Juniper Square offers employees a variety of ways to work, ranging from a fully remote experience to working full-time in one of our physical offices. We invest heavily in digital-first https://blog.junipersquare.com/juniper-square-ponders-future-of-office-with-digital-first-hybrid-workplace-strategy/ operations, allowing our teams to collaborate effectively across 27 U.S. states, 2 Canadian Provinces, India, Luxembourg, and England. We also have physical offices in San Francisco, New York City, Mumbai and Bangalore for employees who prefer to work in an office some or all of the time.
ABOUT YOUR ROLE
As a Director, PMO, you will be responsible for program management across our entire engineering organization, including our largest and most strategic enterprise engagements. You will lead client-facing delivery for our most complex customers, sitting directly with executives and internal stakeholders to build project plans and drive execution in partnership with engineering, product, and go-to-market teams.
You will act as a bridge between engineering leadership and our customers, building and managing a small team of program and technical program managers while staying hands-on to personally drive delivery on our highest-stakes initiatives. You’ll report directly to our Chief Development Officer and partner closely with R&D leadership to shape PMO structure, standards, and long-term team growth.
In addition to the above, you will build and run a company-wide program reporting standard, including a common dashboard for R&D leadership, so every program has consistent, trustworthy visibility into status, risk, and milestones.
WHAT YOU’LL DO
Own program management across the whole engineering organization, serving as the single point of accountability for program health across multiple engineering leaders' portfolios.
Lead client-facing delivery for our largest and most complex enterprise engagements, representing engineering directly with customers and partnering with Sales, Customer Success, and Product from pre-close through implementation and go-live.
Build and run a company-wide program reporting standard, including a common dashboard for R&D leadership, so every program has consistent, trustworthy visibility into status, risk, and milestones.
Manage and grow a team of program and technical program managers, setting the bar for program rigor, governance, and documentation across the function.
Build trusted partnerships with R&D leadership and drive cross-functional alignment so every major initiative has a program manager embedded and accountable from the start, rather than looped in late.
Partner with the Chief Development Officer and R&D leadership to shape PMO structure, standards, and delivery governance, and drive long-term team growth.
Stay hands-on: in addition to setting direction, personally drive day-to-day execution on the highest-stakes programs. This is a doer role, not a pure oversight layer.
Design, run, and administer multi-step AI-powered workflows and PMO tooling (for example, Cowork skills or scripted Jira and Confluence reporting) to keep program tracking and executive reporting fast and current as the team scales.
Demonstrate strong executive communication skills, with the ability to present effectively and convey key updates, risks, and strategic initiatives to senior leadership.
Partner with product and engineering leaders on roadmap, resource planning, and capacity allocation to keep program milestones and deliverable timelines on track.
Proactively identify, track, and mitigate risks and issues across strategic initiatives.
QUALIFICATIONS
12+ years of program management experience, including 4+ years leading a SaaS PMO or program function at the director level.
Bachelor’s or Master’s degree in Computer Science, a related technical field, preferably with an MBA.
Proven track record leading complex, client-facing enterprise software implementations, directly engaging with enterprise customers and executives, not just internal stakeholders.
Experience managing and developing a team of program or technical program managers.
Demonstrated ability to build trust and drive outcomes across engineering leadership without direct authority over delivery teams.
Real, hands-on AI-workflow experience: has built and run a multi-step AI or Cowork workflow, not just used ChatGPT to draft documents.
Ability to travel domestically and internationally as needed for key client engagements and team/executive meetings.
Experience managing and aligning program management functions and engineering squads across multiple geographies (such as North America, Latin America, India, and Europe).
Direct experience driving high-stakes, large-scale enterprise deployments and managing complex, multi-million-dollar strategic customer engagements with executive stakeholders.
Experience scaling PMO operations, governance standards, and delivery frameworks through periods of rapid organizational growth or structural transformation.
Preferred Qualifications
Background in fintech, private markets, fund administration, or other regulated enterprise SaaS.
Experience building executive or company-wide reporting and dashboarding standards.
Experience identifying and turning around an at-risk enterprise implementation before it affected the customer relationship, rather than catching the problem after the fact.
PMP, PMI-ACP, or equivalent certification.
COMPENSATION
Compensation for this position includes a base salary, annual bonus, equity and a variety of benefits. The U.S. base salary range for this role is $200,000 - $250,000 USD. Actual base salaries will be based on candidate-specific factors, including experience, skillset, and location, and local minimum pay requirements as applicable.
Benefits include
Health, dental, and vision care for you and your family
Life insurance
Mental wellness coverage
Fertility and growing family support
Flex Time Off in addition to company paid holidays
Paid family leave, medical leave, and bereavement leave policies
Retirement saving plans
Allowance to customize your work and technology setup at home
Annual professional development stipend
Your recruiter can provide additional details about compensation and benefits.
