Top Tech Jobs & Startup Jobs in Denver & Boulder, CO

Manage retirement plan conversions by validating asset allocations, reconciling trust and legacy provider data, configuring participant loan records, and ensuring accurate uploads before plan activation. Resolve discrepancies, protect historical data integrity, and collaborate with onboarding, compliance, reconciliations, and client success teams. The role also contributes to automation and tooling improvements while managing competing priorities in a high-volume, deadline-driven environment.

Own and improve Benefits Labs, an AI-powered system for intake, pilot governance, execution, measurement, evidence synthesis, and leadership recommendations. Build agents, automations, and workflows that scale operational change with minimal manual effort. Define success metrics, improve pilot quality, solve systemic process issues, coordinate cross-functional teams, influence decisions through data-driven narratives, coach Pilot Leads, and shape the future operating model for Benefits Labs.

Manage end-to-end onboarding for Gusto 401(k) plans (new setups and conversions). Serve as primary contact for sponsors/admins, drive tasks to activation and first contribution, coordinate cross-functionally, ensure data accuracy and compliance, monitor performance metrics, and use AI tools to improve workflows.

Drive expansion revenue within existing customers through high‑velocity outbound and inbound outreach. Make ~60 dials daily, hold consultative calls to uncover upsell/cross-sell opportunities, update Salesforce, hit monthly ARR quota, and use AI-powered workflows to optimize selling and feedback to product teams.

Serve as a trusted HR advisor handling complex employee relations matters: investigations, conflict resolution, performance management, documentation, and risk assessment. Coach managers, partner with Legal and People teams, surface systemic risks, and use data-driven insights to improve fairness and organizational outcomes.

Lead paid social and emerging channel strategy and execution, managing multi-million dollar budgets and full-funnel campaigns. Design and run experiments, own creative testing and AI-powered workflows, partner cross-functionally on landing pages and launches, and measure paid acquisition impact on pipeline and revenue.

Lead end-to-end UX for Gusto Payroll, define long-term vision, drive AI and automation initiatives, partner cross-functionally, mentor designers, and scale design systems to simplify complex payroll workflows.

Lead and deliver vulnerability management and security operations programs across security, AIT, R&D, infrastructure, and GRC. Define strategy, run prioritization, expand detection and remediation coverage, build AI-driven security workflows and dashboards, manage vendors, budgets, audits, and stakeholder communications to harden the SDLC and scale security for an AI-native company.

Lead product design for Gusto Retirement: define strategy, prototype and ship high-trust, regulated financial experiences, partner with Product/Engineering/Data, use AI-accelerated workflows, evolve design systems, and mentor designers to improve adoption, retention, and cross-product cohesion.

Design, build, and ship production LLM-powered features for Gusto Retirement. Implement and integrate LLMs (RAG, agents, prompting, tool loops), make pragmatic architecture decisions, collaborate with product, design, and engineering, write reliable well-tested code, and drive end-to-end execution and iteration.