Senior Technical Program Manager

Perchwell is the modern real estate listings platform built for agents to search smarter, collaborate better, and close deals faster. We're hiring a Senior Technical Program Manager to play a pivotal role in Perchwell's next phase of scale. This is a strategic execution role for a proven program leader who thrives in complex, high-accountability environments. You'll partner with Product, Engineering, Design, Data, QA, Customer Success, Implementation, and executive leadership to ensure predictable delivery across our most critical initiatives, including transformational infrastructure and MLS-specific deliverables.

Responsibilities

Lead portfolio-level program execution: define, maintain, and drive integrated delivery plans across Perchwell's highest-priority initiatives; Establish and manage cross-initiative dependencies: proactively coordinate sequencing, shared resources, and handoffs across Product, Engineering, Design, QA, Data, and Go-To-Market teams; Implement standardized reporting and operating rhythms: provide consistent, executive-ready visibility into portfolio health, risks, trade-offs, and mitigation plans; Partner directly with executive leadership: translate strategic objectives into staged, executable plans and surface key decision points early; Elevate execution rigor across the organization: define best practices for program planning, risk management, and delivery hygiene while maintaining speed and accountability

Requirements

6+ years of experience in Technical Program Management, Engineering Program Management, or equivalent roles within complex SaaS organizations; Experience leading large, cross-functional initiatives with significant technical dependencies and executive visibility; Strong technical fluency and the ability to engage deeply with engineering teams on architecture, sequencing, and tradeoffs; Proven ability to operate in fast-paced, high-accountability environments with a bias toward outcomes over process; Exceptional written and verbal communication skills, including experience presenting to senior stakeholders and executives; A strategic mindset paired with hands-on execution capability, able to zoom out to see portfolio risk and zoom in to unblock delivery details

Nice to have

Execution-Oriented Leader: takes ownership of outcomes and drives clarity in ambiguous environments; Systems Thinker: sees patterns across teams and anticipates second-order effects; Collaborative Partner: influences through trust and alignment, not hierarchy; Structured Operator: brings discipline and visibility without unnecessary process; Calm Under Pressure: maintains focus and composure when timelines are tight and stakes are high

Benefits

Flexible PTO; 10 paid company holidays; 401K with a company match; Medical, dental, and vision plans; HSA and FSA options; Commuter benefits; Parental leave; Company-wide onsite or offsite each year; Office in Soho, Manhattan with a stocked kitchen, catered breakfast and lunch once per week, happy hours and meet-ups; Equity