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MainstayMA

Senior Software Engineer – Applied AI

Mainstay is a leading provider of student success coaching and engagement solutions, leveraging AI and human connections to enhance educational outcomes.

Mainstay

Employee count: 51-200

United States only

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Job Description:

  • 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

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
  • 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.

Benefits:

  • Trust is at the core of everything we do.
  • We build trust with everyone -- from candidates to employees to partners.
  • Providing reasonable accommodations throughout the recruitment process for candidates with disabilities, pregnancy, religious beliefs, or other reasons protected by applicable laws.

About the job

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Full Time

Experience level

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United States +/- 0 hours

About Mainstay

Learn more about Mainstay and their company culture.

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Mainstay was founded in 2014 by Andrew Magliozzi and Kirk Daulerio, who shared a vision to make college access more equitable through innovative technology. Originally known as AdmitHub, the company leveraged behavioral science and artificial intelligence to connect students with essential support needed to navigate their educational journeys. As it evolved, Mainstay transitioned into a comprehensive student success coaching platform, focusing on providing ongoing, empathetic guidance. Today, Mainstay is dedicated to empowering students by facilitating meaningful conversations that can spark action and drive success at scale.

At Mainstay, the mission centers around the belief that one impactful conversation can ignite a brighter future. Their success coaching empowers colleges and universities to initiate and nurture significant dialogues with students, which ultimately helps to alleviate barriers and enhance the learning experience. The company adopts a human-centered approach, enriched with AI capabilities to personalize interactions and boost student engagement. By utilizing technology to foster important connections, Mainstay champions an educational environment where every student can thrive. Their core values emphasize purpose, kindness, growth, impact, and courage, reflecting their commitment to nurturing a supportive and constructive community that drives sustainable success for all students.

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Mainstay

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