Director of AI & Systems Architecture

Mission of This Role

Your mission is to build practical AI and automation systems that improve how AllView operates. Not theoretically. Not eventually. Actually build them.

This role is not responsible for transforming every division at once. It is responsible for creating real leverage in the highest-value places first, then expanding from there.

What Success Looks Like

First 30 Days

• Learn the business, team structure, and core workflows
• Audit our current systems and identify integration points and gaps
• Work with Leadership Team to Identify the top 2–3 highest-leverage AI/automation opportunities
• Present a practical roadmap with priorities, sequencing, and expected impact

First 90 Days

• Deploy 1–2 meaningful internal systems or automations into production
• Create measurable operational impact in areas such as:
• Maintenance intake and triage automation
• Lease renewal workflow automation
• Internal SOP and knowledge assistant
• CRM and lead routing automation
• Establish a clear method for tracking time saved, response speed, and workflow improvement

First 12 Months

• Build a scalable internal AI/automation layer across key workflows
• Reduce meaningful administrative load across the business
• Improve speed, consistency, and visibility across multiple functions
• Establish the technical foundation for broader systems architecture and future product opportunities

Our Current Tech Stack

You will be working with and integrating across our existing systems. Familiarity with any of these is a plus. The ability to work around limitations (AppFolio's restricted API, for example) is a requirement.

• Google Workspace (G Suite)
• AppFolio (Property Management)
• Boom (Leasing)
• ShowMojo (Showing Scheduling)
• LeadSimple (CRM / Lead Management)
• DocuSign (Contracts and E-Signatures)
• Flipsnack (Digital Publications)
• Sendspark (Video Messaging)
• JotForm (Forms and Data Collection)
• Retently (NPS and Client Feedback)
• Trainual (SOPs and Training)
• Zapier (Current Automation Layer)
• RingCentral (Phone and Communications)
• Canva (Design)
• Mailchimp (Email Marketing)
• QuickBooks (Accounting)
• Time Doctor (Time Tracking)
• SkySlope (Transaction Management)

Our current automation layer is Zapier. We expect this person to evaluate whether we expand Zapier, migrate to a more powerful platform (such as Make or n8n), build custom integrations, or do a combination of all three. We have a bias toward moving fast with the right tools, not overbuilding for its own sake.

Core Responsibilities

• Design, build, and deploy internal AI and automation systems, hands-on
• Connect our existing systems into a cohesive operating environment
• Translate operational pain points into working technical solutions and ship them
• Work directly with the CEO to identify and eliminate the highest-impact bottlenecks
• Build responsibly with strong security, data protection, and system stability standards
• Evaluate and own build-vs-buy decisions: recommend when to integrate existing tools and when to build custom

Who You Are

Required

• 5+ years of software engineering experience with full-stack capability
• Strong hands-on experience building and deploying production AI or automation systems
• Strong API integration and cloud infrastructure experience
• Ability to translate business problems into working technical solutions
• Ability to operate with high ownership, speed, and low supervision
• A portfolio of real systems and automations you personally built and can demonstrate

We care more about what you have built than your degrees or certifications.

Strongly Preferred

• Experience in real estate, property management, construction, or home services. This significantly shortens your ramp time and is a meaningful differentiator.
• Familiarity with AppFolio and its API limitations
• Experience with LangChain, n8n, Make, or similar AI/automation frameworks
• Familiarity with EOS or other structured operating systems
• Experience leading technical contractors or small technical teams

Behavioral Fit

• Curious, resourceful, and entrepreneurial
• High ownership, low ego
• Comfortable with ambiguity and moving fast
• Strong communicator with non-technical operators. You translate, you don't hide behind jargon.
• Biased toward solving real business problems, not showcasing technical cleverness
• You figure out what should be done. You don't wait to be told.

This Role Is NOT For You If

• You need detailed instructions for every project
• You prefer maintaining systems over building new ones
• You want to work on one isolated product indefinitely
• You avoid accountability for outcomes
• You struggle to communicate with non-technical p