Jobs at Pear VC

Lead a team of customer success and implementation professionals responsible for deploying an AI platform across large capital programs. Define customer use cases and data strategies, accelerate implementation and adoption, manage executive relationships, establish delivery playbooks, and measure business value. Own renewal forecasting, negotiations, retention, and expansion while partnering with Product and Engineering on customer-driven roadmap priorities. Coach early-career employees and improve deployment consistency, time to value, and account outcomes.

Founding Marketing Lead responsible for establishing Gryps’s marketing function from the ground up. Owns positioning, messaging, pipeline generation, events, conferences, content, customer collateral, LinkedIn, organic marketing, and co-marketing partnerships. The role targets enterprise construction and institutional buyers with long sales cycles and requires independent execution, customer engagement, regular travel, and the ability to market technically complex products to nontechnical audiences.

Develop core frontend, backend, database, and infrastructure systems for a greenfield AI platform. Responsibilities include building new applications, maintaining and refactoring the codebase, adopting development tools, learning and applying AI, developing fine-tuning pipelines, maintaining GPU clusters, and debugging application issues with customers.

Own the company’s early revenue engine, including account mapping, researched outbound, warm-channel development, conferences, pilots, procurement, proposals, pipeline reporting, and GTM systems. This founding commercial hire will build repeatable sales processes, improve deal velocity, manage customer and market feedback, and work closely with the founders on enterprise AI sales. The role requires strong judgment, executive presence, persuasive writing, and demonstrated ownership of measurable outcomes.

As a Founding Software Engineer, you'll develop and optimize features for an AI-powered construction platform, ensuring performance and scalability while working independently in a fast-paced startup.

The Partner role involves sourcing top builders at Stanford and UC Berkeley, fostering relationships, and supporting the Pear community through events and mentoring.

The Executive Assistant will manage executive calendars, coordinate schedules, assist in office operations, and support events, ensuring efficiency in a fast-paced environment.

The Enterprise Account Executive sells Wexler's AI platform to legal organizations, managing the full sales cycle and building relationships with stakeholders in the legal industry.

As the first engineering hire, you will build the core intelligence engine for factories, handling full-stack development and influencing product decisions.

The Software Engineering Intern will assist in developing agent infrastructure, integrate AI capabilities, and contribute to customer interfaces, supported by experienced engineers.

Founding full-stack engineer to build and ship production LLM-powered features and core product surfaces (employee UX and manager dashboard). Work across web and desktop stack, own features end-to-end, set up telemetry/eval systems, join pilot calls, convert pilots to customers, and shape engineering culture and architecture as the company scales.

Own Blueberry’s DTC revenue motion end to end, including prospecting, pipeline generation, discovery, demos, negotiation, and closing. Partner with the Founder and CEO on enterprise sales, create demand through outbound and partnerships, and develop scalable customer, messaging, channel, and sales playbooks. The role offers a path toward leading the company’s GTM organization.

Work directly with the CEO to execute strategic initiatives across go-to-market, fundraising, hiring, expansion, and customer success. Build scalable operating systems, processes, automations, and company rhythms; coordinate priorities, owners, deadlines, and outcomes; incubate high-priority initiatives; and prepare board materials, investor updates, decision memos, and company communications.

Own the full B2B sales cycle for SMB and lower mid-market customers, including prospecting, cold outreach, discovery, demos, negotiation, and closing. Build and manage an independent pipeline, sell to operators and executives, meet quota, provide product feedback, and help shape Frontdesk’s sales playbook and culture. The role is based in person in New York City and offers growth into larger accounts.

Own complex enterprise AI deployments from discovery through production. Work directly with customers to understand undocumented workflows, build integrations, workflows, tooling, and product capabilities, and debug deployment blockers across voice, messaging, APIs, data, LLMs, and orchestration systems. Convert one-off solutions into reusable product and infrastructure primitives. As the function grows, establish deployment playbooks, hire and lead the Forward Deployed Engineering organization, and coordinate with Product, Engineering, Sales, and Customer Success.

As a Software Engineer at Wexler, you'll architect and build full-stack applications, develop features, collaborate with AI engineers, and contribute to technical decisions while working in a fast-paced startup environment.

First dedicated security hire to build Wexler's security program across infrastructure, product, and compliance. Own tooling, embed secure-by-design practices, run risk assessments, maintain ISO 27001 ISMS, and demonstrate security posture to customers.

The Business Operations Lead manages workflows across health centers, oversees client onboarding, ensures data accuracy, and supports product QA and marketing efforts.

As the Founding Product Manager at Freeflow, you will define AI-driven products for the insurance industry, focusing on claims auditing solutions, enhance efficiency and collaborate closely with teams and users to translate pain points into deliverables.

Lead end-to-end product work for healthcare administrative automation, focusing on customer discovery, co-design with FQHCs, prototyping, partnering with engineering, tracking success metrics, and iterating to reduce administrative burden using AI-enabled workflows.