About the role
Our Client is hiring a senior technical leader to take full ownership of a proprietary SaaS platform built for property operations.
The platform includes CRM functionality, leasing workflows, maintenance workflows, payments, owner and vendor payouts, compliance, communications, accounting/reporting, AI automation, tenant, owner and vendor portals, staff dashboards, integrations, and multiple user roles.
This role is for someone who can evaluate an existing platform, challenge weak technical decisions, lead remote engineering resources, improve architecture, control technology costs, and move the product toward a stable, scalable launch.
The right person must be able to own the platform from architecture to execution, communicate technical risks clearly, and make practical decisions that balance speed, cost, quality, security, and scalability.
How to Apply
Apply with your resume If your background aligns, you’ll receive a link to a short pre-recorded video interview shortly after applying
What You’ll Do
Own the technical direction, architecture, engineering execution, and launch readiness of the platform Evaluate the existing tech stack, codebase, backend, frontend, database schema, APIs, integrations, AI workflows, infrastructure, security, CI/CD, and deployment process Identify technical debt, weak architecture, scalability risks, security gaps, incomplete workflows, poor development practices, and launch blockers Create and manage the technical roadmap across backend, frontend, AI, integrations, DevOps, QA, security, and infrastructure Lead remote engineering resources across backend, frontend, AI/automation, integrations, DevOps/cloud, QA, and security Review and improve CRM architecture, workflow logic, pipelines, statuses, tasks, notifications, reporting, audit history, and automation rules Ensure financial workflows are reliable and secure, including payments, rent collection, owner payouts, vendor payments, ledger activity, reconciliation, audit trails, and permission controls Oversee role-based access control, protected APIs, document access, least-privilege permissions, audit logs, and permission testing across user types Ensure AI automation is properly engineered, tested, monitored, cost-controlled, privacy-conscious, and tied to measurable business value Improve third-party integration reliability using proper error handling, retries, webhooks, monitoring, logging, and failed-sync recovery Establish engineering standards, code review processes, sprint planning, QA automation, CI/CD practices, incident response, documentation, and release controls Manage technology budget planning across developer costs, cloud infrastructure, AI/API usage, third-party tools, integrations, QA, security, DevOps, and ongoing maintenance Make build-versus-buy recommendations that support speed, cost control, product quality, security, and scalability Communicate technical risks, trade-offs, timelines, budget concerns, and recommendations clearly to non-technical leadership
Requirements
Bachelor’s degree in Computer Science, Software Engineering, AI/ML, Data Science, Computer Engineering, Information Systems, or a related technical field 10+ years of software engineering experience 5+ years in a CTO, Head of Engineering, VP Engineering, Software Architect, Technical Lead, or senior engineering leadership role Experience leading, scaling, auditing, or rescuing SaaS platforms, CRM-style systems, marketplace platforms, fintech/payment systems, property/field-service platforms, or multi-role operational software Strong backend architecture experience, including database design, API architecture, authentication, authorization, RBAC, scalability, security, performance, and data integrity Strong understanding of CRM architecture, workflow engines, custom fields, audit logs, event history, reporting structures, automation rules, and business logic flexibility Experience with financial workflows, including payments, payouts, transaction handling, idempotency, reconciliation, ledger logic, accounting/reporting workflows, and financial data security Experience with AI/LLM integrations, AI automation, structured outputs, prompt/version control, RAG where applicable, human review, AI evaluation testing, hallucination risk, data privacy, and AI cost control Experience designing reliable third-party integrations using APIs, webhooks, retries, queues, rate-limit handling, logging, monitoring, and failure recovery Experience managing remote engineering teams across backend, frontend, AI/automation, integration, DevOps/cloud, QA, and security Experience with CI/CD, cloud infrastructure, observability, monitoring, incident response, automated testing, deployment controls, and launch readiness Ability to manage technology budgets, engineering resources, cloud costs, AI/API costs, third-party tools, vendor costs, and ongoing maintenance priorities Ability to explain technical issues in plain business terms to non-technical leadership
Nice-to-Have
Master’s degree or PhD in Computer Science, AI/ML, distributed systems, data engineering, cybersecurity, software architecture, or a related technical field Experience with property management technology, real estate technology, maintenance platforms, field service platforms, fintech, compliance systems, or marketplace-style applications Experience building platforms with admins, staff, vendors, tenants, owners, Pro users, and external partners Experience with AI automation for task routing, document handling, vendor matching, communications, compliance, reporting, or operational decision support Experience inheriting messy platforms, identifying technical debt, restructuring teams, and moving products toward launch Experience hiring and evaluating developers, architects, AI engineers, integration specialists, QA, DevOps, and security resources
Ideal Candidate
The ideal candidate is a technical leader who can assess what exists, identify what is broken, and create a realistic plan to move the platform forward.
