Senior Technical PM — Hybrid/Remote TMO Lead

Insight Global

Boston (MA)

Hybrid

USD 83,000 - 96,000

Full time

14 days+

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Benefits offered by this job

Medical, dental, and vision insurance

401(k) retirement plan

Paid time off

Paid sick leave

Job summary

Insight Global, a staffing partner for a leading global law firm, seeks a Senior Technical Project Manager to join the TMO. You will bridge engineering and business stakeholders, own multi-workstream technical initiatives, and operate within an embedded team that delivers complex, secure technology projects across the portfolio.

The role emphasizes hands-on engineering, architecture review, and continuous improvement of delivery practices.

Qualifications

5–8+ years of combined experience in software engineering, systems engineering, infrastructure, or related technical disciplines and technical project management.
Background in hands-on engineering or development (prior roles as software engineer, systems administrator, DevOps engineer, data engineer, or equivalent) is strongly preferred.
Proven track record delivering complex, multi-workstream technical projects on time and within scope.
Active Agile/Scrum certification (CSM, SAFe, PMI-ACP, or equivalent) with demonstrated real-world application.
Experience working with cloud platforms (AWS, Azure, or GCP) at a project or solution architecture level.
Proficiency with Jira and Confluence as a project management and documentation backbone.
Proficiency with Azure DevOps for pipeline visibility, sprint management, or CI/CD workflow coordination.
PMP or equivalent project management certification.
Experience working in a legal, professional services, or similarly regulated enterprise environment.
Familiarity with legal technology platforms such as iManage, NetDocuments, or matter management systems.
Background in security-conscious project delivery, including familiarity with SOC 2, ISO 27001, or similar compliance frameworks.
Experience managing vendor relationships and third-party delivery teams.

Responsibilities

Own the full project lifecycle — from discovery and scoping through delivery, hypercare, and retrospective — for concurrent technical initiatives across client’s technology portfolio.
Develop and maintain detailed project plans, risk registers, dependency maps, and milestone roadmaps using Jira and Confluence.
Identify, assess, and actively mitigate technical risks and blockers, escalating appropriately and proposing engineering-informed solutions.
Hold teams accountable to committed delivery timelines without sacrificing quality or technical integrity.
Serve as the TMO’s authoritative voice on all technical delivery matters for projects assigned to you.
Produce and maintain structured deliverables for PMO consumption on cross-functional initiatives, including initial scoping and sizing summaries, deployment plans, and recurring progress reports.
Ensure PMO stakeholders have accurate, timely, and appropriately scoped visibility into technical project status without requiring direct involvement in technical execution.
Maintain a clear boundary of ownership: the TMO leads all technical delivery; the PMO receives structured read-outs and coordinates on business-side workstreams.
Engage substantively with engineering teams on architecture decisions, sprint planning, and technical design discussions.
Apply firsthand engineering experience to assess feasibility, challenge estimates, and identify hidden complexity early.
Serve as a bridge between engineers, architects, and infrastructure teams — facilitating technical alignment across workstreams.
Contribute to technical documentation, system design reviews, and post-incident analyses as needed.
Manage relationships with a diverse range of stakeholders including attorneys, practice group leadership, IT directors, vendors, and C-suite executives.
Translate complex technical concepts, trade-offs, and constraints into clear, actionable communication for non-technical audiences.
Produce executive-level status reports, steering committee materials, and project dashboards that are accurate, concise, and decision-ready.
Navigate competing priorities diplomatically, maintaining stakeholder confidence while protecting project scope and team capacity.
Champion and refine Agile/Scrum delivery practices across the TMO, adapting frameworks pragmatically to fit project context.
Establish and maintain consistent PM standards, templates, and tooling within Jira and Confluence environments.
Contribute to the ongoing maturation of TMO practices including intake processes, prioritization frameworks, and delivery metrics.
Mentor junior team members and contribute to a culture of continuous learning and operational excellence.