Full-Time

Senior Software Engineer

Applied AI

Posted on 9/26/2025

Mainstay Labs

Mainstay Labs

51-200 employees

AI-driven student support chatbot for colleges

Compensation Overview

$158.1k - $232.5k/yr

San Francisco, CA, USA

In Person

Category
Software Engineering (2)
,
Required Skills
LLM
Python
Requirements
  • 5+ years of experience building and delivering production-grade software, ideally in fast-paced, high-growth startup environment
  • At least 3 years of hands-on experience developing and deploying production-ready AI features (LLM applications, fine-tuning, RAG systems, guardrails, evals, etc.)
  • Strong full-stack engineering skills with a focus on backend scalability and system reliability
  • Experience fine-tuning and deploying LLMs
  • Deep understanding of LLM evaluation methods, including prompt testing, retrieval precision, hallucination detection, and cost/performance tradeoffs
  • Experience building custom eval pipelines using techniques like model-as-a-judge or embedding similarity
  • Hands-on work with agentic frameworks (e.g. LangGraph, AutoGen, CrewAI) or custom agent systems
  • Strong full-stack engineering skills with a focus on scalable systems and adaptability
  • Clear, concise communicator - essential for our remote, highly collaborative team
  • Proactive and ownership-driven - comfortable navigating ambiguity and shifting priorities
  • Customer-focused mindset with a drive to build solutions that solve real problems
  • Experience with AI/ML tools or APIs; bonus if you’ve worked with Python-based RAG, voice agents, or AI task automation
Responsibilities
  • Contribute to all phases of product development, from ideation and prototyping to implementation and iteration
  • Build and evolve both frontend product experiences and backend services that power them
  • Fine-tuning existing models and optimize their performance for Mainstay use cases
  • Design reliable, scalable backend services to support AI-powered features in production
  • Leverage AI to modernize and automate legacy workflows in the real estate industry
  • Evaluate and benchmark LLM performance across latency, cost, accuracy, and hallucination rates
  • Tune prompts, chain-of-thought logic, and implement retrieval strategies such as RAG and vector stores
  • Monitor performance, safety, and cost of LLM-driven features in production environments
  • Define and build useful LLM-powered experiences in partnership with cross-functional teams
  • Mentor and support the growth of other engineers on the team
  • Collaborate closely with product managers, designers, and operators to identify and solve customer pain points
Desired Qualifications
  • Experience working with retrieval-augmented generation (RAG) pipelines
  • Exposure to building or integrating voice agents
  • Familiarity with task automation powered by AI
  • Strong Python background with applied AI or ML workflows

Mainstay Labs provides a student engagement platform that uses AI-powered chatbots to guide students through college admissions, financial aid, and academic life via text and web chat. Unlike standard automated tools, this platform uses behavioral intelligence to provide empathetic support at scale, helping universities improve student retention and success. Additionally, the company operates a real estate division that offers a market intelligence platform for the single-family rental industry to manage property transactions and data. The company's goal is to provide stable, data-driven support systems that help individuals navigate complex life transitions in both education and housing.

Company Size

51-200

Company Stage

Growth Equity (Venture Capital)

Total Funding

$25M

Headquarters

San Francisco, California

Founded

2020

Simplify Jobs

Simplify's Take

What believers are saying

  • Khosla Ventures-led Series A fuels platform expansion post-2024 Opendoor separation.
  • Tracks three million homes and $15 billion capital deployed, driving network effects.
  • AI decision engine provides precise purchase prices, rents, and operating costs.

What critics are saying

  • Opendoor dominance causes channel conflict, blocking enterprise client adoption.
  • Single-family rental recession in 2026 slashes transaction volume and utility.
  • Dual edtech-proptech identity fragments focus, hindering follow-on funding.

What makes Mainstay Labs unique

  • Mainstay Labs delivers AI-native market intelligence for single-family rentals, aggregating 50+ data sources.
  • Mainstay Pro enables owners to buy, manage, and sell homes on one platform.
  • Built by Opendoor team, launched independently in 2024 with Khosla Ventures funding.

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Benefits

Flexible Work Hours

Remote Work Options

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

4%

2 year growth

-1%
PR Newswire
Jan 22nd, 2026
California Community Colleges launches AI pilot with Mainstay to simplify financial aid for rural students

California Community Colleges' Digital Center for Innovation, Transformation & Equity has partnered with Mainstay to launch a pilot programme supporting rural students through the financial aid process using AI. The initiative introduces Cali, a bilingual digital coach available 24/7, at Butte College, College of the Redwoods and Lassen College. Cali guides students through completing the Free Application for Federal Student Aid and California Dream Act Application, connecting them with campus resources and basic needs support. The programme aims to increase enrolment and retention whilst allowing staff to focus on personalised student support. Launched for spring 2026 registration, the pilot will measure improvements in financial aid completion and first-term persistence. The project is funded by College Futures Foundation in partnership with the California Student Aid Commission.

INACTIVE