Shopmonkey's vision is to help every shop thrive by equipping them with the tools they need to run and grow their business. Our cloud based all-in-one shop management software takes owners and technicians from quote to cashing out a satisfied customer. Our software has a modern and intuitive UI and our backend is powered by the latest technologies so our clients can focus on the things they do best. As a Senior ML Engineer at Shopmonkey, you will be a part of a globally distributed engineering team working closely with your product and design counterparts. You will have the chance to work on the frontier of ML modeling, data pipelines, MLOps, and agentic AI systems to meet real-world auto shop needs. Shopmonkey has the structured data, workflows, and operational maturity to deliver ML powered systems that are not only intelligent but trusted and useful. You’ll move fast to bring ML systems from discovery all the way through production, helping to shape the future of the automotive care experience. For any Bay area based candidates, this would be hybrid with 2-3 days/week office at our Morgan Hill, CA office for collaboration. 

What you will do:

• Design, build, and ship production-ready ML models across a range of problem spaces: regression, classification, clustering, ranking, and recommendation systems.
• Conduct end-to-end development of ML systems: data gathering, experimentation, feature engineering, model training, evaluation, deployment, and monitoring.
• Define and track model performance metrics, run A/B tests, and iterate based on real-world feedback.
• Help design and implement shared feature stores so that reusable features can serve multiple models consistently in both batch and real-time contexts.
• Work within a modern MLOps environment to ensure scalable and reliable deployment of models.
• Contribute to training infrastructure, model versioning, and CI/CD pipelines for ML workflows.
• Work closely with data scientists and data engineers to develop data driven solutions that are high impact for businesses.
• Translate complex ML workflows into digestible updates for cross-functional stakeholders.
• Contribute to backlog velocity by owning appropriate tickets and delivering high-impact work in a collaborative, fast-paced environment.
• Implement NLP and LLM-powered components for sentiment analysis, real-time conversation evaluation, and behavior optimization.
• Contribute to analytics and predictive features such as no-show prediction and sentiment dashboards.
• Help build and ship AI agents that help automate key auto-shop business processes.

We are looking for people who have:

• Minimum of 5+ years of industry experience in applied machine learning; advanced degrees (Master’s or PhD) may offset years of experience.
• Proven experience shipping models into production (not just proof-of-concepts or notebooks).
• Proficiency in Python; experience with ML frameworks like PyTorch or Tensorflow.
• Strong foundations in classical ML/DL. Including some of the following: regression, classification, clustering, ranking, feature engineering, model evaluation, and experimentation.
• Bachelor’s degree in a STEM field, or equivalent practical experience.
• Strong collaboration and communication skills—comfortable working with PMs, designers, engineers and other cross functional team members.

Nice to have:

Candidates should have some experience in one or more of the following areas.

• Understanding of MLOps principles: model versioning, orchestration, evaluation, monitoring, model serving, and CI/CD for ML. 
• Understanding of MLOps, and experience with modern tooling like MLFlow, DVC, Airflow, etc.
• Experience with LLMs and NLP frameworks (e.g., TensorFlow, Hugging Face, LangChain).
• Experience with/interest in LLM workflows and agentic workflows
• Cloud infrastructure experience, (e.g. GCP, AWS).
• Familiarity with vector databases (e.g. Pinecone, pgvector) and embedding-based retrieval or similarity search.
• Strong SQL skills for working with large-scale data.
• Experience designing or contributing to feature stores (e.g. Feast, VertexAI Feature Store, Tecton) for shared, reusable feature pipelines.

Bonus Points:

• Prior experience working at a high growth startup.
• Experience building consumer-facing agents in vertical SaaS, in the automotive industry (business or consumers).
• Background in data processing or real-time analytics.
• Experience with Snowflake or other large-scale data warehouse solutions.

In the United States, the range is typically a salary of $165,000 to $200,000 + bonus + equity + benefits. The range provided is Shopmonkey’s reasonable estimate of the base compensation for this role. The actual amount will be based on job-related and non-discriminatory factors such as location, experience, training, skills, and abilities. Consult with your Recruiter during the initial call to determine a more targeted range based on these job-related factors. In addition to this base compensation company stock options and benefits as outlined below are included.

