Fast Facts
The Snr. Director, Strategic Initiatives will lead high-impact projects and collaborate closely with leadership teams to ensure effective strategy execution, primarily in a hybrid setting for candidates in the greater Tampa Bay area.
Responsibilities: Key responsibilities include establishing operating rhythms, developing strategic narratives, leading cross-functional initiatives, and coordinating internal and external communications for existing customers.
Skills: Required skills include exceptional communication, program leadership, cross-functional initiative management, and proficiency in G-suite AI tools and content creation tools like Canva.
Qualifications: Preferred qualifications include 8-12+ years of relevant experience in strategic initiatives or related roles, particularly in B2B SaaS environments, with a strong track record of influencing stakeholders and managing projects.
Location: Job location is Clearwater, Florida, USA.
Compensation: Not provided by employer. Typical compensation ranges for this position are between $140,000 - $200,000.
Clearwater positions open to candidates located in greater Tampa Bay area.
The Snr. Director, Strategic Initiatives will partner closely with leadership and marketing teams to translate strategy into disciplined execution and measurable customer outcomes.
This role serves as a strategic operator and force multiplier for the organization owning the operating cadence, shaping and reinforcing our strategy narrative, driving high-impact initiatives from concept through execution, and ensuring clarity, alignment, and follow-through across leaders and teams.
Responsibilities:
Operating Cadence
- Establish, run, and continuously improve the operating rhythm, including leadership meetings, business reviews, planning cycles, offsites, and strategic forums.
- Own agendas, decision logs, action tracking, and follow-through to ensure leaders remain aligned and execution stays on track.
Functional Strategy Narrative
- Develop and maintain a clear, strategy narrative aligned to the corporate strategy, including priorities, operating model, success metrics, and rationale (“the why”).
- Create and manage core strategy artifacts (executive-ready decks, one-pagers, leader toolkits) to enable consistent communication and decision-making across the organization.
Strategic Initiative Leadership
- Lead high-impact, cross-functional initiatives end-to-end—from intake and prioritization through execution and measurable outcomes.
- Define scope, success metrics and KPIs, milestones, dependencies, risks, and change management plans.
- Maintain accountability for initiative impact on customer adoption, retention, renewals, and long-term value realization.
Project Management
- Own internal planning across a function, including leadership updates, daily briefing and all hands, change communications, FAQs, and other materials.
- Ensure clarity, consistency, and adoption of priorities, new motions, and operating changes.
- Installed-Base Customer Communications
- Partner with Marketing, Product, and Revenue leaders to plan and execute targeted communications to existing customers (e.g., product updates, best practices, value and security updates, change notices).
- Develop assets such as templates, talk tracks, and FAQs to support consistent, high-quality customer outreach.
Cross-Functional Orchestration
- Coordinate across Operations, Sales, Product, Support, and Marketing to align priorities, unblock execution, and ensure a cohesive customer experience.
- Serve as the delegate for select initiatives, with authority to align stakeholders, escalate issues, and drive timely resolution.
Executive Readiness & Leadership Support
- Prepare concise, decision-oriented materials for the leaders.
- Support executive readiness for operating reviews, planning sessions, and critical internal and external meetings as needed.
Minimum Qualifications:
- 8–12+ years of experience in strategic initiatives, business operations, strategy & operations, communications, or chief-of-staff-style roles, ideally supporting Customer Success, Revenue, or GTM organizations in a B2B SaaS environment.
- Demonstrated success leading cross-functional initiatives tied to customer adoption, retention, renewals, and expansion.
- Exceptional communication skills, with the ability to craft clear narratives, build executive-ready materials, and influence senior stakeholders.
- Strong program leadership skills, including initiative prioritization, milestone planning, risk management, and outcome measurement.
- Proven ability to thrive in fast-paced, scaling environments with ambiguity, competing priorities, and high expectations.
- Highly organized, detail-oriented, and comfortable operating with significant autonomy and accountability
- G-suite
- AI-tools (for operational efficiency)
- content creation tools (ie Canva, video editing)
