Director of Business Planning & Strategic Initiatives – Office of the CPTO (Remote Eligible)

About This Opportunity

We are representing a confidential SaaS organization seeking an exceptional Director of Business Planning & Strategic Initiatives to lead the Office of the Chief Product and Technology Officer. This is a high-visibility, strategic leadership role supporting a 650-person product and technology organization during a pivotal period of transformation and growth.

As the right-hand to the CPTO, you will drive operational excellence, lead critical strategic initiatives, and serve as a force multiplier for executive leadership. This position combines strategy, operations, and executive partnership in a fast-paced, high-accountability environment. If you thrive on complexity, enjoy solving multifaceted business challenges, and excel at bringing clarity to ambiguity, we want to hear from you.

Location: Remote, eligible anywhere in the world where the client operates

Responsibilities

Annual Planning and Transformation Operations:

• Partner with the CPTO to develop and execute a comprehensive 3-year strategic plan focused on product adoption, revenue retention and growth, and customer value delivery
• Lead the annual strategic and financial planning process across all product functions, coordinating with Finance and go-to-market organizations
• Identify and manage critical planning decisions, cross-functional dependencies, and organizational gaps
• Oversee OKR and initiative tracking throughout the year to drive accountability across the business
• Provide strategic support to executives on transformation initiatives

Leadership Team Operations:

• Serve as a trusted thought partner to the leadership team, ensuring focus on highest-leverage priorities
• Own the leadership operating rhythm including staff meetings, leadership offsites, quarterly business reviews, and board/executive committee touchpoints
• Prepare materials for board presentations, investor briefings, and executive forums including narrative development and data synthesis
• Establish and manage operational cadence and rituals for the CPTO and leadership team
• Coordinate budget and headcount planning with Finance and Revenue Operations partners

Communications and Culture:

• Build and maintain team-wide communications including newsletters, town halls, and intranet content to foster alignment and connection
• Develop regular cadence of internal blogs and presentations to drive shared understanding of strategy
• Monitor organizational health signals and proactively surface team sentiment, retention risk, and cross-functional friction with recommended actions
• Craft critical communications and presentations for internal and external audiences

Strategic Cross-Functional Initiatives:

• Lead point on strategic cross-functional projects as needed
• Establish governance for change management planning across transformation initiatives
• Partner with functional and technical program management teams to execute initiative plans

What We're Looking For

Required Qualifications:

• 10+ years of experience in strategy, operations, or program management within a SaaS business
• Management consulting or equivalent experience required; MBA preferred
• Proven track record building, scaling, and refining strategy and programs for complex businesses
• Exceptional communication and stakeholder management skills across all organizational levels
• Experience with organizational design, organizational behavior, leadership development, or team development
• Meticulous attention to detail with ability to manage multiple projects simultaneously
• Strong data analysis capabilities and metrics-driven decision-making approach
• Willingness to travel 25% on average, up to 50% occasionally (primarily domestic, some international)

Success Profile:

• High emotional intelligence and business acumen
• Ability to thrive in high-velocity, high-accountability environments
• Strategic thinker who can also execute tactically
• Collaborative partner who builds trust across organizations
• Comfortable with ambiguity and skilled at bringing structure to complex challenges

How We Work With You

Get A Job.ai serves as the exclusive recruiting partner for this confidential search. Here's our process:

• Submit your application directly through the Get A Job.ai platform
• Our recruiting team will conduct an initial screening and assessment
• Qualified candidates will be presented to our client with your background and qualifications
• We coordinate all interview scheduling and feedback throughout the process
• Please do not attempt to contact the client directly, as all communication flows through our talent team

Pay

This role offers competitive compensation reflecting the seniority and scope of responsibility. The client has indicated a base salary range of $223,750–$261,250 USD, plus eligibility for performance-based incentives. Final compensation will be determined based on experience, skills, and geographic location.

Equal Employment Opportunity: Get A Job.ai is committed to creating a diverse and inclusive environment. We provide equal employment opportunity to all qualified applicants regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, veteran or disability status, or genetic information.