We're looking for an Engineering Manager I to lead one of our autonomous feature squads. You'll own the day-to-day engineering leadership of a cross-functional team (1 PM, 1 Designer, 4–5 engineers) responsible for a meaningful area of the Shopmonkey platform. This is not a "project manager with an engineering title" role. You are technical, you are in the code, and you care deeply about how software gets built — not just that it ships. You won't be on the critical path for planned project work, but you'll be deeply involved in guiding your team through every phase of the SDLC: scoping, design, implementation, testing, release, and iteration. Your job is to make your team faster, sharper, and more effective — by coaching, unblocking, and identifying the gaps nobody else sees. You'll also contribute directly to the codebase. Not as a primary feature developer, but as a force multiplier — proactively improving code quality, tackling the work that falls between the cracks, and leading by example when it matters.

Our platform is built on two primary monorepos (backend and frontend) using TypeScript throughout. The stack includes React, Node.js, Next.js, Redux, and Redis on the application side; CockroachDB and ClickHouse for data; Synadia NATS for messaging; and GCP for infrastructure. We use OpenTelemetry and Prometheus for observability, with supporting services in TypeScript and Go. We don't expect expertise across all of these — we're looking for strong fundamentals and the ability to learn quickly.

What you will do:

• Lead a feature squad end-to-end: people, process, and technical direction.
• Own performance management for your engineers — regular 1:1s, growth conversations, honest feedback, and formal reviews.
• Partner closely with your PM and Designer to shape quarterly project plans that balance customer value, technical health, and business impact.
• Guide your team through the full SDLC — you should be competent and opinionated at every stage, from system design through production observability.
• Contribute to the codebase as a technical force multiplier: filling gaps, improving quality, and modeling engineering standards.
• Operate within our quarterly planning and 2-week cycle cadence, helping your squad maintain focus and predictability.
• Build and maintain a healthy remote-first team culture — clear communication, strong async habits, and flexibility balanced against team needs.
• Participate in hiring — sourcing, interviewing, and closing engineering talent for your squad and the broader org.

We are looking for people who have:

• 2+ years of formal engineering management experience, leading a team of software engineers through shipping production software.
• A strong technical foundation — you've built and operated production systems and can earn credibility with senior ICs through your technical judgment.
• Proven ability to coach and develop engineers across multiple levels.
• High emotional intelligence and communication skills. You navigate ambiguity, give hard feedback with care, and build trust quickly — especially important in a remote environment.
• Sound business judgment — you understand why the team is building what it's building, and you push back when priorities don't make sense.
• Experience working in cross-functional product teams (PM, Design, Engineering).
• Comfort with remote-first work across time zones. You value flexibility but put team needs first.

In the United States, the range is typically a salary of $145,000 to $180,000 + bonus + equity + benefits. The range provided is Shopmonkey’s reasonable estimate of the base compensation for this role. The actual amount will be based on job-related and non-discriminatory factors such as location, experience, training, skills, and abilities. Consult with your Recruiter during the initial call to determine a more targeted range based on these job-related factors. In addition to this base compensation company stock options and benefits as outlined below are included.

Shopmonkey is looking for a Senior Product Manager to join our dynamic team, help us build the next generation of our platform, and lead to a dedicated squad of product, design, and engineering individuals. At Shopmonkey, we're not just building software; we're on a mission to help every auto repair shop thrive. We believe that with the right tools, shop owners can run their businesses smarter, faster, and more profitably. We are a fast-paced, collaborative, and customer-obsessed team, and we're looking for a senior product leader who shares our passion for getting under the hood and solving real-world problems. Please note for candidates in the San Francisco Bay area, this is a hybrid role with 2-3 days per week on-site at our Morgan Hill, CA office to collaborate and stay connected.

What You Will Do:

You’ll define and evangelize product needs for our core customers, representing Product in customer engagements and partnering closely with customer-facing teams to deliver maximum value. Your ability to communicate prioritization decisions, technical nuances, and the voice of the customer will impact thousands of auto shops across North America.

This is a unique role that requires an organized, impact-oriented, and customer- and product-focused individual who is comfortable with ambiguity, takes initiative, and builds strong, collaborative relationships across teams and with customers.

