The Role
Lead GTM transformation program managing cross-functional workstreams, change management, enablement, and executive reporting. Maintain master program and task trackers, run status cadences, drive stakeholder alignment, manage communications, enablement metrics, and post-implementation reviews to ensure adoption and measurable outcomes across Sales, CS, Marketing, RevOps, and IT.
Summary Generated by Built In
We are HCSS. For the last 40 years, we have been developing software to help construction companies streamline their operations. Based in Sugar Land, TX, our mission is helping customers achieve excellence through our proven customer-centric, end-to-end solutions and exceptionally helpful service, while providing a great life for our employees. With this mission at the core of everything we do, HCSS is a pioneer and leader in the construction software space and a consistently recognized employer. We have earned Best Companies to Work for in Texas honors for 18 consecutive years and have been named a USA Today Top Workplace. HCSS has also been recognized by Built In as a Best Place to Work in Greater Houston and by Construction Executive for our technology innovation, reflecting our strong culture, industry leadership, and commitment to excellence.
WHO WE NEED:
GTM transformations fail not because the strategy is wrong but because the change management, coordination, and enablement work does not keep pace with the technical work. The Strategic Project Manager exists to close that gap.
This role is the operating partner to the VP RevOps and the AI GTM Engineer. Where the AI GTM Engineer builds the systems, the Strategic Project Manager ensures the organization is ready to adopt them, equipped to use them, and held accountable to the outcomes they are supposed to produce. You own the program plan, the cross-functional workstream coordination, the change management framework, and the enablement infrastructure that makes new tools and new ways of working take hold.
You will work across Sales, Sales Engineering, Customer Success, Marketing, RevOps, and ESS — as well as with external vendors during platform evaluations and rollouts. This requires someone who is equally comfortable in a strategy conversation with a Sales Director and requirements review with a Salesforce admin. You do not need to be technical, but you need to understand what the technical work produces and translate that into clear communication and enablement for non-technical stakeholders.
This role reports directly to the VP GTM Strategy & Operations and is a key member of the GTM leadership team.
Qualifications:
- 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.
Preferred Qualifications:
- 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
Role Responsibilities:
GTM Transformation Program Management
- 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
- 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
Change Management
- 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
Cross-Departmental Collaboration
- 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
Enablement Infrastructure
- 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
Travel Requirements:
Occasional travel may be required
BENEFITS & PERKS:
Part of our mission is to provide a great life for our employees. We believe that when our people are happy, they do their best work. Some of the benefits and perks we offer include:
- 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!
Skills Required
- 4+ years managing complex, cross-functional programs in a B2B SaaS or technology company
- Experience managing programs with real organizational consequences (headcount, systems, customer relationships)
- Demonstrated experience leading change management for technology deployments or org redesign initiatives
- Proven ability to drive alignment and decisions across teams with competing priorities and no direct reporting relationship
- Ability to write crisp executive summaries and present program status to VP or C-level audiences
- Understand mechanics of a B2B revenue organization (sales, marketing, customer success, RevOps interactions and KPIs)
- PMP, PgMP, or equivalent structured PM methodology
- 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
What the Team is Saying
Jordan Bales
Software Tester
Falk Hoeppner
Senior Quality Assurance Analyst
Sierra
Project Management Supervisor
Betty
Director of Development
Henry
IT Analyst
HCSS Compensation & Benefits Highlights
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Healthcare Strength — Company-paid medical and dental premiums for employees, along with company-paid life insurance and short/long-term disability, are prominently listed; multiple Cigna plan options and strong core coverage are emphasized. These protections are repeatedly described as a standout element of the package.
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Wellbeing & Lifestyle Benefits — A campus with an on-site gym and fitness classes, sports courts/fields, a track, wellness funds (often cited up to $1,000), free snacks, and catered Friday lunches are highlighted. These amenities and funds materially enhance day-to-day experience, especially for those near the Sugar Land campus.
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Parental & Family Support — Paid parental leave provides up to 6 weeks for primary caregivers and up to 3 weeks for secondary caregivers, with maintained health benefits during qualifying FMLA leave. This sits alongside other family-friendly policies noted in employer materials.
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The Company
What We Do
Since 1986, HCSS been developing software to help construction companies streamline their operations. Today, HCSS is recognized as a pioneer and leader in the market, serving thousands of construction companies across the nation. Year after year, they continue to innovate, refine, and expand their products as the industry evolves. HCSS' mission is to help customers dramatically improve their business through innovative, high-quality software and exceptionally helpful service, while providing a great life for employees.
Why Work With Us
At HCSS, we prioritize people—empowering both our customers and employees to achieve excellence. We promote from within, provide continuous professional growth, and embrace challenges as learning opportunities. Join us to build a meaningful career while delivering exceptional solutions and service.
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HCSS Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
We support a flexible, hybrid work environment that empowers employees to do their best work while balancing the needs of their lives outside of work.
Typical time on-site:
Flexible
Sugar Land, TX