They are strong enough technically to challenge poor architecture, weak engineering practices, bad vendor decisions, security gaps, and incomplete workflows.
They can lead remote developers, manage engineering execution, control costs, and communicate clearly with non-technical leadership.
They understand that this role is not only about writing code. It is about architecture, launch readiness, reliability, security, AI, integrations, financial workflows, user permissions, reporting, and long-term scalability.
They are practical, direct, organized, and comfortable taking ownership of a complex operational platform.
Remote Tech Requirements
Dual monitor setup Computer with 16GB RAM minimum 100+ Mbps reliable internet speed Webcam Noise-cancelling headset Quiet and professional remote work environment
Important Location Requirement
This is a remote position; however, candidates must be located in the same country, city, or region where the job is posted. The successful candidate must be available to attend a local office, meeting, training session, or company event if requested.
Please only apply if you are based in the location listed on this job posting. Remote does not mean the position is open worldwide.
Not the right fit? Search for CTO / Head of Engineering jobs in Montreal, Quebec, Canada
About Langford Staffing
Langford Staffing is a talent and staffing partner for property management, leasing operations, maintenance trades, and operating-company support roles across North America. We fill the roles operating teams typically struggle to fill quickly: property managers, leasing coordinators, maintenance technicians, dispatch coordinators, accounting clerks, tenant services representatives, and back-office administrative staff.
The market we operate in is structurally fragmented. Most operators piece together hiring through general staffing firms that do not understand the operational discipline a property services business actually requires. Resumes get matched against generic job descriptions. Cultural fit is an afterthought. Time-to-fill is unpredictable. Turnover is high.
Langford is built to be the staffing partner operators actually want. We calibrate every search against an operator-defined performance bar before a single candidate is screened. Every placement is pre-screened, reference-checked, and matched against the operational standards the client cares about, not against the bullet points on a job description. Every placement comes with a documented thirty-day fit review.
Our service model covers permanent placement, temporary staffing, contract-to-hire, day-of-need urgent placements, and full talent-pipeline programs for operating companies that need to scale headcount predictably. We work with property managers running ten units up through institutional operators with thousands of units. We work with construction and trades firms that need licensed technicians on short notice. We work with multifamily operators who need leasing teams ready before peak season.
Langford Staffing serves operating teams across North America in English, French, and Spanish. Operations-grade discipline. Documented placements. Real accountability.
Similar Jobs
About the role
Our Client is hiring a senior technical leader to take full ownership of a proprietary SaaS platform built for property operations.
The platform includes CRM functionality, leasing workflows, maintenance workflows, payments, owner and vendor payouts, compliance, communications, accounting/reporting, AI automation, tenant, owner and vendor portals, staff dashboards, integrations, and multiple user roles.
This role is for someone who can evaluate an existing platform, challenge weak technical decisions, lead remote engineering resources, improve architecture, control technology costs, and move the product toward a stable, scalable launch.
The right person must be able to own the platform from architecture to execution, communicate technical risks clearly, and make practical decisions that balance speed, cost, quality, security, and scalability.
How to Apply
Apply with your resume If your background aligns, you’ll receive a link to a short pre-recorded video interview shortly after applying
What You’ll Do
Own the technical direction, architecture, engineering execution, and launch readiness of the platform Evaluate the existing tech stack, codebase, backend, frontend, database schema, APIs, integrations, AI workflows, infrastructure, security, CI/CD, and deployment process Identify technical debt, weak architecture, scalability risks, security gaps, incomplete workflows, poor development practices, and launch blockers Create and manage the technical roadmap across backend, frontend, AI, integrations, DevOps, QA, security, and infrastructure Lead remote engineering resources across backend, frontend, AI/automation, integrations, DevOps/cloud, QA, and security Review and improve CRM architecture, workflow logic, pipelines, statuses, tasks, notifications, reporting, audit history, and automation rules Ensure financial workflows are reliable and secure, including payments, rent collection, owner payouts, vendor payments, ledger activity, reconciliation, audit trails, and permission controls Oversee role-based access control, protected APIs, document access, least-privilege permissions, audit logs, and permission testing across user types Ensure AI automation is properly engineered, tested, monitored, cost-controlled, privacy-conscious, and tied to measurable business value Improve third-party integration reliability using proper error handling, retries, webhooks, monitoring, logging, and failed-sync recovery Establish engineering standards, code review processes, sprint planning, QA automation, CI/CD practices, incident response, documentation, and release controls Manage technology budget planning across developer costs, cloud infrastructure, AI/API usage, third-party tools, integrations, QA, security, DevOps, and ongoing maintenance Make build-versus-buy recommendations that support speed, cost control, product quality, security, and scalability Communicate technical risks, trade-offs, timelines, budget concerns, and recommendations clearly to non-technical leadership
