VP of Engineering (AI Agents & NLP)

About Us

We’re Red Sky — a venture-backed startup studio supported by Tar Heel Capital Pathfinder. For nearly 20 years, we've specialized in launching and scaling digital products through a proven #VentureBuilding model. Our portfolio spans multiple industries, and we work closely with ambitious founders to build innovative, tech-driven ventures.

Our latest product, TenderPro, is transforming how SMBs and enterprises engage with public procurement. By leveraging AI and NLP, we automate the analysis, matching, and interpretation of tenders, enabling companies to win more contracts with less effort.

Your Role

As VP of Engineering, you’ll play a pivotal leadership role in building and scaling TenderPro’s technology from MVP to a mature SaaS platform. You will own the technical vision, build and lead the engineering team, and ensure our AI systems are performant, secure, and scalable. You’ll work hand-in-hand with product, design, and the founding team to shape strategy and delivery.

This is a rare opportunity to take full ownership of engineering in a venture-backed startup with product-market potential and cutting-edge AI tech.

What You'll Do

• Define and own the technical architecture and roadmap for TenderPro (backend, AI, infrastructure),

• Lead and grow the engineering team (currently early-stage) — from hiring to mentoring,

• Oversee AI strategy and implementation, legal NLP, and RAG-based systems,

• Ensure high-quality software development practices, CI/CD, and system observability,

• Collaborate cross-functionally with product, design, and stakeholders to align business and technical goals,

• Make key build vs. buy decisions and manage integrations (e.g., vector DBs, LLM APIs, Supabase),

• Maintain robust standards around security, scalability, and data privacy, which are critical in B2B SaaS,

• Translate customer feedback into continuous product and platform improvements.

What We’re Looking For

• 5+ years of software engineering experience, including 2+ years in leadership roles (Tech Lead, Head of Engineering, or similar),

• Strong experience with Python and backend systems deployed to production

• Openness to no-code/low-code solutions for rapid prototyping and delivery.

• Proven track record of delivering non trivial, Agentic solution in real-world applications

• Experienced in Context Engineering and newest trends in that domain

• Experience in architectural decision-making and scaling AI platforms in a B2B context,

• Strong communication, prioritization, and stakeholder management skills,

• Fluent in Polish and English.

Nice to Have

• Background in public procurement, compliance tech, or B2B enterprise software,

• Experience in early-stage startups or venture studios,

• Familiarity with no-code/low-code platforms (e.g., n8n), and full-stack collaboration (React).

What You’ll Get

• Competitive compensation: 22 000–32 000 PLN net/month (B2B),

• Full remote flexibility with the option to work in-person with the core team in Poland,

• High ownership and influence — your decisions will define the product and culture,

• A fast-moving, founder-driven environment with minimal bureaucracy and strong VC support,

• Opportunity to build a category-defining product in a high-impact space.

Embark on an exciting journey with our forward-thinking Red Sky startup studio, boasting almost 20 years of experience in IT and product innovation. As a vital strategic partner to a prominent Tar Heel Capital Pathfinder, venture capital fund, we excel in a distinctive venture building model, skillfully merging the agility of a startup studio with the robust backing of venture capital. Our methodology is grounded in the #VentureBuilding approach, utilizing the expertise of seasoned professionals to develop cutting-edge IT solutions and support burgeoning startups across various sectors.