• Define Product Strategy: Define and champion the strategic direction, product vision, and roadmap for your squad, aligning with overall company goals and objectives. Stay attuned to industry trends, competitive dynamics, and emerging technologies that influence our space.
• Drive Execution: Lead feature scoping, prioritization, and trade-off discussions — knowing when to say no to achieve the best outcomes. Translate vision into clear product requirements and user stories, managing the backlog to ensure maximum impact and alignment with company goals.
• Lead Cross-Functional Teams: lead, inspire, and collaborate with engineering, design, marketing, and customer-facing teams to ensure successful launches, adoption, and measurable outcomes. Work with leadership to connect strategic plans to actionable, prioritized initiatives with clear metrics and timelines. 
• Collaborate Across Squads: Collaborate closely with other squad leads and stakeholders to coordinate efforts, resolve dependencies, and optimize resource allocation.
• Champion the Customer: Conduct research, analyze data, and synthesize insights to deeply understand the needs of our diverse customers — from small independent shops to multi-location enterprises. Use these customer insights and data analytics to guide decisions.
• Own the Full Lifecycle: Oversee the end-to-end product lifecycle — from ideation and validation through launch, iteration, and optimization. Measure success using product metrics such as adoption, engagement, and customer satisfaction, and use these to guide continuous improvement.

What You Bring:

• 6+ years of successful product management experience leading complex software products with cross-functional teams
• Proven track record of shipping SaaS products from concept to launch in a fast-paced, startup setting
• Excellent leadership and collaboration skills to build trust, bridge gaps between teams, and influence without authority
• Tenacity and ample leadership experience enabling you to lead, influence and organize complex, core feature projects
• Exceptional verbal, written, and presentation communication skills with experience engaging senior leadership and customers
• Data-driven mindset with the ability to balance qualitative insights and quantitative metrics
• Familiarity with modern product and project management tools (e.g., Linear, Productboard, Wrike)
• Hungry, fast-learner mindset with a bias towards action.
• Ability to travel periodically for customer visits, events, and workshops
• Bonus: Experience in the automotive space or in mobile app development

In the United States the range is typically $140,000 to $160,000 with bonus + equity + benefits. The range provided is Shopmonkey’s reasonable estimate of the base compensation for this role. The actual amount will be based on job-related and non-discriminatory factors such as location, experience, training, skills, and abilities. Consult with your Recruiter during the initial call to determine a more targeted range based on these job-related factors. In addition to this base compensation company stock options and benefits as outlined below are included.

Shopmonkey is looking for a Senior Product Manager, Fintech to join a dynamic Product team and serve as product lead to a dedicated squad of Product, Design, and Engineering individuals focused on helping auto shops thrive. Your role is to understand our customer's needs, develop innovative solutions, and make thoughtful resourcing trade-offs. Your ability to communicate your prioritization decisions, technical nuances of problems, and the voice of the customer will impact thousands of auto shops across North America. This role requires an extremely organized, impact oriented, and product-focused individual who is comfortable with ambiguity, taking initiative, and building collaborative relationships with stakeholders and customers. If you are looking for a new, challenging opportunity and building amazing software for thousands of customers, we'd love to talk with you! Please note for San Francisco Bay area candidates, this role would be hybrid, with 2-3 days/week in office for collaboration and connection. 

You will have the opportunity to:

Define Product Strategy: Develop and champion a compelling Fintech vision and long-term roadmap based on market research, shop feedback, and business objectives. Monitor the Fintech industry and insights into the competitive landscape and best practices.

Drive Execution: Drive feature scoping, prioritization efforts, and trade-off conversations – knowing what to say no to to achieve the best outcome. Craft detailed requirements and product specifications. You'll manage the product backlog to deliver maximum impact. 

Lead Cross-Functional Teams: Work closely with engineering, design, payment operations, marketing, sales, and legal teams to ensure successful product launches and market adoption.

Be the Voice of the Customer: Conduct in-depth user research and data analysis to deeply understand SMB and Enterprise customer pain points and needs. Use these insights to make informed product decisions.

Manage the Full Lifecycle: Oversee the entire product lifecycle, from ideation and validation, to launch and iteration. You'll track key product metrics, such as user engagement and revenue, using them to measure success and guide future development.

To Be Successful In This Role, You Will Need:

Product Management Experience: 6+ years in successful product management experience, with at least 3 years building Fintech products in SaaS

Fintech Expertise: launching and managing B2B embedded FinTech such as Payment Processing, Buy Now Pay Later, Capital/Lending, Banking, Payroll, AR/AP, Compliance (KYB/KYC), Loyalty Programs, etc.

Customer First Mindset: working with customers to gather feedback and requirements. Experience in working directly with sales and business development leaders to close customer deals. Ability to travel periodically for customer visits, events and on-site workshops.

