Pear VC

Sales Development Rep

• Shape early sales motion as Founding SDR and build outbound engine from ground up
• Prospect, engage leads, and book meetings primarily via cold calling, personalized emails, social selling, and bespoke outbound strategies
• Own the prospecting process from end-to-end, including tooling and lead sourcing
• Research and identify high-value prospects
• Write short, sharp, tailored emails that cut through the noise
• Make high-volume, high-quality cold calls to target buyers
• Test creative outreach strategies (video, voice notes, social, etc.)
• Book qualified meetings to hand off to sales team
• Represent Advex at select industry conferences and trade shows
• Maintain accurate activity and pipeline data in Hubspot
• Work closely with the founders to build and evolve outbound initiatives

Sales Development Representative

Account Executive

• Own the full sales cycle: prospect, qualify, run discovery, deliver demos, and close
• Target mid-market accounts and consistently close net-new deals in the $50k–$100k range
• Build and manage a healthy pipeline to meet and exceed quota
• Collaborate with SDRs, Sales Engineers, and leadership on account strategy
• Provide accurate forecasting and pipeline management in Salesforce
• Act as a trusted advisor by mapping OnRamp’s value to prospects' onboarding challenges

Mid-Market Account Executive

Full-stack Engineer

• Be one of the earliest engineers, setting both the technical direction and cultural foundation of TrueMeter.
• Own end-to-end AI applications: from ingesting unstructured data to deploying production-ready agent workflows.
• Build AI applications that parse tariffs, optimize utility spend, and automate workflows.
• Productionize agent workflows and integrate cutting-edge AI models into robust pipelines that run reliably in real-world environments.
• Full-stack development: build APIs, backend services, and frontend integrations using Python and TypeScript.
• Deploy and maintain systems on GCP (or AWS), ensuring scalability, reliability, and performance.
• Prototype, test, and launch features quickly while maintaining production quality.
• Establish engineering standards, architecture principles, and AI-first practices for the company.

Founding Software Engineer, AI Applications

Operations

• Build and maintain dashboards, reports, and forecasts
• Define and track KPIs across the revenue funnel (pipeline health, onboarding velocity, retention)
• Manage and optimize CRM and revenue tools (Hubspot preferred)
• Partner with leadership on quota models, territory planning, and comp structures
• Ensure pipeline hygiene, lead routing, and data quality
• Lead process improvements and change management initiatives
• Create documentation and best practices to support scale

Revenue Operations Manager

• Own the full sales cycle from prospecting through close for commercial accounts
• Consistently close net-new deals in the $25k–$50k range
• Manage pipeline and activity levels to exceed quota
• Partner with SDRs to convert qualified leads into opportunities
• Deliver engaging demos and presentations tailored to customer needs
• Provide accurate forecasting and maintain pipeline hygiene in Salesforce

Commercial Account Executive

Frontend Engineer

• Build sophisticated data visualization interfaces and enterprise-grade dashboards for insurance customers
• Architect frontend systems that support 15+ concurrent enterprise implementations
• Shape the interface experience that influences underwriting decisions and product adoption
• Collaborate daily with founders, platform engineers, and product design leaders on strategy and design
• Create charts, maps, and analytics interfaces to surface structural engineering data
• Build customer-specific workflows, white-label interfaces, and API integration tools for embedding into insurance platforms
• Leverage AI tools to accelerate development velocity and deliver enterprise-quality interfaces
• Optimize frontend performance for large datasets with efficient rendering, state management, and caching
• Integrate with backend APIs (REST/GraphQL) and handle real-time streams via WebSockets
• Build backend APIs for AI-powered features and support enterprise deployments
• Respond to customer requests, prepare demos, and debug production issues affecting implementations

