supplies, using a nationwide fleet of cars, trucks, and flatbeds. Founded in 2018 (Y Combinator S19), Curri is scaling fast and building the operational systems that power reliable delivery at national scale.

Schedule

  • Full-time, remote
  • Market-based ownership (you’ll manage routes within a defined geographic area)

What You’ll Do

  • Own all routes within your assigned market, accountable for fulfillment, quality, and performance
  • Serve as the primary point of contact for customers on route issues, questions, and escalations
  • Manage end-to-end fulfillment, including onboarding new carriers and drivers to ensure smooth transitions
  • Update route instances daily with customer charges, driver pay rates, and operational costs
  • Manage driver availability (call-outs, no-shows, vacations) and set expectations to minimize disruptions
  • Communicate proactively with customers when driver coverage changes to maintain transparency and continuity
  • Support live routes by ensuring drivers update stops in DORS and providing real-time help as needed
  • Investigate and resolve driver payment discrepancies through Stripe quickly and accurately
  • Coordinate time off with other Route Specialists to maintain uninterrupted market coverage
  • Provide weekly market performance updates, highlighting risks, wins, and actions taken
  • Partner with operational leads to improve route efficiency and scalability

What You Need

  • Proven ability to execute in fast-paced operational environments
  • Strong decision-making with a bias for action
  • Excellent organization, planning, and prioritization skills
  • Comfort managing multiple routes, stakeholders, and real-time issues at once
  • Strong communication skills with customers and drivers
  • High ownership mindset and alignment with Curri’s values

Benefits

  • Competitive compensation and benefits
  • Health, dental, and vision insurance
  • 401(k)
  • Equity
  • Remote-friendly culture focused on outcomes and flexibility
  • Growth-focused environment with real ownership from Day 1

This is not a “watch the dashboard and forward emails” job. It’s run-the-market, solve-the-problem, keep-the-train-moving work. If that energizes you, this is a strong fit.

Happy Hunting,
~Two Chicks…

APPLY HERE