Lead Technical Program Manager

🔥 9 minutes ago

🌐 United States, Canada – Remote

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⏰ Full Time

🟠 Senior

🔧 Technical Program Manager

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Logo of Pencil

Pencil

51 - 200 employees

Founded 2018

🤖 Artificial Intelligence

📣 Marketing

🤝 B2B

💰 $2.8M Seed Round - Pencil on 2020-04

Artificial Intelligence • Marketing • B2B

Pencil is an AI-driven creative platform for marketers and brands. It uses generative artificial intelligence to produce ad creative (images and video) and concept variations designed for performance marketing and e-commerce advertisers, helping teams scale creative production and test many ad variants quickly. Pencil is positioned as a B2B tool for marketing teams and agencies.

📋 Description

• Own engineering-request programs for Tier 1 clients, including intake, scoping, prioritisation input, sequencing and delivery tracking. • Translate client needs into buildable requirements and communicate engineering constraints back to client-facing teams. • Enforce readiness gates and maintain a trusted view of client commitments, owners and statuses. • Design and run operating cadences across product and engineering teams. • Support sprint planning, standups, retrospectives and demos; coordinate larger retrospectives when needed. • Own workback plans, dependency maps and standing operational views for releases, integrations, client commitments and cross-team engineering work. • Maintain trustworthy project-management tooling, automate status collection and reporting, and lead adoption of new tools and AI-native workflows. • Run multi-team programs including feature launches, client integrations and technical migrations. • Manage cross-team dependencies, resolve blockers and independently address drifting programs. • Apply escalation frameworks, own first-response coverage for incidents and client interruptions, and advise on complex delivery decisions. • Produce weekly written status updates for stakeholders and leadership. • Support OKR reporting and tracking for engineering and product leads. • Create TPM templates, cadences and trackers; mentor junior program managers and participate in TPM hiring interviews. • Stay current with AI-native engineering delivery practices and bring relevant ideas to Pencil.

🎯 Requirements

• 8+ years of experience as a Technical Program Manager, ideally in AI/ML, platform infrastructure, or developer tooling. • Track record independently running complex programs with multi-team dependencies, hard external deadlines and company-level impact. • Experience owning engineering delivery for enterprise or Tier 1 clients: managing their requests, setting realistic commitments, and keeping them informed without over-promising. • Genuine technical fluency: comfortable reading a system architecture and understanding the implications; comfortable in conversations about APIs, integration design, and platform trade-offs without being the engineer in the room. • Engineering background is a strong plus. • Structured thinker who writes clean documents and produces clear framing with a recommended path. • Strong communication across leadership, technical and client-facing audiences, with judgement about the appropriate level of detail. • Experience mentoring other program managers and creating templates, cadences and norms for a TPM discipline. • Track record of introducing tools or ways of working that measurably reduced overhead. • Bonus: experience in a high-growth scale-up and/or a company building infrastructure while using it on real customer workloads. • Must work from a home country within Canada, the US or LATAM, with regular working-hours overlap with London-based teams.

🏖️ Benefits

• 25 days PTO plus public holidays, although we operate a Flexible Time Off scheme. • Health insurance / private medical cover. • Monthly stipend towards wellness, fitness, and learning and development. • Remote — work from anywhere in your home country within Canada, the US or LATAM. • Enhanced parental leave policies, whether you become a parent through birth, adoption or surrogacy. • Access to our Pencil office in The Shard, London, when you're there. • Flexible working hours.

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