VP of Product Engineering (AI-Powered, B2B Enterprise SaaS)
United States
VP of Product Engineering (AI-Powered, B2B Enterprise SaaS)
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VP of Product Engineering (AI-Powered, B2B Enterprise SaaS)
Stealth B2B SaaS Startup | Remote-Friendly | Full-Time (Company name is hidden)
About the Role
We’re hiring a VP of Product Engineering to serve as the critical bridge between our CTO and our growing engineering, product, and project teams.
We’re a 28-person AI-powered B2B enterprise SaaS startup commercializing what came out of an industry-crafted and field-tested internal tool that helped scale one of America’s largest privately held companies within their industry. Now rebuilt from the ground up with a modern stack and bold vision, we’re poised to dominate a $30B industry projected to 6X in the next 5 years.
This role is not for everyone — it’s for a rare hybrid: someone who codes like a senior engineer, thinks like a product strategist, plans like a project manager, communicates like a founder, and mentors like a CTO.
You’ll essentially be a "CTO in training" and take ownership of what our CTO doesn’t — documentation, overseeing Jira and roadmap planning, cross-functional comms, developer growth, and AI integration vision. You’ll also be a key strategic thinker, helping transform architectural vision into executable roadmaps, while growing the systems and teams that scale us into a billion-dollar SaaS company.
What You’ll Do
- Translate CTO-level technical architecture into clear, structured documentation for project and product teams
- Own and drive strategic planning meetings with leadership
- Design and implement cross-functional communication flows to bridge engineering and business
- Own end-to-end execution of features from spec through deploy using our stack: React, React Native, TypeScript, C#, Azure, MS SQL, Redux, SignalR, etc.
- Collaborate on architectural decisions and uphold technical excellence across the board
- Develop frameworks and best practices for system reliability, performance, and scalability
- Build and manage detailed, strategic Jira workflows that align roadmap to reality
- Partner with our Senior Product Manager to scope milestones, prioritize features, and ruthlessly eliminate scope creep
- Interface with QA and TestRail for defect tracking and release QA
AI Ownership
- Define and integrate intelligent features using AI across support, analytics, and technician workflow
- Be the internal champion for AI-first product thinking — from fine-tuned models to practical implementation using tools like MindsDB, Azure AI, or custom LLM workflows
- Lead weekly developer 1:1s and sprint reviews with clarity and motivation
- Be a coach, not just a coder — helping developers mature, grow, and thrive
- Help recruit, hire, and mentor high-performing engineers
What We’re Looking For
Required
- 8+ years of full-stack development (React/TypeScript/C#/Azure)
- 5+ years managing or mentoring engineering teams
- Deep experience in Jira administration and strategic roadmap planning
- Proven track record translating complex system architecture into sprint-ready deliverables
- Strong communicator who thrives on ownership and autonomy
- Experience implementing AI/ML or integrating with AI systems (OpenAI, MindsDB, Azure AI, etc.)
Preferred
- Startup experience at Seed–Series B stage
- Prior work in FSM, ERP, CRM, or operations software
- Familiarity with mobile-first deployment and hybrid app architecture
- Strong product intuition and UI/UX empathy
- Experience with observability tools like Sentry, Application Insights
Why Join Us?
- Massive Market: The $30B+ industry is exploding.
- Field-Tested Platform: We’re not guessing. We’ve lived inside the trenches for 8 years inside an industry leader. This was born in the trenches and raised by industry veterans.
- AI-Native: From predictive actions to real-time analytics and support, we’re building the future, not retrofitting the past.
- Elite Team: You’ll work alongside battle-tested founders, top-tier PMs, and a CTO with rare technical depth.
- High Stakes, High Growth: You’ll be the bridge that holds the system together — and the person we can’t scale without.
- TypeScript
- Tailwind CSS
- React
- React Native
- C#
- MS SQL
- HTML
- SignalR
- Google Cloud
- Sentry
- Github
- Testrail
- Microsoft 365 (Email - we use Confluence for documents instead of Sharepoint)
- Slack
- App Store Connect
- Google Play Store
- Figma
- SignalWire
- Cloudflare
- Loom
- Application Insights
- Playwright
Apply If You…
- Lead with extreme ownership and can be trusted to make high-stakes decisions without micromanagement
- Thrive in ambiguity and take initiative to bring clarity, structure, and execution
- Are self-driven, disciplined, and willing to run through walls to get the right thing built
- Possess strategic foresight and can tie architecture and execution back to business value
- Believe every user interaction matters, and you build systems that reflect that
- See challenges as opportunities to fail fast, learn fast, and improve faster
- Genuinely care about the people and teams you serve — and embody our value: "We Serve People First, Always."
- Are committed to continuous improvement and relentless personal growth
Don’t Apply If You…
- Require excessive hand-holding, don’t take initiative, or need constant task assignment to stay productive
- Blame others when things go wrong instead of stepping in to solve the issue
- Avoid difficult conversations, feedback loops, or high standards of performance
- Aren’t excited about building something from the ground up with urgency and precision
- Want a relaxed job with minimal accountability — this is not that
- Aren’t passionate about using technology to serve real people and real problems
- Lack the resilience or adaptability to operate in a fast-changing, high-ownership environment
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Engineering and Information Technology
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