--- title: 'Senior Software Engineer, AI & Data at Renterra' canonical: 'https://feeny.ai/job/senior-software-engineer-ai-data-renterra-chicago-ksxmjyd2jsp9' type: 'job' last_seen: '2026-09-05' --- # Senior Software Engineer, AI & Data at Renterra - **Company:** Renterra - **Location:** Chicago, IL - **Employment:** full-time - **Work type:** hybrid - **Posted:** 2026-07-23 - **Last confirmed live:** 2026-09-05 - **Apply:** https://jobs.ashbyhq.com/renterra/f50eebea-b359-498b-b288-bdfcf44df257 ## Job description Renterra is a Series A–backed SaaS company modernizing the $100B+ heavy equipment rental industry. We’ve built an end-to-end platform that helps rental businesses run smarter, spanning operations, payments, marketing, accounting integrations, and more. Our platform contains a growing body of operational and financial data that can do more than power reports. We believe it can help rental businesses identify problems, make better decisions, and truly help them thrive! We’re looking for a senior engineer to build the data systems that make this possible, then use those systems to create AI agents and intelligent product experiences that solve real customer problems. This is a hybrid role based in Chicago, with regular in-office collaboration and flexibility for focused remote work. ## HOW WE WORK We value velocity and efficiency through fast iteration cycles. Our lean team doesn’t sit on ceremony. Build times, deployments, and meetings are kept tight so we can deliver effective solutions to our customers. We expect engineers to own outcomes, make pragmatic architectural decisions, and stay close to the people using what they build. ## WHAT YOU’LL DO Build our data and AI foundation: Design how operational and financial data is captured, structured, processed, stored, and queried across Renterra. This includes event architecture, data pipelines, and analytical systems such as ClickHouse. Create AI-powered products: Build agents and intelligent workflows that use Renterra’s data to identify problems, answer questions, support decisions, and automate work for our customers. Own production quality: Make data and AI systems reliable, observable, secure, and cost-effective. Design for failure recovery, data quality, permissions, model uncertainty, and appropriate human review. Measure what works: Develop evaluations and feedback loops for accuracy, reliability, latency, cost, and customer impact. Use what you learn to improve both the underlying data systems and the product experience. Work across the company: Partner with leadership, product, engineering, support, and customers to find valuable problems and turn them into shipped solutions. Make pragmatic technical decisions: Choose the right approach for each problem, whether that is a deterministic workflow, analytical query, machine-learning model, LLM, vendor, or a combination of them. Report directly to the CTO. ## WHAT WE’RE LOOKING FOR You’re an AI-forward builder who wants to own the full path from raw data to a customer-facing product that solves a real problem. You’re a high-caliber software engineer at the Senior, Staff, or Principal level. You’ve built and operated production systems and bring strong product and architectural judgment. You have deep experience with data architecture, SQL, and data modeling, including analytical databases such as ClickHouse. You understand how data structure and access patterns affect performance, maintainability, and cost. You understand distributed and event-driven systems, including ordering, retries, deduplication, replay, schema evolution, and failure recovery. You’ve shipped AI- or ML-powered product features and understand the full system around the model: data, retrieval, tool use, evaluation, observability, permissions, and fallbacks. ## USEFUL ADDITIONAL EXPERIENCE - Building agentic systems that call tools or take actions in production - Retrieval, embeddings, semantic search, or hybrid search - Evaluation frameworks for AI agents and LLM-powered features - Classical machine learning, forecasting, anomaly detection, or optimization - Change data capture and database replication - Data governance, permissions, privacy, and auditability - Financial, accounting, logistics, or other operational business data - Customer-facing analytics and reporting products ## WHY RENTERRA - Competitive compensation and equity - Health, dental, and vision insurance - Flexible PTO - A highly visible, high-impact role - Direct influence over Renterra’s AI and data strategy - The opportunity to build the technical foundation and the customer-facing products that run on top of it This is a unique opportunity to define how data and AI work across a growing SaaS platform. You’ll build the foundation, turn it into products, and work directly with customers to see whether those products solve meaningful problems. We encourage individuals of all backgrounds and experiences to apply. We believe a diverse team builds better products and makes better decisions. Renterra is an Equal Opportunity Employer. ## About Renterra ## Company