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Machine Learning, Software Engineer

🚀 About PermitFlow

PermitFlow’s mission is to streamline and simplify construction permitting in the $1.6 trillion United States construction market. Our software reduces time to permit, supporting permitting end-to-end including permit research, application preparation, submission, and monitoring.

We’ve raised a $31m Series A led by Kleiner Perkins with participation from Initialized Capital, Y Combinator, Felicis Ventures, Altos Ventures, and the founders and executives from Zillow, PlanGrid, Thumbtack, Bluebeam, Uber, Procore, and more.

Our team consists of architects, structural engineers, permitting experts, and workflow software specialists, all who have personally experienced the pain of permitting.


📌About the Team

We have a lean but mighty engineering team. We’ve done a lot with a little, but there’s much more work to be done to continue our fast-paced growth and we want you to be a part of that growth. You’ll help us get there by owning end-to-end projects, talking with customers, and ultimately supporting the growth of PermitFlow.

Ideally, you’re based in NYC or willing to relocate for hybrid work. We’re currently hybrid in-person 3 days/week in our NYC office.

✅ What You’ll Do:

You'll work alongside the CTO and engineering team to develop the first construction permit application and management platform for builders. Our current team consists of engineers from Uber, Amazon, NerdWallet, OnDeck, Harvard, Stanford, and more. We are background and experience agnostic, and we encourage anyone to apply if they are passionate about joining a small team and working to solve a real-world pain point.

We are seeking a Machine Learning Engineer to help build intelligent systems that enhance our permit processing, document understanding, and compliance workflows. You will work on LLM-based models, retrieval-augmented generation (RAG) pipelines, and AI-driven automation, leveraging state-of-the-art techniques to extract, analyze, and structure complex permitting data.

  • Design, implement, and optimize LLM-powered models for document processing, data extraction, and permit application workflows.

  • Develop and fine-tune retrieval-augmented generation (RAG) pipelines to improve query processing and information retrieval.

  • Experiment with pre-trained models and fine-tune them for permit-related NLP tasks, such as document classification and entity recognition.

  • Build scalable machine learning infrastructure, integrating with backend systems to support AI-driven workflows.

  • Work with large-scale structured and unstructured data to ensure efficient indexing, retrieval, and contextual relevance.

  • Monitor and improve the performance and scalability of deployed models.

  • Stay updated with the latest research in LLMs, NLP, retrieval systems, and apply best practices to our AI models.

  • Collaborate with engineers, product managers, and legal experts to develop AI-native solutions for complex permitting challenges.


🙌 Qualifications & Fit:

  • 3+ years of experience in machine learning engineering, ideally in production environments.

  • Strong understanding of LLMs (e.g., OpenAI GPT, Hugging Face models) and their applications.

  • Hands-on experience with retrieval systems (e.g., Elasticsearch, FAISS, or vector databases).

  • Proficiency in Python and common ML libraries (e.g., TensorFlow, PyTorch, scikit-learn).

  • Experience with ML model deployment, monitoring, and scaling in a cloud environment (AWS, GCP, or Azure).

  • Strong problem-solving skills and ability to work in a fast-paced, high-ownership environment.


💙 Benefits

  • 📈 Equity packages

  • 💰 Competitive Salary

  • 🩺 100% Paid health, dental & vision coverage

  • 💻 Home office & equipment stipend

  • 🍽️ Lunch & Dinner provided via UberEats w/ a fully stocked kitchen

  • 🚍 Commuter benefits

  • 🎤 Team building events

  • 🌴 Unlimited PTO

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What You Should Know About Machine Learning, Software Engineer, PermitFlow (YC W22)

If you’re an innovative Machine Learning Software Engineer with a passion for transforming the construction industry, PermitFlow in New York City wants to meet you! We’re not just building software; we’re revolutionizing an entire sector with our mission to streamline and simplify construction permitting. Join our passionate team of experts from diverse backgrounds including engineering and architecture, and work on groundbreaking projects that make a real difference. At PermitFlow, you’ll own end-to-end projects while collaborating closely with our CTO and engineering team to develop the first-of-its-kind construction permit application and management platform. Your expertise will guide the development of intelligent systems enhancing our permit processing, document understanding, and compliance workflows. You'll dive deep into the world of LLM-based models and retrieval-augmented generation (RAG) pipelines, utilizing state-of-the-art techniques and large-scale data to extract and analyze complex permitting information. With a unique focus on AI-driven automation, you’ll be encouraged to experiment, iterate, and implement solutions that elevate our product. If you have 3+ years of experience in machine learning engineering, a strong grasp of LLMs, and a fervent drive to solve real-world problems, you’ll find plenty of challenges and rewards at PermitFlow. We emphasize a hybrid work model, creating an engaging atmosphere where you can thrive. So, if you’re ready to innovate, contribute to meaningful projects, and continuously grow in a fast-paced environment, we’d love to have you on our journey to reshape the construction landscape!

Frequently Asked Questions (FAQs) for Machine Learning, Software Engineer Role at PermitFlow (YC W22)
What are the responsibilities of a Machine Learning Software Engineer at PermitFlow?

