Senior Software Engineer, AI

Senior Software Engineer

Tilt (check us out here) is looking for a Senior Software Engineer to join our Leave Experience team and own the delivery and evolution of AI-powered capabilities that will shape the future of how Tilt delivers value. In this role, you will lead the design and delivery of complex, high-impact features, integrate AI/ML solutions to improve customer and internal experiences, and mentor teammates to raise the bar across engineering. This position is a full-time role reporting to our Engineering Manager.

Responsibilities

• Lead the delivery of complex, high-impact features and projects from design through production deployment, ensuring scalability, maintainability, and performance Architect and implement AI/ML-driven platform capabilities such as retrieval-augmented generation (RAG), intelligent automation, and natural language processing that enhance our product and can be reused across multiple features Partner with Product, Design, and Data teams to identify AI opportunities, scope experiments, and ship MVPs quickly, using data to drive iteration and refinement
• Design and implement safe and responsible AI workflows, including bias mitigation, human-in-the-loop review processes, and compliance guardrails for sensitive HR and legal contexts
• Own and evolve AI-enabled product components, designing scalable architectures, orchestration pipelines (e.g., MCP-style tool use), and data integration patterns that set the technical direction for your domain
• Improve system reliability and maintainability by proactively addressing technical debt and driving automation in development and operational workflows
• Build and maintain AI service observability from latency monitoring to model quality evaluation ensuring production AI features are reliable, explainable, and measurable
• Actively engage in product and engineering discussions, bringing AI-informed insights to influence roadmap and prioritization
• Write maintainable, well-documented code and conduct high-quality code reviews that focus on knowledge sharing, performance, and security
• Mentor and coach engineers across the team, fostering growth in AI literacy, technical decision-making, and architectural thinking
• Identify and communicate risks, architectural concerns, and tradeoffs early, collaborating with leadership to implement solutions
• Participate in our on-call rotation to help manage engineering escalations and ensure system reliability

You're a Great Fit If

• You have led end-to-end delivery of complex features in production SaaS environments, including AI/ML integrations that shipped to real customers from model/API selection to orchestration, deployment, and monitoring
• You can architect systems that integrate AI responsibly, from model selection and API integration to deployment and monitoring
• You are fluent in retrieval-augmented generation (RAG) pipelines, multi-step reasoning/orchestration frameworks, and integrating enterprise data sources (e.g., Snowflake, Sigma) with hosted model services (e.g., AWS Bedrock).
• You work autonomously, making thoughtful tradeoffs between speed and quality, and deliver projects on time with minimal oversight
• You thrive in ambiguous environments, proactively identifying opportunities for technical and AI-driven innovation
• You have strong mentorship skills and take pride in raising the technical bar for the team
• You can evaluate, integrate, and extend third-party AI tools as well as work with in-house ML models, balancing build-vs-buy decisions, to accelerate delivery without sacrificing quality or control
• You bring high levels of empathy to your work, mentoring and collaborating with teammates thoughtfully while connecting deeply with Tilt’s mission
• You are fearlessly flexible and curious and you thrive in an environment where we don’t have all the answers
• You have experience working in startups and/or B2B SaaS environments
• You thrive in ambiguous environments where AI technology and product requirements evolve quickly, and you have a track record of turning early prototypes into durable, scalable systems

Virtues/Competencies

• Health & Family First
• You balance work and personal life effectively
• You get things done at a pace consistent with the business needs
• You show up and are reliable
• You encourage others to put their health and family first
• Autonomy + Team. Always
• You are highly organized and can manage multiple priorities and deadlines at once
• You are focused on scale and building - you understand that pace is equally as important as quality
• Be Curious
• When you don’t have all of the answers, you dig in and ask questions
• You don’t let negative assumptions drive your actions and instead assume positive intent and find truth
• You are intentional in discovering the paths of self development Tilt has to offer and seek out opportunities to engage in professional growth
• Love Our Customers
• You show empathy and compassion; you strive to meet people where they are to offer maximum support
• Fearlessly Flexible
• You go with the flow and deal with (lots) of ambiguity
• You’re not afraid to work without clear direction

Total Compensation

The projected annual salary range is $165,000 - $175,000 USD plus stock options (ISOs), because we believe everyone should have some stake in our business. We are people-first and this ain’t some PR jazz, we truly give a damn about our peeps!

Additional Benefits Include

• Comprehensive medical, dental, and vision benefits paid at 100% for all employees and 50% for dependents.
• 401k + match (100% match on the first 3%, 50% match on the next 2%)
• $100 monthly to spend on “What Matters Most”
• Responsible Time Off - take what you need, when you need it!

More about our amazing Perks and Benefits can be found here!

More about Tilt

Tilt’s mission is big: make leave not suck. We are building a product that makes it easy for people to switch between work and life. If you join us, you’ll be part of a fearless band of humans helping employers balance empathy with economics. We’re changing the status quo and it’s hard. You should know that now. You should also know that joining Tilt means the opportunity to be a change-maker. We’re thinkers, doers, revolutionaries, dreamers, get shit done-ers, and bold enough to tackle a really complex space.

Remote Work & Flexibility

We are a fully remote company. We are committed to being fearlessly flexible and ensuring that all employees are set up and have the autonomy to do their best work, as well as have the balance to care for their health, family and life outside of work. Overall, we trust our team and are focused on outcomes not outputs.

Equal Opportunity Employer

We celebrate and support our differences. We believe in the power of equality which is why we are an equal opportunity employer. Employment at Tilt is based solely on a person’s merit and qualifications related to their professional competence. Tilt does not discriminate against any employee or applicant because of race, color, creed, religion, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy, or any other basis protected by law. We comply with all applicable national, state, and local laws pertaining to nondiscrimination and equal opportunity.

You must be authorized to work in the US.