Full Stack Engineer, Frontend-focused

• Build and lead OnRamp’s first SDR team, hiring and developing top-performing talent
• Define the playbook for outbound prospecting, qualification, and pipeline creation
• Set and manage pipeline targets, ensuring the team consistently meets and exceeds goals
• Partner with Sales and Marketing leadership to align on ICP, messaging, and lead generation strategies
• Implement tools, processes, and metrics to measure and improve SDR productivity
• Provide coaching, feedback, and career development to SDRs
• Report on SDR performance, pipeline contribution, and forecasting to leadership
• Drive a culture of accountability, learning, and winning

Sales Development Manager

Engineer

• Lead stakeholder workshops and shadow insurance professionals to map complex underwriting processes
• Design and specify API integrations, data flows, and workflow automations tailored to each customer's internal systems and business requirements
• Write code, build prototypes, and deploy integrations that connect ResiQuant's AI platform with customer systems
• Onboard and train underwriters one-on-one, ensuring adoption across teams of users per customer
• Build AI-powered automation tools to streamline implementation and scale processes
• Serve as the voice of the customer to product and engineering teams, driving features and product roadmap priorities
• Travel extensively to work on-site with large insurance companies across the US and present technical solutions to C-suite executives
• Own end-to-end customer implementations from technical scoping through deployment, coordinating between customer IT teams and ResiQuant's engineering team
• Develop trusted advisor relationships with customer executives, technical teams, and end users

Forward Deployed Engineer

Sales Engineer

• Partner with Account Executives to run discovery and uncover technical requirements
• Deliver engaging product demos and presentations aligned with customer pain points
• Build tailored solution proposals and architecture recommendations
• Support RFP responses, technical evaluations, and proof-of-concept engagements
• Translate product capabilities into clear business outcomes for technical and non-technical audiences
• Provide structured feedback from prospects to Product and Sales leadership
• Own the technical side of the sales process from discovery through demo, acting as a trusted technical advisor

Founding Sales Engineer

Backend Engineer

• Architect and build scalable backend services supporting enterprise customers
• Own entire backend features from conception to production deployment; ship iteratively and measure impact
• Build and optimize AI-assisted backend capabilities from API design through production deployment, including model evaluation and retrieval-backed features
• Develop robust data pipelines that ingest, validate, and transform large property and risk datasets
• Collaborate closely with founders and customers on product development and integrations for large insurance companies
• Add comprehensive observability, safety checks, dashboards, alerts, and service SLOs
• Improve performance and reliability (query tuning, indexing, caching/Redis, connection pooling; retries/backoff, DLQs, replay/backfills) and keep runbooks current
• Design/evolve PostgreSQL schemas and write safe migrations with rollout/rollback plans
• Evolve CI/CD (GitHub Actions); ship small, frequent deployments behind flags
• Maintain code quality with tests, PR reviews, concise docs/ADRs; pair when useful
• Build backend APIs for AI-powered features and respond to customer requests and demo preparation with same-day interface updates
• Debug production issues affecting enterprise customer implementations

Full Stack Engineer – AI Applications, Backend

Engineering Manager

• Build & Scale the Team: Own the engineering hiring pipeline, recruit top talent, and mentor early engineers to establish a high-performing, ownership-driven culture.
• Execute Hands-On: Contribute directly to the frontend/backend codebase to accelerate velocity, unblock others, and model engineering best practices.
• Lead Engineering Delivery: Translate business goals into engineering execution, own timelines, and implement lightweight planning, QA, and incident processes.
• Influence Technical Direction: Partner with the Tech Lead to make foundational architectural decisions and ensure codebase scalability and maintainability.
• Uphold Quality & Stability: Champion code quality, testing, observability, and system reliability across all development stages.
• Foster Cross-Functional Alignment: Collaborate with product and business stakeholders to align engineering priorities with product milestones and GTM goals.
• Drive Compliance & Security: Lead technical compliance efforts while embedding security and operational rigor into engineering workflows from day one.
• Establish Engineering Operations: Introduce clear rituals (e.g. standups, retros, reviews) and tracking systems to build a predictable and accountable team rhythm.

