Head of Onboarding, East

Vend Park is building the AI-powered operating system for parking in commercial real estate, and we've raised a $17.5M Series A from top investors to do so. We replace outdated, manual parking operations with a modern platform powered by automation, computer vision, and data — delivering 20%+ net operating income improvements for our clients.

In under two years, we've scaled to 20+ cities and partnered with leading asset owners including Nuveen, Jamestown, and Federal Realty. We operate with high ownership, speed, and a bias toward action.

We're hiring an Onboarding Lead to own the function that takes new properties from signed deal to fully live, revenue-generating operations. This role sits at the center of Vend Park — bridging Sales, Operations, Product, and Customer Success.

Onboarding sets the tone for the entire client relationship. You'll design systems that scale across dozens of concurrent launches while personally driving high-stakes implementations that require sharp judgment and strong client management. This is both a builder role (create systems) and an operator role (run live projects).

End-to-End Onboarding Execution

Own the full lifecycle from sales handoff through kickoff, configuration, go-live, and handoff to Account Management. Manage multiple concurrent property launches across markets and ensure every onboarding is delivered on time, on budget, and with high client satisfaction.

Cross-Functional Orchestration

Act as the central quarterback across Sales (handoff quality, expectation-setting), Product & Engineering (feature gaps, edge cases), and Operations (staffing, enforcement, on-site execution). Define and enforce clear SLAs for every transition.

Client & Stakeholder Management

Build trusted relationships with property managers, asset managers, and key tenant stakeholders. Lead onboarding calls, manage expectations, navigate pushback, and own escalations for complex or high-visibility clients.

Systems, Process & Scale

Design onboarding playbooks, checklists, and workflows that scale across markets. Identify bottlenecks — data collection, signage, tenant communications — and eliminate them. Improve throughput and quality simultaneously.

Configuration & Operational Setup

Oversee setup of rates, passes, validations, billing structures, data uploads, system configuration, and third-party integrations (marketplaces, payments). Ensure accuracy and completeness before every go-live.

Team Building

Hire and manage onboarding coordinators as volume grows. Delegate execution-heavy tasks while retaining ownership of outcomes and client experience.

• You run 8–12+ concurrent onboardings without quality degradation

• Go-lives are predictable, repeatable, and low-friction

• Clients feel confident, informed, and supported from day one

• Internal teams trust onboarding as a high-functioning, reliable system

• Onboarding becomes a competitive advantage — not a bottleneck
  

• Operator + Builder — You've run complex, multi-stakeholder projects end-to-end and you don't just execute — you design better systems.

• High Judgment — You navigate ambiguity, tradeoffs, and client-specific edge cases. You know when to standardize vs. customize.

• Exceptionally Organized — You manage multiple projects, timelines, and stakeholders without letting anything fall through the cracks.

• Client-Facing & High EQ — You're comfortable pushing back, managing expectations, and building trust with difficult stakeholders.

• Data-Driven — You're comfortable with messy data, pattern recognition, capacity forecasting, and process improvement.

• Scrappy — You take initiative, operate like an owner, and thrive in fast-moving, sometimes ambiguous environments.

• Enjoy Travel — This role requires travel up to 30% of the time.

4–8+ years of experience in operations, or client-facing roles, with a strong preference for backgrounds in finance (banking), consulting, or operations at high growth startups. Demonstrated ability to manage complex onboarding engagements, lead multi-location rollouts, and build scalable processes from zero to one. Experience in real estate, parking, or other physical operations environments is a plus, but not required.

Onboarding is one of the most critical functions to Vend Park's growth today. We're already operating above comfortable capacity, and scaling this function is critical to unlocking the next phase of the company. This is an opportunity to build a core function from the ground up, work directly with leadership, and shape how a fast-growing company scales its operations.

$135,000 base salary + equity + benefits. High ownership and fast growth trajectory.

If you love turning chaos into systems and want to build something that scales across real-world infrastructure — we'd love to hear from you.