4+ years managing complex, cross-functional programs in a B2B SaaS or technology company.
Experience managing programs with real organizational consequences — not just feature releases or marketing campaigns. PMP, PgMP, or equivalent structured PM methodology preferred.
Demonstrated experience leading change management for technology deployments or org redesign initiatives. Understands how to segment stakeholders, sequence communications, and measure adoption — not just announce changes and hope they stick.
Proven ability to drive alignment and decisions across teams with competing priorities and no direct reporting relationship. Knows when to escalate and when to push for resolution at the working level.
Can write a crisp, accurate executive summary and present program status to a VP or C-level audience without over-explaining or underexplaining. Equally effective in a detailed working session with an ops team.
Understands the mechanics of a B2B revenue organization — how sales, marketing, customer success, and RevOps interact, what drives pipeline, and what "good" looks like across these functions. Does not need to be a former seller but needs to understand the environment.
Experience in a high-growth SaaS or PE-backed organization
Prior involvement in enterprise architecture planning or digital transformation initiatives
Project Management Professional (PMP), Certified ScrumMaster (CSM), or Six Sigma certification
Familiarity with data warehouse platforms (e.g., Snowflake, Redshift) or analytics tools (e.g., Tableau, Power BI)
Experience leading platform consolidations, system deprecations, or large-scale enterprise migrations
Working knowledge of ITIL practices and enterprise support frameworks
Proven experience negotiating and managing large-scale SaaS contracts and renewals
Strong change management skills with a track record of driving user adoption across technical and non-technical teams
Own the master program plan for the GTM team – key projects and enablement tracks, specifically. Maintain the full workstream view across various projects to track dependencies and gates, and surface risks before they become blockers. This is not light project coordination — the program has real consequences for headcount, systems, and customer relationships
Maintain the master project plan, phase timelines, and gate criteria across all six workstreams
Run the weekly program status cadence: delegate as-needed to prepare materials, facilitate the meeting, capture decisions and actions, distribute follow-ups
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Maintain the Task Tracker as the authoritative source for program task status, ownership, and target dates
Produce the executive program summary for VP RevOps and senior leadership on a bi-weekly basis
The GTM Transformation Program touches every sales support function at HCSS. SDRs, Sales Engineers, Sales Enablement, and Marketing are all affected — some modestly, some significantly. Without structured change management, the transformation will generate resistance, confusion, and adoption gaps that undermine the ROI of the technical work. This role owns the plan to prevent that.
Develop and maintain the change management framework for the program: stakeholder mapping, impact assessment by function, communication plan, and adoption measurement
Own all program communications to affected teams — framing changes in terms of what they mean for each audience, not just what is technically happening
Coordinate with HR and Sales leadership on timing and sequencing of org-level announcements, particularly around the CS restructuring and SDR/SE role evolution — ensuring no restructuring communication goes out before the operational proof points are established
Identify resistance early through structured feedback loops (manager check-ins, rep surveys, Gong usage data) and escalate to VP RevOps before resistance hardens
Ensure every impacted team member understands their role in the new model before the change affects them — not after
Many of the highest-stakes decisions in this program require input and buy-in from teams that do not report to RevOps: Sales Directors, CS Leadership, Marketing Ops, HR, HCSS IT, and ESS. The Strategic PM is the primary facilitator of that cross-functional work — creating the conditions for good decisions to be made, and ensuring those decisions are executed across organizational boundaries.
Facilitate the Sales Methodology design workshops with Sales Directors and Sales Enablement — prepare team, capture outputs, and drive the framework to completion
Partner with HCSS IT & Cloud development on the data warehouse integration roadmap — track connection priorities, surface dependency risks, and ensure GTM data source requirements are communicated clearly and on schedule
New tools and new processes fail when the people expected to use them have not been properly prepared. The Strategic PM owns the enablement layer that sits between "the system is live" and "the team is using it effectively." This includes training programs, documentation, certification structures, and the feedback loops that tell you whether adoption is happening.
Develop and execute the enablement plan for each major program milestone: Gong Dialer rollout, HCSS Way methodology launch, and AI agent activations
Build and maintain the program's internal knowledge base — process documentation, tool guides, FAQs, and quick-reference materials
Design and run the manager certification program for the HCSS Sales Methodology: ensure every Sales Director and frontline manager can coach to the HCSS Way framework before it is rolled out to their teams
Establish and track enablement metrics for each rollout: tool adoption rates, scorecard completion rates, training completion rates, and behavioral change indicators from Gong data
Run post-implementation reviews after each major go-live — capture what worked, what did not, and what needs adjustment before the next phase
Flexibility to work Remotely
Medical, dental, and vision coverage with company-paid and employee-paid options
Paid holidays, sick days, and personal time off
Employee Resource Groups ( ERGs ) that foster connection and inclusion
On-site amenities including a covered basketball court, soccer field, track, pickleball/tennis courts, gym, etc.
Dog-friendly campus and WiFi-accessible courtyards
401(k) with a 5% company match
Coverage for employee professional development and wellness
And more!
About Heavy Construction Systems Specialists, LLC
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