AI Software Engineer

UpSmith

$100K — $150K *
US-AnywhereRemote in United States
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years of experience in software engineering
  • Expertise in building scalable decision-making systems
  • Proficiency in data modeling and schema design
  • Experience with incremental system delivery and migration
  • Strong written communication skills for technical documentation

Responsibilities

  • Own and architect core platform systems to support scaling efforts
  • Develop and maintain decision systems for customer outreach
  • Enhance data infrastructure for trustworthy analytics
  • Create client-facing dashboards and visibility tools
  • Design and execute migration strategies for production systems

Benefits

  • Early-stage equity in a rapidly growing company
  • Opportunity to shape technical direction and strategy
  • Work in a small team with a direct impact on client success
  • Remote-first working environment for optimal productivity
Full Job Description
The Role

We're hiring Software Engineers to own core platform systems as we scale. This is a high-ownership role on a small team. You'll shape technical direction, make architectural decisions, and ship end-to-end. The specific problems will shift as we grow - what stays constant is that you'll own technically complex systems with direct, measurable business impact. You'll work closely with the rest of the engineering team as well as the ops team that manages client relationships.

Requirements

The Kind of Work You'll Do

To give you a sense of the problems on - not an exhaustive list, but representative of the type and complexity of work at this level:

Decision systems. Building the logic that determines which customers to contact, when, and why - and making that logic configurable, auditable, and increasingly intelligent over time.

Data infrastructure. Making our data trustworthy, queryable, and actionable - the analytics foundation that powers targeting, reporting, and client-facing products.

Supply and demand. Connecting real-time technician availability to outreach decisions, agent conversations, and client reporting so the platform responds to what's actually happening on the ground.

Client-facing visibility. Our clients need to see what's happening with their campaigns without emailing us. That means dashboards, attribution, full-funnel tracking, and alerting - built on the analytics layer and designed for people who aren't technical.

System evolution. We have production systems serving real clients that need to be replaced incrementally. You'll design migration strategies, run parallel validation, and cut over without disrupting active campaigns.

What We're Looking For

You drive impact. You work to find the next thing big thing that will bring value to the team and company. You influence the team and company in an honest and positive way. You build up and support your teammates.

You've built systems that make decisions at scale. Whether that's ad targeting, recommendation engines, marketplace matching, or campaign orchestration - you've designed pipelines where the system decides who gets what, and you've dealt with the operational complexity that comes with it.

You think in data models. You know how to design schemas that absorb business complexity without becoming unmaintainable. You're comfortable with the tradeoffs between normalized relational models, EAV patterns, and JSONB escape hatches - and you know when each is appropriate.

You're pragmatic about shipping. You design for incremental delivery, not big-bang rewrites. You've migrated production systems while they were running and know what it takes to do that safely.

You close the loop. You don't just build the pipeline - you think about how to measure whether it's working, how to surface failures before clients notice, and how to use outcome data to improve the system over time.

You write clearly. Engineers at UpSmith write design docs that the team can build from. You'll spend meaningful time articulating your approach before you start coding.

Technical Environment
  • Backend: Python, PostgreSQL, SQLAlchemy
  • Data: dbt, Prefect, incremental models, SCD Type 2 snapshots
  • Infrastructure: Kubernetes, AWS (S3, SQS, EventBridge)
  • AI/ML: LLM-powered conversational agents, with growing opportunities to introduce ML-based optimization into targeting and prioritization
  • Integrations: ServiceTitan (field service management), CRM systems

Benefits
  • Early-stage equity in a company with strong revenue growth and a clear path to scale
  • High ownership - you'll shape technical direction, not implement someone else's spec
  • A small team where your work has visible, measurable impact on client outcomes
  • Remote-first with flexibility to work where you're most productive

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