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Job Overview
Location
Remote
Job Type
Full-time
Category
Operations
Date Posted
October 30, 2025
Full Job Description
đź“‹ Description
- • Own the end-to-end architecture, roadmap, and daily health of Customer.io’s revenue-critical systems—subscription management, usage metering, billing, invoicing, payments, revenue recognition, and the data pipelines that feed every financial report.
- • Partner with Finance, Sales, Customer Success, and Engineering to translate complex pricing models (usage-based tiers, add-ons, overages, discounts, multi-year contracts) into scalable, auditable system logic that can be deployed without downtime or manual work-arounds.
- • Lead a cross-functional pod of engineers, analysts, and revenue operations specialists; set sprint goals, run retros, and unblock technical debt so the team ships reliable, well-tested features every two weeks.
- • Design and enforce data-quality guardrails that guarantee 99.9 % accuracy for invoices, revenue schedules, and SaaS metrics (ARR, NRR, churn, LTV); surface anomalies in real time and own the root-cause analysis when something drifts.
- • Build integrations between our billing engine (Stripe, NetSuite, Salesforce CPQ, ChartMogul, and home-grown entitlement service) so new products can be priced, packaged, and launched in days—not months.
- • Create self-service dashboards and alerts that give Finance instant visibility into deferred revenue, unbilled receivables, and cash flow forecasts; eliminate the month-end scramble for spreadsheets.
- • Champion privacy, security, and compliance (SOC 2, GAAP, ASC 606) by embedding controls into code reviews, automated tests, and quarterly penetration tests.
- • Run A/B experiments on pricing pages, checkout flows, and dunning sequences; translate results into system changes that lift conversion rates and reduce involuntary churn.
- • Serve as the escalation point for billing-related support tickets; partner with Customer Success to craft clear, empathetic explanations that turn frustrated customers into promoters.
- • Mentor junior engineers and RevOps analysts; establish documentation standards, brown-bag sessions, and career ladders so the team grows faster than the business.
- • Evaluate new tools and vendors (usage-based billing platforms, payment gateways, revenue recognition engines) and present ROI analyses to the executive team.
- • Maintain a 24/7 on-call rotation with follow-the-sun coverage; own incident response, post-mortems, and long-term fixes that prevent repeat outages.
- • Translate regulatory changes (global tax rates, PSD2, India e-invoicing) into system requirements and deployment timelines that keep us compliant without slowing releases.
- • Present quarterly business reviews to the CFO and CEO, translating technical milestones into revenue impact, cost savings, and risk reduction.
- • Foster a remote-first culture that values asynchronous communication, written proposals, and inclusive decision-making across time zones from Tokyo to São Paulo.
🎯 Requirements
- • 5+ years designing, building, and operating SaaS billing or revenue systems at scale (Stripe Billing, Zuora, Chargebee, or equivalent)
- • Deep fluency in SQL, REST APIs, and at least one backend language (Ruby, Go, Python, or Node) with a track record of shipping production-grade code
- • Proven ability to model complex pricing schemes and revenue recognition rules under ASC 606 / IFRS 15
- • Experience integrating ERP, CRM, and subscription data sources into a single source of truth
- • Nice-to-have: Certified NetSuite Administrator, Stripe Revenue Recognition, or dbt Analytics Engineering certification
🏖️ Benefits
- • Fully remote, async culture with flexible working hours and a $2,000 home-office stipend
- • 20 days PTO plus local holidays, a 4-week paid sabbatical after 4 years, and a $1,000 annual travel credit
- • 100 % employer-paid medical, dental, and vision insurance for you and 75 % for dependents
- • 12 weeks fully paid parental leave for all parents, plus gradual return-to-work schedule at full pay
Skills & Technologies
Remote
About Peaberry Software Inc.
Peaberry Software Inc. operates as Customer.io, a messaging platform that enables SaaS and e-commerce businesses to send targeted emails, SMS, push, and in-app messages based on real-time customer data. Founded in 2012 and headquartered in New York, the company provides APIs, visual workflow builders, and segmentation tools to automate lifecycle campaigns without heavy engineering. It serves venture-backed startups and public companies seeking to increase activation, retention, and revenue through behavior-driven communication.
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