About us: MONTICELLOAM, LLC and its affiliates (“Monticello”) is a real estate and asset-based investment firm providing asset management and comprehensive capital solutions for healthcare, multifamily, and commercial real estate assets throughout the US. MonticelloAM is seeking team players who can work in a collaborative environment and possess drive, integrity, creativity, compassion, and a strong work ethic.

About the role: We’re looking for a Software Engineer to support Trustwell Living, Monticello’s affiliated senior living management company, by consolidating data from across all our systems into a single source of truth and building the tools our teams rely on every day. Trustwell Living is one of the fastest-growing senior housing operators, currently managing 41 communities across the United States, and runs assisted living and memory care communities end to end, overseeing everything from clinical and resident care to staffing, budgets, and the operating systems that keep each community performing. You'll own the pipelines and warehouse that centralize their operational data, then build the reporting, dashboards, and internal applications that drive day-to-day operational decisions.

This role is fully in person. Candidates must be able to work onsite at our office location.

Our Tech Stack

At MonticelloAM, we build and operate our data platform using modern, scalable technologies. In this role, you’ll work hands-on with:

Application Development

Python for backend services, APIs, automation, and data engineering
React for front-end web interfaces and internal tools
REST APIs that deliver data and tooling to business users

Data Platform

Snowflake as our cloud data warehouse
dbt for modular, version-controlled data transformations
Airflow for orchestration and workflow automation
SQL for data modeling and analysis

Infrastructure & Delivery

AWS for cloud infrastructure and services
Docker and CI/CD pipelines for automated, reliable deployment
Git for version control and CI/CD

Business Systems

Sage Intacct for accounting and financial management
Ramp for spend management and corporate cards
AVID for accounts payable automation
ECP for electronic care planning and eMAR
Welcome Home for CRM and resident move-in management
UKG for HR, payroll, and workforce management
Teambridge for workforce scheduling and communication
Monday.com for project and work management
Jobvite for recruiting and applicant tracking

About Your Team

You'll join an entrepreneurial, collaborative team that builds the data, reporting, and analytics systems powering Trustwell’s management operations and executive team. You'll work closely with the executive team, business stakeholders, and our offshore development teams to turn requirements into delivered solutions. Each team member owns their solutions, beyond just the technical implementation.

What you'll own

Serving as the primary engineering resource for Trustwell Living, taking projects end to end – from business problem to deployed, production solution
Designing and building the data pipelines that bring data from all our systems into a single, reliable source of truth (Snowflake, Airflow, dbt)
Building full-stack internal applications – React front ends on Python APIs, including CRUD tools – that put data directly in front of business users
Developing the reporting and dashboards that support day-to-day operations and portfolio decisions

You'll also contribute to

Evolving our data models and warehouse architecture
Data quality frameworks and automated QC processes
Deployment, CI/CD, and monitoring that keep our systems running reliably
Contributing to AI initiatives across processes and analytics, including helping shape new AI solutions

Qualifications

Core

Three to five years of work experience building and deploying software end to end – from concept through production
Strong Python skills across data engineering, backend services, and APIs
Hands-on experience building data pipelines and transformations (Airflow, dbt, or similar)
Experience with cloud data warehouses (Snowflake preferred) and SQL