Product Manager

GigSafe is a contractor management platform built for gig and last-mile delivery operations. The platform manages the full independent contractor lifecycle, including onboarding, background checks, insurance verification, credential monitoring, and training, through a single system that integrates with dispatch and fleet management tools.

We are building infrastructure for the future of 1099 work: helping companies manage, pay, and stay compliant with independent contractors, simplifying complex operational workflows that historically slow businesses down. As we continue to grow, we are expanding our product team with experienced builders who thrive at the intersection of complex, regulated workflows and clean product experiences. For more information, visit gigsafe.com.

We're hiring a Product Manager to join our Product team and own a set of initiatives across the GigSafe platform. Depending on what the business needs, that could be contractor onboarding and compliance one quarter, and a new dispatch integration or customer-specific workflow the next. You'll work directly with engineering, design, operations and our customers to take problems from discovery to shipped.

This is a high-ownership role on a small team. You won't be handed a polished roadmap; you'll help build it. You'll talk to customers, write the specs, make the tradeoff calls between speed and accuracy, and stay with the work through launch and iteration.

We work AI-first. You'll use AI tools to run discovery, synthesize customer feedback, draft specs and build clickable prototypes before engineering writes any code. We want someone who already works this way, or is eager to, and who uses these tools to move faster without lowering the bar on judgment and detail.

This is an individual contributor role reporting to the Head of Product. If you've done well at a startup, pick up new domains quickly, and like turning messy operational workflows into clean product, we'd like to talk to you.

• Take ownership of key initiatives tied to our quarterly goals, and carry each one from discovery through delivery and iteration.

• Write clear specs and prototypes with AI tools, partner with engineering and design to scope them, and ship in small, frequent releases.

• Work with integration partners and vendors (background check, insurance, dispatch and fleet tools) to evaluate and scope integrations.

• Turn messy, compliance-heavy workflows (DOT requirements, insurance verification, background checks) into simple experiences that admins and contractors can trust.

• Define success metrics for each initiative, make sure they're measured from launch, and use the results to decide what to do next.

• Serve as the internal expert on what we're building: partner with ops and customer success on pilots, rollouts and adoption, and train customer success on new features so they understand what's shipping and can support customers with confidence.

• 3+ years of product management experience, with at least one role as a PM or Senior PM at a startup or high-growth company.

• Hands-on experience shipping product in a complex, operationally intensive or highly regulated domain, with the attention to detail that compliance-sensitive requirements demand.

• Focus on solving problems over shipping features: you measure success by the outcomes and value delivered, not by the number of features released.

• Strategic and creative thinking: you explore unconventional approaches, look past the obvious option, and make sound decisions with incomplete information.

• Holistic, long-term thinking: you see how the parts of the product connect, and build scalable solutions that fix root causes instead of patching symptoms.

• A technology-driven mindset: you understand technology well enough to shape solutions and make informed decisions, and you stay curious about emerging technologies and how they can create value for our product and users.

• Demonstrated ability to own several initiatives end-to-end at once: writing specs, managing a backlog, and shipping without heavy process overhead.

• Strong written and verbal communication skills, with the ability to translate technical complexity for non-technical audiences.

• Experience building or scaling products in the gig economy, contractor management, workforce, or logistics tech space.

• Familiarity with 1099 contractor compliance or related regulatory environments.

• Prior experience working directly with external partners, vendors, or carriers relevant to your product area.

• Austin-based or willing to relocate

• Equity: Stock options giving employees a meaningful stake in GigSafe's growth

• Unlimited PTO: Flexible time off plus paid company holidays

• Health, Dental & Vision: Comprehensive medical, dental, and vision coverage for employees and dependents

• Competitive Compensation: Competitive base salary with opportunities for performance-based bonuses

• 401(k): Retirement savings plan

• Parental Leave: Paid leave for all new parents