Overview - **One-liner**: Renterra provides a modern all-in-one software platform that powers every side of equipment rental businesses—from inventory management and scheduling to payments, AI-powered reporting, and online storefronts. - **Entity Type**: Private (Series A) - **Headquarters**: Chicago, Illinois, United States - **Founded**: 2022 - **Founders**: Andy Feis (Co-Founder & CEO), Nick Hibberd (Co-Founder & CTO) ## Core Business - **Primary industry**: Commercial and Industrial Equipment Rental software (vertical SaaS) - **Target customers**: B2B – rental companies, contractors, and fleet managers across North America; serves SMB to mid-market rental yards. - **Mission or purpose**: “Built by the Rental Industry, for the Rental Industry” – modernizing an underserved industry with integrated, easy-to-use software. ## Products & Services - **Renterra Platform (all-in-one operating system)**: A suite of integrated modules including: - **Inventory Management** – Track equipment status, usage, ROI, and downtime; manage multi-location inventory. - **Scheduling & Quoting** – Generate quotes, check availability, drag-and-drop dispatch. - **Customer Management** – View account history, documents, credit info. - **Mobile Inspections** – Capture photos, notes, and digital checklists pre/post rental. - **GPS Tracking** – Sync live location, mileage, and usage data from fleet. - **Contract eSignatures** – Send agreements by text/email and collect legally binding signatures. - **Payments & Invoicing** – Send invoices, accept payments, track balances; integrates with QuickBooks. - **Integrated Marketing Suite** – AI-powered ad campaigns, targeted email campaigns, online storefront. - **Customer Portal** – Let customers log in, pay invoices, and track orders. - **Maintenance & Service** – Log repairs, assign techs, minimize idle time. - **Integrated Accounting** – Sync financials with QuickBooks and export journal entries. - **AI-Powered Reporting** – Ask questions and get instant answers backed by live data. - **Yard View** – Visual overview of equipment coming in/out. - **Onboarding**: Fast setup (most teams go live in 1-2 weeks) with dedicated representative. ## Market Standing - **Valuation/Market Cap**: Not disclosed - **Key Metric**: Total funding $13M (as of July 2026) - Pre-Seed (Sep 2022): $1M - Seed (Apr 2024): $3M led by Bienville Capital - Series A (Jan 2026): $9M led by Avenue Growth Partners - **Notable Investors/Partners**: Avenue Growth Partners (lead Series A), Bienville Capital, other existing investors. - **Growth Signals**: - Headcount: 23 employees (+22.7% YoY), fully remote team. - Used by hundreds of rental companies across the US and Canada. - Supports hundreds of millions of dollars in rental transactions annually. - Active job postings: 5 roles (Quarterly trend -16.7%, but Yearly trend +400%). - Series A funding to accelerate AI and platform expansion. ## Competitive Advantages - **Vertical focus**: Built specifically for equipment rental (not generic ERP/CRM), with deep industry knowledge from veterans. - **All-in-one platform**: Covers operations, marketing, financials, and fleet protection in one integrated system – replaces multiple legacy tools. - **AI-first approach**: Practical AI features (AI-powered reporting, marketing campaigns) are being embedded directly into workflows. - **Fast onboarding**: 1-2 week setup with dedicated representative, low friction for SMB rental yards. - **Modern tech stack**: Mobile-first, cloud-based, integrates with QuickBooks and common tools. ## Strategic Focus - **Current priorities**: Scaling across North America, growing the team (engineering, product, customer success, go-to-market), and accelerating AI capabilities to help rental companies operate smarter and market more effectively. - **Growth plan**: Continue building the next-generation platform that defines how the rental industry operates for the next decade. ## Why Work Here - **Culture**: “Customer-first, always”, “Commit and deliver”, “Raise the bar”. Fast-moving, results-driven startup with visible impact. - **Work environment**: Fully remote company – flexible work environment. - **Benefits**: Competitive pay and equity options, health/dental/vision insurance, generous PTO and sick leave. - **Team**: Small (~23 people) with flat structure; roles span engineering, product, customer success, sales. Key leaders include Andy Feis (CEO), Nick Hibberd (CTO), Vicky Zhang (Founding Product Manager). - **Ideal for**: People who want to own projects from day one, work in a high-growth vertical SaaS startup, and modernize a traditional industry. ## Sources 1. [getrenterra.com](https://getrenterra.com/) 2. [getrenterra.com/about](https://getrenterra.com/about) 3. [getrenterra.com/careers](https://getrenterra.com/careers) 4. [LinkedIn Company Page](https://www.linkedin.com/company/getrenterra) 5. [CB Insights Profile](https://www.cbinsights.com/company/renterra) ## Other roles at Renterra - [Junior Software Engineer](https://feeny.ai/job/junior-software-engineer-renterra-chicago-f1e7rayd69sw) — Chicago, IL