VP of Engineering

Crunchafi

Job Title:  VP of Engineering  

Reports to: Chief Technology Officer   

Type:  Full time, salaried  

Location:  Remote; with occasional travel requirements to Milwaukee, WI 

About Crunchafi  

Crunchafi (formerly LeaseCrunch) is revolutionizing the world of accounting with easy-to-use, cloud-based solutions designed to simplify complex financial data management. Our products empower CPA firms and financial professionals by streamlining lease accounting, data extraction, and cash flow forecasting, helping them deliver strategic value faster and more efficiently. Trusted by over 750 firms and more than 27,000 companies, Crunchafi combines cutting-edge technology with expert support to power the future of accounting.  

Our Team  

Crunchafi is made up of passionate, forward-thinking professionals committed to transforming the accounting industry. Our team is dedicated to providing innovative solutions that simplify accounting processes and provide actionable financial insights. We value collaboration, creativity, humor, and a shared vision of improving the accounting profession through technology.  

Why Join Us?  

We are looking for talented individuals to join our growing team and contribute to our mission of empowering CPA firms and financial professionals. At Crunchafi, you’ll be part of a dynamic, collaborative environment where your ideas are valued, and your growth is supported. We offer a rewarding work/life balance, opportunities for professional development, and a chance to make a real impact in the world of accounting.  

About This Role 

Crunchafi is seeking a VP of Engineering to lead and scale our engineering organization through its next phase of growth. This is an executive-level role that sets the technical vision, shapes our AI-first engineering culture, and is accountable for the architecture, reliability, and velocity of our platform. The ideal candidate is a proven engineering leader who has built and scaled high-performing teams in a SaaS environment — someone who codes with conviction, leads with clarity, and sees AI not as a bolt-on feature but as the default starting point for every engineering decision. 

You will partner closely with the CTO and cross-functional leadership to define how we build, what we build on, and how AI accelerates both. For us, AI-first means our engineers build with agentic tools, design systems around AI agents, and treat autonomous AI workflows as a standard architectural pattern — not an advanced topic. 

Responsibilities 

• Own and evolve the engineering organization — hiring, structure, culture, and career development across all engineering functions 

• Define and execute a technology strategy centered on AI-first product development, Azure PaaS, and modern .NET architecture 

• Champion the adoption of agentic AI across both the product and engineering workflow — including Azure OpenAI Service, Semantic Kernel, and tools like Claude Code and OpenAI Codex that allow engineers to build software, not just autocomplete it 

• Lead architectural decision-making across the full stack: C# .NET Core APIs, Azure PaaS services, and modern web frontends 

• Establish and enforce engineering standards: code quality, CI/CD, security, observability, and reliability practices 

• Drive the roadmap for platform scalability and cloud cost efficiency on Azure, leveraging App Services, Azure SQL, Service Bus, Azure Functions, and related PaaS offerings 

• Collaborate with Product and Design to translate business strategy into technical execution, maintaining alignment without sacrificing engineering rigor 

• Evaluate and adopt emerging technologies and frameworks — particularly in the AI/ML space — to keep the platform competitive and ahead of the market 

• Represent engineering at the executive level; communicate technical strategy, risk, and investment tradeoffs clearly to non-technical stakeholders 

• Foster a culture of continuous improvement, blameless learning, and measurable outcomes 

Required Qualifications 

• 10+ years of professional software engineering experience, with at least 4+ years in a senior engineering leadership role (Director, VP, or equivalent) 

• Deep, hands-on background in C# and the .NET ecosystem (.NET 6+, ASP.NET Core, Entity Framework Core) 

• Proven experience designing and scaling enterprise SaaS applications on Microsoft Azure PaaS (App Services, Azure SQL, Service Bus, Azure Functions, Key Vault, API Management, etc.) 

• Demonstrated track record of embedding AI into products and engineering workflows — including agentic AI systems, LLM orchestration, and hands-on use of tools like Claude Code or OpenAI Codex to build software at speed 

• Strong architectural instincts across distributed systems, event-driven architecture, and microservices 

• Experience building, mentoring, and retaining high-performing engineering teams in a remote-first environment 

• Excellent communication skills with the ability to translate technical complexity into business outcomes 

Preferred Qualifications 

• Bachelor's degree in Computer Science, Software Engineering, or a related field 

• Experience in accounting, financial services, or B2B SaaS 

• Familiarity with modern frontend frameworks and the ability to make informed architectural decisions across diverse UI stacks 

• Hands-on experience with Azure DevOps, Docker, and observability tooling (App Insights, Seq, Sonar) 

• Azure certifications (AZ-204, AZ-305, or equivalent) are a plus 

• Background in responsible AI practices, AI governance, or compliance-aware AI implementation 

Our Values 

• Be Human, Be Real — We bring authenticity to everything we do 

• Integrity — We do the right thing, even when no one is watching 

• Excellence — We hold ourselves to the highest standard 

• Self-Motivation — We take ownership and drive results 

• Curiosity — We ask questions and seek better ways 

• Collaboration — We win as a team 

Benefits   

• Competitive salary 

• Health, dental, and vision plans  

• 401(k) Retirement savings plan for US-based employees 

• 100% remote work environment, with occasional travel for in-person company and/or team meetings 

• Unlimited PTO 

• Significant professional development growth opportunities  

• Dynamic and inclusive company culture with real commitment to our values