YOUR ROLE

We’re looking for a Senior Project Manager to own end-to-end delivery for our strategic and enterprise customer accounts. You’ll partner directly with clients and our internal engineering, product, and partnership teams to turn customer commitments into shipped outcomes — running the project, the relationship, and the commercial details from kickoff through launch.

WHAT YOU'LL DO

Own end-to-end delivery of customer engagements from kickoff through implementation, UAT, and launch, against committed scope, timeline, and budget.
Serve as the primary point of contact for assigned strategic and enterprise accounts, leading client meetings, status reviews, and quarterly business reviews.
Partner with engineering managers, solutioning leads, and product to translate customer requirements into well-scoped epics and stories, and to broker tradeoffs between scope, timeline, and engineering capacity.
Contribute to the definition, drafting, and solutioning of business requirements partnering with customers, product, and engineering to turn ambiguous needs into clear, actionable specifications.
Participate in an agile delivery cadence, standups, sprint planning, grooming, and retros
Manage the dashboards and reporting that keep customers and internal teams aligned.
Manage scope, change orders, and escalations in coordination with the Partnership team, Legal, and Finance, maintaining awareness of SOWs, milestone commitments, and invoicing requirements.
Develop and maintain program master schedules, budgets, risk logs, and the team assets, playbooks, decks, templates, that scale how we deliver across accounts.
Drive routine status communications to customers and executive leadership, execution vs. baseline, risks, mitigations, and recovery actions, using data to drive decisions and unblock the team.
Additional duties and responsibilities as assigned.

YOUR LOCATION
This is a fully remote role, with the exception of onboarding and optional in-office events.

Skills & Experience

7+ years in project or program management, with a track record of delivering customer-facing engagements on time, on scope, and on margin.
Demonstrated experience owning strategic or enterprise customer accounts with executive-level stakeholders.
Hands-on experience in an agile delivery environment, with deep working knowledge of Jira (boards, workflows, and dashboards).
Proven ability to partner with software engineering teams — comfortable translating between technical and business audiences.
Insurance industry experience (carrier, broker, MGA, or Insurtech) is a strong plus.

Physical Requirements

Must be able to sit/stand/walk for prolonged periods of time, (up to 8 hours per day) at a desk working on a computer.
Must be able to use standard office equipment for extended periods of time, including but not limited to, a mouse, keyboard, phone and video conferencing.

Bold Penguin is the premier digital broker for commercial insurance. Their technology expands top-of-funnel demand and increases yield for enterprise partners. Through digital distribution, wholesale capabilities, and AI-driven insights, they transform the lifecycle of both simple and complex risks, from prospecting to placement.

Benefits

We offer competitive compensation and progressive benefits that include:

Medical, Dental, and Vision
Flexible PTO Policy
401(k) with a company match
Employee Assistance Program
Parental Leave
Disability and Life Benefits

Stay connected to the Glacier. We have great SLACK channels for work and play. We also like to video conference and hold all-hands "Waddles" regularly.

Penguin bling. Like swag themed after a certain Antarctic bird? Just. You. Wait.

Bold Penguin believes in inclusion. That’s why we’re proud to be an equal opportunity employer that considers all qualified applicants regardless of race, color, religion, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. To learn more about our results-focused culture and employee-focused perks, read more on our careers page.

Bold Penguin, Inc.

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