Lead Engineer

Beacon Software

. Own the technology for 99Pledges as its only engineer .

Posted 9/15/2026full-timeCanadaSeniorWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in managing end-to-end technology solutions, including payment integrations and AI feature deployment, while ensuring robust engineering practices and documentation. Capable of leading system design, deployment, and incident response as the sole engineer.

Highest-signal resume keywords

PostgreSQL Database ManagementPayment Integration ExperienceRuby on Rails DevelopmentAI Feature DeploymentTrunk-Based Development

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

PostgreSQLRuby on Rails 7Ruby 3.1HAMLSCSSBootstrapJQueryDelayed JobFraud DetectionAutomated Testing

Soft Skills

Clear Writing Skills

Tools & Technologies

BraintreePayPalDwollaStripeHerokuAWS S3RedisPostmarkHoneybadgerNew Relic

Industry Keywords

Payment Provider ReconciliationIncident ResponseCost-Saving OpportunitiesWebhooksSynthetic Data Staging

Tech Stack

Tools & technologies

AWSBootstrapCloudHerokujQueryPostgresRedisRubyRuby on RailsSCSS

About the role

Key responsibilities & impact

Own the technology for 99Pledges as its only engineer
Set the product and engineering roadmap with the GM, product team, and customers
Manage donations, automatic payouts, payment-provider reconciliation, retries, idempotency, webhooks, and provider degradation
Move AI features from planning to production using evaluations, guardrails, and tenant-safe tool use
Use coding agents as part of day-to-day work
Improve engineering foundations with trunk-based development, CI, synthetic-data staging, feature flags, test coverage, and reliable deployments
Document the codebase, tests, and processes for future engineers
Handle fraud detection, device fingerprinting, and abuse prevention
Monitor cloud and vendor spending and identify cost-saving opportunities
Work directly with operators, school administrators, and partners
Own alerting, uptime, incident response, and post-incident follow-up, including weekend incidents during scheduled fundraising campaigns

Requirements

What you’ll need

Senior generalist able to work across web, data, infrastructure, and AI and learn unfamiliar stacks quickly
Production experience handling money, including payment integrations, payouts, reconciliation, or fraud work
Experience as the only engineer or clear technical owner of a system, including design, build, deployment, on-call, and customer support during incidents
Deep PostgreSQL knowledge, including modeling, querying, tuning production databases, and performing large-table migrations without downtime
Experience shipping LLM features to production, including retrieval, tool use, evaluations, and guardrails
Track record of improving engineering processes, including trunk-based development, automated testing, and environment discipline
Judgment about technical debt and its business impact
Clear writing skills
Experience with Ruby on Rails 7 and Ruby 3.1
Experience with PostgreSQL, HAML, SCSS, Bootstrap, jQuery, Delayed Job, Braintree, PayPal, Dwolla, Stripe, Heroku, AWS S3, Redis, Postmark, Honeybadger, New Relic, Datadog, and PostHog

Benefits

Comp & perks

Direct, visible impact on the product and the people who depend on it
Small team environment
Work on software helping organizations raise money for causes
AI-assisted hiring process used for screening and organizing applications, with human-made hiring decisions