Leadership and Communication: ability to collaborate and build relationships across organizations, bridge gaps between teams, and successfully influence without authority. Exceptional verbal, presentation, and written communication skills and the ability to interact with diverse groups including senior management 

Startup Mentality: Hungry, fast-learner mindset. Biased towards execution, with extreme ownership over your product’s success and outcomes. Proven ability to work in a fast-paced, dynamic, and entrepreneurial environment. demonstrated ability to drive product strategy, roadmap, and go-to-market motion for new products

In the United States the range is typically $140,000 to $165,000 with bonus + equity + benefits. The range provided is Shopmonkey’s reasonable estimate of the base compensation for this role. The actual amount will be based on job-related and non-discriminatory factors such as location, experience, training, skills, and abilities. Consult with your Recruiter during the initial call to determine a more targeted range based on these job-related factors. In addition to this base compensation company stock options and benefits as outlined below are included.

ABOUT HOPSCOTCH PRIMARY CARE 

At Hopscotch Primary Care, we believe great healthcare should be accessible to all people across all communities.  Today, almost 20% of Americans live in a rural community, yet only 11% of physicians practice in those same communities.  We are on a mission to transform healthcare in rural America.  We provide high-quality primary care tailored to meet the needs of our patients through our robust care model and comprehensive care team, delivering care in our clinics, and across settings, and wrapping resources around the patients who need them most.    

Our patients and the care teams who serve them sit at the center of everything we do at Hopscotch.  Hopscotch Primary Care takes a team approach to serve patient needs and provide the best care possible.  Our goal is to provide the care each of us would want for ourselves or for our family members, in the right setting, and at the right time.  

Today, we are serving thousands of patients in our value-based care model and the number is growing every day.  If you want to bring your experience, skill and passion to make a lasting impact in healthcare, we’d like to meet you. 

ABOUT THE ROLE  

Hopscotch Primary Care is seeking a clinically sound, mission-driven Licensed Clinical Social Worker to support the behavioral health needs of our patients. This role will be a key resource for primary care teams across the Western North Carolina region. As Hopscotch continues to grow and serve patients with increasingly complex behavioral health needs, this role will play a critical part in expanding access to high-quality, integrated behavioral health care across our clinics.   

This role will work closely with primary care providers and care teams to deliver coordinated, patient-centered behavioral health care. They are responsible for assessing the behavioral health needs of patients, making referrals to appropriate behavioral health resources and specialists and providing counseling and other treatments as necessary.

This role offers flexibility in care delivery, including a mix of in-person and telehealth visits, and will involve travel to clinic locations across Western North Carolina.

WHAT YOU’LL DO 

Specific responsibilities for this role will include, but are not limited to:  

• Collaborate with primary care providers and care team members to identify and engage patients into the Behavioral Health Program
• Screen and assess patients using evidence-based tools (e.g., PHQ-9, GAD-7) for common mental health and substance use disorders
• Provide counseling via in-person and telehealth visits, with visit frequency and duration guided by patient need and clinical judgment
• Develop, implement, and monitor individualized behavioral health care plans
• Provide crisis assessment and escalation support when needed
• Coordinate care with external psychiatric providers and specialty behavioral health resources, including building relationships to strengthen Hopscotch’s behavioral health network across the region
• Serve as a behavioral health resource to clinic teams, supporting real-time consultation and care planning
• Contribute to the ongoing development and refinement of Hopscotch’s Behavioral Health Program
• Participate in clinical team meetings to align on patient care plans
• Accurate and timely documentation of patient encounters and care coordination activities

ABOUT YOU 

You would be a great fit for this role if you:

• Hold active LCSW, LCMHC, or LCMHCS in the state of North Carolina
• Have 3+ years of experience providing behavioral health services in a medical, integrated care, or crisis-focused setting
• Experience utilizing electronic medical record systems; specific experience with Athena is a plus, but not required
• Are clinically confident with patient assessment, safety planning, and mobilizing emergency resources
• Are comfortable managing patients with complex behavioral health needs, including serious mental illness, substance use disorders, and social complexity
• Have a strong understanding of the behavioral health and crisis resources available in Western North Carolina (or are eager to learn)
• Communicate clearly and effectively with providers, care teams, and external partners
• Thrive in a fast-paced, evolving environment and are comfortable helping build structure where needed
• Are willing and able to travel to clinic locations in Western North Carolina

From a Cultural Perspective, You Are

• Patient-centered, compassionate, and mission-driven
• Accountable, holding yourself and others to high clinical standards
• Collaborative, assuming positive intent and working effectively across disciplines
• Adaptable and solution-oriented, bringing ideas to improve behavioral health care delivery
• Willing to roll up your sleeves to support patients and care teams in rural communities