About The Position

We're hiring an Enterprise Billing & Collections Operations Specialist to own our accounts receivable and billing operations end-to-end. This is a hands-on, execution-focused role — not a strategy role. You'll be coming into a company mid-transition, with real work to do from day one, and you'll have the ownership and access to do it. You'll work directly with our GM and revenue team to clean up and systematize our billing and collections function, transition customers to modern payment workflows, and build the operational infrastructure that keeps AR healthy on an ongoing basis. If you're someone who gets energized by bringing order to a messy system, knows AR and billing operations cold, and wants to own something real at a growing SaaS company — this is the role.

Requirements

  • 5–7 years in AR, billing operations, or collections within a B2B SaaS or subscription business
  • You've run collections processes before — written escalation sequences, managed agency handoffs, and owned AR outcomes directly
  • Hands-on experience with Stripe, HubSpot, and Xero (or comparable accounting platform)
  • You've helped transition customers from manual invoicing to automated payment collection
  • Executor mindset: you assess, plan, communicate, and get to work without waiting for perfect conditions
  • Comfortable operating in a company mid-transition where not everything has a clear owner yet

Nice To Haves

  • Stripe (subscription billing, failed payment management, reconciliation)
  • HubSpot (CRM workflows, deal tracking, payment alerting)
  • Xero or comparable accounting platform
  • B2B SaaS or subscription billing environment
  • Collections operations including agency handoff processes
  • Experience at a company undergoing systems transition or post-acquisition integration

Responsibilities

  • Collections Operations: Build and run a structured collections process — escalation sequences, outreach cadences, ownership assignment, and clear criteria for agency handoff. Work through aged receivables that have been sitting without ownership and make meaningful progress.
  • Billing Hygiene: Establish the ongoing practices that prevent future AR problems: accurate invoicing, standardized payment terms, clear ownership, and proactive alerting when something goes wrong.
  • Payment Modernization: Lead the transition of eligible customers from net-30/60 invoice terms to monthly auto-charge via Stripe, managing customer communication and contractual exceptions along the way.
  • Systems Operations: Own the workflows across our billing and finance stack — Stripe for payment processing, HubSpot for customer and deal tracking, Xero for accounting — and flag when the data doesn't add up.
  • Cash Flow Visibility: As AR stabilizes, help establish the reporting that supports reliable cash flow forecasting for leadership.

Benefits

  • Fully remote, open to candidates anywhere in the United States or Canada
  • Direct access to leadership and real ownership over how this function is built
  • Permanent role with long-term, stable backing — we're building for durability, not a quick exit
  • Competitive compensation; medical, dental, and vision; 401(k); generous PTO

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What This Job Offers

Job Type

Full-time

Career Level

Mid Level

Education Level

No Education Listed

Number of Employees

1-10 employees

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