Requirements
Bachelor’s degree in Computer Science, Software Engineering, AI/ML, Data Science, Computer Engineering, Information Systems, or a related technical field 10+ years of software engineering experience 5+ years in a CTO, Head of Engineering, VP Engineering, Software Architect, Technical Lead, or senior engineering leadership role Experience leading, scaling, auditing, or rescuing SaaS platforms, CRM-style systems, marketplace platforms, fintech/payment systems, property/field-service platforms, or multi-role operational software Strong backend architecture experience, including database design, API architecture, authentication, authorization, RBAC, scalability, security, performance, and data integrity Strong understanding of CRM architecture, workflow engines, custom fields, audit logs, event history, reporting structures, automation rules, and business logic flexibility Experience with financial workflows, including payments, payouts, transaction handling, idempotency, reconciliation, ledger logic, accounting/reporting workflows, and financial data security Experience with AI/LLM integrations, AI automation, structured outputs, prompt/version control, RAG where applicable, human review, AI evaluation testing, hallucination risk, data privacy, and AI cost control Experience designing reliable third-party integrations using APIs, webhooks, retries, queues, rate-limit handling, logging, monitoring, and failure recovery Experience managing remote engineering teams across backend, frontend, AI/automation, integration, DevOps/cloud, QA, and security Experience with CI/CD, cloud infrastructure, observability, monitoring, incident response, automated testing, deployment controls, and launch readiness Ability to manage technology budgets, engineering resources, cloud costs, AI/API costs, third-party tools, vendor costs, and ongoing maintenance priorities Ability to explain technical issues in plain business terms to non-technical leadership
Nice-to-Have
Master’s degree or PhD in Computer Science, AI/ML, distributed systems, data engineering, cybersecurity, software architecture, or a related technical field Experience with property management technology, real estate technology, maintenance platforms, field service platforms, fintech, compliance systems, or marketplace-style applications Experience building platforms with admins, staff, vendors, tenants, owners, Pro users, and external partners Experience with AI automation for task routing, document handling, vendor matching, communications, compliance, reporting, or operational decision support Experience inheriting messy platforms, identifying technical debt, restructuring teams, and moving products toward launch Experience hiring and evaluating developers, architects, AI engineers, integration specialists, QA, DevOps, and security resources
Ideal Candidate
The ideal candidate is a technical leader who can assess what exists, identify what is broken, and create a realistic plan to move the platform forward.
They are strong enough technically to challenge poor architecture, weak engineering practices, bad vendor decisions, security gaps, and incomplete workflows.
They can lead remote developers, manage engineering execution, control costs, and communicate clearly with non-technical leadership.
They understand that this role is not only about writing code. It is about architecture, launch readiness, reliability, security, AI, integrations, financial workflows, user permissions, reporting, and long-term scalability.
They are practical, direct, organized, and comfortable taking ownership of a complex operational platform.
Remote Tech Requirements
Dual monitor setup Computer with 16GB RAM minimum 100+ Mbps reliable internet speed Webcam Noise-cancelling headset Quiet and professional remote work environment
Important Location Requirement
This is a remote position; however, candidates must be located in the same country, city, or region where the job is posted. The successful candidate must be available to attend a local office, meeting, training session, or company event if requested.
Please only apply if you are based in the location listed on this job posting. Remote does not mean the position is open worldwide.
Not the right fit? Search for CTO / Head of Engineering jobs in Montreal, Quebec, Canada
About Langford Staffing
Langford Staffing is a talent and staffing partner for property management, leasing operations, maintenance trades, and operating-company support roles across North America. We fill the roles operating teams typically struggle to fill quickly: property managers, leasing coordinators, maintenance technicians, dispatch coordinators, accounting clerks, tenant services representatives, and back-office administrative staff.
The market we operate in is structurally fragmented. Most operators piece together hiring through general staffing firms that do not understand the operational discipline a property services business actually requires. Resumes get matched against generic job descriptions. Cultural fit is an afterthought. Time-to-fill is unpredictable. Turnover is high.
Langford is built to be the staffing partner operators actually want. We calibrate every search against an operator-defined performance bar before a single candidate is screened. Every placement is pre-screened, reference-checked, and matched against the operational standards the client cares about, not against the bullet points on a job description. Every placement comes with a documented thirty-day fit review.
Our service model covers permanent placement, temporary staffing, contract-to-hire, day-of-need urgent placements, and full talent-pipeline programs for operating companies that need to scale headcount predictably. We work with property managers running ten units up through institutional operators with thousands of units. We work with construction and trades firms that need licensed technicians on short notice. We work with multifamily operators who need leasing teams ready before peak season.
Langford Staffing serves operating teams across North America in English, French, and Spanish. Operations-grade discipline. Documented placements. Real accountability.