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Staff Software Engineer (Technical Lead - Planning)

ChartHop Corporation

Job Overview

Location

New York

Job Type

Full-time

Full Job Description

📋 Description

• Own the technical future of ChartHop’s Planning product, the engine that lets 1Password, Zapier, and Headspace model headcount, budgets, and org changes across thousands of employees and dozens of scenarios in real time.
• Lead architecture and delivery for a domain that sits at the intersection of HR, finance, and strategy—where every millisecond of latency and every rounding error is felt by C-suite users making million-dollar decisions.
• Modernize a Ruby- and Kotlin-heavy monolith that has grown with the company since Series A, incrementally extracting services, tightening data models, and introducing event-driven patterns that keep the platform stable as customer data volume 10×’s.
• Translate sprawling product requirements (“let users clone last year’s plan, adjust for inflation, and see live cost impact”) into crisp technical specs, Jira epics, and weekly sprint goals your two senior engineers can execute against with confidence.
• Pair weekly with Ian White (CEO/CTO) to align long-term bets—e.g., moving scenario storage from MongoDB aggregates to a columnar store—while still shipping customer-visible improvements every two weeks.
• Instrument everything: add tracing, latency budgets, and SLOs so that when Sweetgreen loads a 5 000-employee re-org plan at 8 a.m. ET, page load stays under two seconds and the on-call rotation stays quiet.
• Champion incremental refactors over big-bang rewrites; you’ll delete more code than you write by collapsing five slightly different permission checks into one policy service, or replacing a 600-line React class with hooks and suspense.
• Be the voice of scalability in every product review, translating “simple” feature requests into questions like “What happens when the org tree is 12 levels deep?” or “How do we keep diffs under 100 ms when the diff itself is 50 MB?”
• Run blameless post-mortems for the handful of P1 incidents that do occur, turning each into concrete runbooks, dashboards, and code changes that prevent repeats.
• Mentor senior engineers through pairing, architecture reviews, and career-growth plans; expect to grow one of them into the next staff engineer within 18 months.
• Collaborate with Product, Design, and Data Science to launch net-new workflows—e.g., AI-assisted headcount recommendations—while ensuring backward compatibility for existing API consumers.
• Contribute across the stack when needed: tweak a React table to virtualize 10 000 rows, optimize a Kotlin aggregation pipeline, or add a CloudFormation template for a new SQS queue.
• Balance speed and craft: ship a behind-the-scenes feature flag system in a week so the team can dark-launch a rewrite of the permissions engine without disrupting users.
• Evolve the Planning domain into a multi-tenant, self-service platform where enterprise admins can define their own KPIs and ChartHop computes them in near real time.
• Drive quarterly OKRs that tie engineering output to business outcomes—e.g., “Reduce scenario-save latency by 40 % to unlock upsell to customers with 20 k+ employees.”
• Work 100 % remote across US time zones, with core collaboration hours 11 a.m.–3 p.m. ET; protect deep-work blocks and default to async updates in Slack and Notion.

🎯 Requirements

• 7+ years shipping production backend systems at scale, ideally in JVM languages (Kotlin, Java) or Ruby, with evidence of incremental modernization in monoliths.
• Demonstrated ownership of a business-critical product area—performance, reliability, and scalability—where your decisions directly impacted revenue or user growth.
• Proven ability to translate ambiguous product requirements into executable technical plans and lead 2-5 engineers to deliver them on predictable timelines.
• Comfortable reasoning about distributed systems trade-offs (consistency vs. availability, batch vs. stream processing) and applying them pragmatically under resource constraints.
• Strong written and verbal communication skills; able to explain complex technical topics to HR leaders and finance analysts as clearly as to fellow engineers.

🏖️ Benefits

• 180 k–220 k base salary, plus annual bonus and meaningful equity in a late-stage Series C company backed by a16z.
• 100 % remote work with flexible hours, $1 000 home-office stipend, and quarterly in-person off-sites in destinations like Denver or Austin.
• 100 % employer-paid medical, dental, vision, life, LTD, and STD for you and 75 % for dependents; Spring Health, Headspace, and Calm memberships for mental wellness.
• Flexible PTO (minimum 15 days encouraged), 13 public holidays, 16-week gender-neutral parental leave, and a 4-week paid sabbatical after four years.

Skills & Technologies

TypeScript

Kotlin

React

Spring

Senior

Remote

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ChartHop Corporation

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About ChartHop Corporation

ChartHop is a workforce planning and people-analytics platform that centralizes HR, payroll, and organizational data into dynamic, visual org charts and dashboards. It aggregates information from HRIS, ATS, and other systems, enabling leaders to model headcount changes, compensation adjustments, diversity metrics, and scenario plans in real time. Interactive maps help teams collaborate on hiring, restructuring, and budgeting decisions while maintaining data security and audit trails. ChartHop serves mid-market to enterprise organizations seeking transparent, data-driven workforce management.

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