About the Role
GigSafe is looking to hire an AI Automation & Business Systems Analyst to help us build the automation, data, and integration infrastructure that powers our fast-scaling insurtech platform.
This is a hybrid role spanning business analysis, automation engineering, AI-driven workflows, and cross-team systems support. You’ll work closely with operations, engineering, product, and leadership to streamline processes, eliminate manual tasks, and improve the quality and reliability of how our internal systems run.
If you’re excited by the idea of owning automation end-to-end, solving operational pain points, and building systems that help us scale, we’d love to meet you.
Location: San Francisco, CA (On-Site Preferred) — Remote Optional
Salary Range: $75,000 – $100,000
Other Compensation: Bonus + Equity
Focus Areas: Automation • Python/SQL • AI Workflows • System Integrations • Reporting • Insurtech/Fintech
To Apply: Send an email to [email protected] that includes a video outlining: (1) a short snapshot of you, (2) your understanding of our values, (3) why you want to work at GigSafe, and (4) a short screenshare of a non-confidential AI workflow you have built.
What You’ll Work On
Business Analysis & Process Optimization
- Map and analyze workflows across claims, billing, payroll connectivity, and internal operations.
- Identify inefficiencies and design automation-first solutions.
- Translate operational challenges into actionable technical requirements.
Automation & Integration Engineering
- Build and deploy multi-step automations using tools like Zapier, Make, n8n, Workato, UiPath, or Prefect.
- Write Python and SQL scripts to automate data flow, reporting, and system interactions.
- Manage and maintain API integrations (REST, GraphQL, etc.) for internal tooling use cases.
- Implement AI-powered workflows using LLMs such as ChatGPT, Claude, and others.
Reporting & Internal Tooling
- Build dashboards and reporting systems that give real-time visibility into business and operational performance.
- Analyze automation impact, monitor performance, and present time-savings and operational improvements.
- Document workflows, integrations, and internal processes with clarity and detail.
Cross-Team Collaboration
- Partner across the company to deliver automation projects end-to-end.
- Lead onboarding, training, and adoption for new tools and systems.
- Continuously iterate on automations as the business grows and requirements evolve.
You’re a Strong Fit If You Have
- 2+ years of hands-on experience in automation, systems integration, business intelligence, or a related technical field.
- Solid skills in Python and SQL, with comfort writing production-level code.
- Experience building automations with platforms like Make, Zapier, n8n, Workato, or UiPath.
- Strong experience working with API integrations and system-to-system data flow.
- Familiarity with LLM-based automations or AI-driven workflows.
- Excellent communication skills and the ability to translate complex technical ideas for non-technical teammates.
- A history of improving efficiency and reliability across internal processes.
Nice-to-Have Experience
- Insurtech, insurance operations, payroll or fintech experience.
- Early-stage startup experience.
- Exposure to RPA or intelligent process automation frameworks.
- Experience building dashboards or automated reporting systems.
GigSafe Values
We hire, work, and make decisions based on our values. You’ll thrive here if these resonate with you:
- Do Right by Customers
- Find Ground Truth
- Give a Sh*t
- Build Through It
Top Skills
What We Do
GigSafe gives companies the tools they need to onboard, pay, and stay on top of compliance for their independent contractor (IC) network—all in one place. We work with gig platforms, delivery services, home-service companies, staffing groups, dispatch operations, and any business that depends on a distributed 1099 workforce.
Most teams today are stuck juggling a mess of systems: one tool for onboarding, another for compliance, another for payments, another for insurance—and endless spreadsheets in between. It’s slow, manual, and easy for things to fall through the cracks. Contractors feel it too: confusing requirements, repeated paperwork, and delays that keep them from getting to work.
GigSafe brings everything together in one simple platform. We automate onboarding, collect and verify documents, keep an eye on ongoing compliance, and sync data wherever it needs to go. We also streamline payments and consolidate reporting so companies always know exactly where things stand with every contractor.
Insurance is part of the picture, but it isn’t the whole story. Our platform helps companies track coverage, manage certificates, and meet requirements automatically—without chasing paperwork or relying on manual checks. For contractors, that means a cleaner, clearer experience that gets them up and running faster.
Our goal is to make it easier for companies and contractors to work together. By removing busywork and operational friction, we help teams move faster, stay compliant, and operate with confidence—all while giving contractors a more modern and transparent experience.
In short: GigSafe gives companies one place to manage onboarding, compliance, payments, insurance, and day-to-day operations for their entire IC network.
Why Work With Us
GigSafe is a small, fast-moving team building tools that make work easier for companies and the contractors they rely on. We live our values—do right by customers, find ground truth, give a shit, build through it—and we want people who care, take ownership, and want to make an immediate impact.
