Head of Technical Program Management, Sentry
$280-320k
+ Offers Equity and offers Bonus
More information about location
Error tracking and app monitoring software
Open for applications
Error tracking and app monitoring software
201-500 employees
Open for applications
$280-320k
+ Offers Equity and offers Bonus
More information about location
201-500 employees
Company mission
To empower developer teams to build their best possible software, more quickly and easily.
Role
Who you are
- You’re energized by complex, cross-team work and get satisfaction from making execution smoother, more predictable, and easier to scale
- You enjoy turning ambiguity into clear plans, strong operating rhythms, and measurable outcomes
- You like working closely with senior leaders, bringing a thoughtful point of view, and helping teams move faster through clarity, coordination, and good decision-making
- 7-10+ years of progressive experience in Software Engineering/Technical Program Management within a high-growth, fast-paced technology company
- Strong organizational skills and an entrepreneurial drive with history of developing high-performing teams
- Strong ability to simplify complex problems and drive alignment among diverse stakeholders
- Strong written and verbal communication skills, with the ability to interact professionally, confidently, and empathetically with internal and external stakeholders
- Proven track record of managing and delivering multiple complex projects across matrix organizations and functional, geographic and cultural borders
What the job involves
- We’re looking for an operationally-savvy and passionate Head of Technical Program Management to be the strategic architect of technical execution for the Engineering, Product, & Design (EPD) organization.
- Reporting directly to the CTO and partnering closely with the CTO and the EPD leadership team, you’ll help ensure predictable delivery across teams, and build the Technical Program Management (TPM) function from the ground up
- Strategic Execution: You’ll partner with the CTO and senior EPD leaders to turn priorities into clear, measurable plans across teams. You’ll drive sequencing, milestones, and decisions while ensuring leadership has reliable visibility into progress and tradeoffs
- TPM Org Architecture & Function Buildout: You’ll define the charter and operating model for TPM at Sentry and how the team partners across EPD. You’ll immediately start hiring and developing a high-performing TPM org with strong standards for ownership and execution, while also developing, implementing and continuously refining TPM processes, frameworks and tools
- Data-Driven Delivery & Engineering Health: You’ll establish metrics and dashboards that reflect delivery health, risk, and roadmap confidence. You’ll keep planning and reporting high-signal and lightweight, focused on outcomes rather than activity
- Capacity, Dependencies, and Risk Management: You’ll improve visibility into resourcing, constraints, and cross-team dependencies so leaders can align investment to the highest priorities. You’ll surface risks and bottlenecks early, drive tradeoffs when priorities compete, and keep execution focused as plans shift. The goal is fewer surprises and smoother delivery across complex initiatives
Our take
Defective software leads to dissatisfied users, disruptions and potential financial losses for companies. Sentry has created application monitoring and error tracking software to help developers fix errors faster, easier and more cost effectively.
More than 1 million developers and 70,000 organisations worldwide, including the likes of Microsoft, Disney, Atlassian, Cloudflare and Slack, have used Sentry to monitor their code health. The company is well-positioned for significant growth. There is an emerging need for solutions that address holistic application health. As more companies focus on digital to engage with their customers, the reliability of their applications is essential.
The global bug-tracking software market is expected to reach over $600 million by 2026 with an annual growth rate of almost 10%. Further, the company opened another office in Denver in early 2023, expanding its regional presence, as it continues to broaden its market presence.
Freddie
Company Specialist at Welcome to the Jungle
Insights
28% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
May 2022
$90m
SERIES E
Feb 2021
$60m
SERIES D
Total funding: $216.5m
Company benefits
- Competitive Compensation + Equity
- 401k Plan
- Medical, Dental, Vision Insurance
- Commuter Stipend
- Professional Development Stipend
- Health & Wellness Benefits
- Charitable Matching Program
- Flexible PTO
- Paid Parental Leave
Company HQ
Financial District, San Francisco, CA
Leadership
David Cramer
(Co-Founder & CPO)They started their career as a Software Engineer at Curse, before roles at Enthropia, Disqus, and Dropbox. Having co-founded Sentry in January 2012, they left Dropbox in 2015.
Chris Jennings
(Co-Founder & Chief Creative Officer)They have been a Frontend Developer at AgencyTen, Director of Design and UX at Disqus and most recently a Product Designer at GitHub.
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