As a Machine Learning Software Engineer at PermitFlow, your responsibilities include designing, implementing, and optimizing LLM-powered models focused on document processing and data extraction. You'll also develop and fine-tune retrieval-augmented generation (RAG) pipelines, ensuring that complex permitting data is efficiently managed and retrieved. Collaborating with cross-functional teams, you’ll help create AI-native solutions that address real-world challenges in the construction permitting process.

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What qualifications do I need to apply for the Machine Learning Software Engineer position at PermitFlow?

To qualify for the Machine Learning Software Engineer role at PermitFlow, you should have at least 3 years of experience in machine learning engineering within production environments. A profound understanding of LLMs and their applications is essential, alongside experience with retrieval systems. Proficiency in Python and common machine learning libraries is required, as well as direct experience with model deployment in cloud environments like AWS, GCP, or Azure.

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What technologies will I work with as a Machine Learning Software Engineer at PermitFlow?

At PermitFlow, you'll work with cutting-edge technologies, including LLMs such as OpenAI GPT and models from Hugging Face. You'll also utilize retrieval systems like Elasticsearch and FAISS, conducting experiments with pre-trained models for NLP tasks such as document classification and entity recognition. Your work will involve creating scalable machine learning infrastructure, integrating seamlessly with our backend systems.

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Is PermitFlow open to candidates from diverse backgrounds for the Machine Learning Software Engineer role?

Absolutely! PermitFlow values diverse perspectives and backgrounds in the workplace. We look for passion and excitement about joining our team, regardless of your previous experiences. If you're motivated to tackle significant challenges in the construction industry and eager to make an impact, we encourage you to apply, regardless of your background.

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What is the work culture like for a Machine Learning Software Engineer at PermitFlow?

The work culture at PermitFlow promotes a fast-paced, high-ownership environment, fostering collaboration and personal growth. As part of our small yet mighty engineering team, you will enjoy the opportunity to take ownership of projects while working closely with talented individuals from various industries. We also support work-life balance with a hybrid schedule, providing an engaging and inclusive atmosphere for all team members.

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Common Interview Questions for Machine Learning, Software Engineer
Can you explain your experience with LLMs in relation to the Machine Learning Software Engineer position?

When discussing your experience with LLMs, focus on the specific projects you’ve worked on that utilized such models. Highlight techniques you've employed, challenges faced, and how your contributions improved performance or efficiency. Be sure to mention any specific applications relevant to document processing or NLP tasks.

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What strategies do you use for optimizing machine learning models?

Describe your methodology when optimizing machine learning models. You can highlight techniques like hyperparameter tuning, using cross-validation, or implementing various evaluation metrics. Providing examples of past models you optimized and the impact of your strategies can make your answer more compelling.

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How do you approach the deployment of ML models in a cloud environment?

Discuss your specific experience with services from AWS, GCP, or Azure for deploying machine learning models. Focus on how you ensure scalability and reliability in a production environment, the tools you prefer for monitoring, and any strategies for maintaining model performance over time.

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Can you provide an example of a challenging machine learning problem you solved?

When answering this question, detail the problem you faced, the computational methods or algorithms you applied, and how you arrived at a solution. Highlight any quantitative results that came from your work, demonstrating your problem-solving ability and technical proficiency.

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What is your experience with retrieval systems such as Elasticsearch and how have you utilized them?

Be specific about your hands-on experience with retrieval systems like Elasticsearch. Mention projects where you implemented these systems, the challenges you faced, and how you integrated them into larger workflows or applications, focusing on their impact on information retrieval and query processing.

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How do you stay updated with the latest developments in machine learning and AI?

Demonstrate your commitment to continuous learning. Discuss the platforms, journals, or conferences you follow to stay informed. Mention workshops or online courses you've completed recently that relate to LLMs, NLP, or AI-driven automation to showcase your proactive approach to professional development.

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What techniques do you employ to ensure the accuracy of your machine learning models?

Describe the validation techniques you use to gauge the accuracy of your models, such as cross-validation, confusion matrices, or A/B testing. Discuss any instances where you had to diagnose and adjust models based on false positives or negatives, detailing the steps you took to improve accuracy.

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What are the best practices you follow for collaborating with cross-functional teams?

Collaboration is key in engineering roles. Explain how you communicate with product managers, designers, and engineers to ensure alignment on project goals. Discuss any specific tools or practices you’ve implemented to enhance teamwork and ensure that everyone is on the same page throughout the development process.

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Describe your approach to handling large-scale structured and unstructured data.

Highlight your experience with large datasets and the strategies you've employed to manage and process them effectively. Discuss transformations, cleaning methods, or indexing techniques you've used to ensure data integrity and accessibility, especially in relation to machine learning projects.

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How do you monitor the performance and scalability of deployed ML models?

Talk about the monitoring tools and metrics you use to assess performance after deployment. Discuss how you handle model drift and the strategies you have in place for retraining or optimizing models based on real-world feedback and usage data.

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Intuitive workflow software that helps general contractors and developers identify the optimal permitting process and needed application forms for a particular project, and then easily fill the relevant paperwork to prepare a robust application.

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DATE POSTED
March 20, 2025

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