Head of Engineering

Recruitment

• Own full-cycle recruiting across multiple functions (sourcing → offer → close)
• Partner with hiring managers to deeply understand role requirements and build effective job descriptions
• Develop and execute creative sourcing strategies to identify diverse and qualified talent
• Manage candidate experience end-to-end with speed, professionalism, and empathy
• Build recruiting processes, reporting, and systems to scale with the company
• Act as a cultural ambassador, ensuring company values come through in every interaction
• Work directly with founders and leaders to identify, engage, and close top talent across go-to-market, product, and engineering roles
• Serve as the first dedicated recruiting hire and shape OnRamp’s hiring practices and culture

In-House Recruiter

Software Engineer

• Build tools, automations, and products used by portfolio founders and Pear's investment and platform teams
• Identify opportunities to save founders and investors time through better tools and automation
• Translate needs into simple, impactful workflows
• Build solutions with minimal maintenance overhead
• Choose the right approach: buy existing software, use low-code/no-code tools, or build from scratch
• Work side-by-side with early-stage founders and gain exposure to how different startups operate
• Ship real products and iterate quickly in a small-team environment

Engineering Fellow

• Contribute to our core agent (and test it on your own network use cases)
• Use prompt engineering and fine-tuning with foundation LLMs
• Contribute everywhere and own technical decisions (ex new design pattern, architect agent development)

Founding Engineer

Designer

• Own the design function end-to-end—shape product experience, refine brand identity, and set design culture
• Work closely with founders, engineers, and legal experts to craft intuitive interfaces for complex AI workflows
• Lead design for product and brand—own UI/UX, visual identity, and marketing materials
• Translate complex legal AI workflows into simple, intuitive user experiences
• Partner with engineers to prototype, test, and ship AI-native interfaces at speed
• Develop a consistent visual language across product, website, and external communications
• Help build the foundation of August’s design culture, processes, and standards

Founding Designer

• Work at the intersection of AI, data engineering, and software development to advance AI systems
• Build and optimize AI-driven data pipelines
• Enhance agentic system architecture and monitoring
• Integrate new data sources and deploy new AI agent capabilities
• Conduct technical analysis to improve performance and scalability
• Scale data workflows and ensure platform performance for enterprise clients
• Collaborate directly with the founding team and contribute as an early hire

Founding Engineer, Data/AI

• Design and scale production-grade agents that perform legal tasks with expert-level reasoning
• Build and deploy agentic systems using Python to automate, evaluate, and scale end-to-end legal workflows
• Rapidly prototype, evaluate, integrate, and test new product features in close partnership with customers and legal team
• Develop new AI native workflows: implement streaming, long-running tasks, procedural UX, and balance state-of-the-art with pragmatism
• Work closely with founders, legal experts, and product team to deploy AI systems in high-stakes workflows used by lawyers globally

Senior Software Engineer – Backend

• Source, run, and close mid-to-enterprise SaaS deals ($50K–$250K ARR)
• Manage full-cycle sales: prospecting, demos, negotiation, close
• Own the full sales cycle and hit quota
• Work cross-functionally with RevOps, marketing, and product
• Drive pipeline and contribute to a strong sales culture
• Work on-site in Boston 5 days a week and collaborate with GTM leadership

Enterprise Account Executive

AI Engineer

• Partner with founders to design data pipelines, build and deploy ML models, and shape product and architecture
• Own product velocity across the full ML stack: cloud infra, data pipelines, model-serving endpoints, and lightweight dashboards
• Prototype, demo to customers, iterate on feedback to ship ML features quickly
• Scale forecasting engine and data ingestion workflows with automated retraining and drift monitoring
• Design and build clean, scalable backends, APIs, and inference services
• Stand up MLOps that scales across customers
• Collaborate on architecture, product direction, hiring, and culture
• Obsess over real-world outcomes: inventory turns, margin, and cash flow