Director of Strategy

Position Summary:

The Director of Strategy role at The C2 Group serves as the client strategy owner and senior advisor responsible for translating business outcomes into clear strategic direction, roadmaps, and execution plans for the team. This role connects client goals, account health, new business opportunities, and delivery leadership to ensure The C2 Group provides measurable value and long-term partnership strength.

The Director of Strategy leads client strategy and guides the execution of that strategy through Product Owners and cross-functional team members. This role becomes involved when warm leads are qualified, when accounts require a strategic pivot, or when major execution milestones require leadership, coaching, and client alignment.

This role is ideal for someone who thrives in client-facing leadership, strategic problem solving, account growth, and team coaching. This individual is comfortable overseeing client work without needing to own every task, and leads through clarity, accountability, business acumen, and a low-ego, team-first mindset.

About C2:

The C2 Group builds, integrates, and delivers business-critical web solutions that get the most from technologies, tools, and teams. Our primary focuses include strategic problem solving, web and application development, agentic solutions and implementation, and ongoing support.

About You:

• Strategic Leader – You can connect client business goals, digital opportunities, and team execution into a clear path forward
• Client Advisor – You build trust with stakeholders by listening, asking thoughtful questions, and guiding practical decisions
• Accountable Coach – You set clear expectations, hold others accountable, and help team members grow through leadership and feedback
• Business-Minded – You understand how strategy, scope, investment, customer satisfaction, retention, and expansion connect
• Communicator – You create clarity across clients, sales, Product Owners, technical teams, and Leadership
• Problem Solver – You can identify root causes, navigate ambiguity, and guide teams through strategic pivots or complex client challenges
• Low Ego – You lead through service, collaboration, ownership, and a team-first mindset
• Growth-Oriented – You look for ways to expand client value, improve account health, and strengthen The C2 Group’s strategic partnerships

C2 Core Values:

• Intentional – Intent drives how we engage in our work and interact with others. Deliberate action, focus, willingness, empathy, and staying calm under pressure each exemplify being intentional. We seek to be purposeful in our actions and thoughtful in our delivery.
• Enthusiastic – Enthusiasm shapes our actions while demonstrating knowledge, passion, and confidence. Our work requires maintaining a realistic and positive vision for the future. Whether it’s in service to team or task, we look to engage with a positive focus and energy.
• Low Ego – Maintaining a low ego provides the right context for serving others. While we are all talented and unique contributors, we realize success is ultimately a team pursuit. We aspire to be accountable, receptive to feedback, and team oriented.
• Curious – Takes initiative, stays current, finds “the better way”.

Job Accountabilities of the Director of Strategy:

Lead, Manage, and Hold Accountable

• Lead, manage, and hold accountable team members responsible for executing client initiatives
• Set clear expectations, priorities, ownership, outcomes, and decision points for client work
• Coach team members on strategic thinking, client communication, accountability, and quality of execution
• Review client work at key milestones to ensure alignment with strategy, account health, and business outcomes
• Remove blockers and hold the team accountable to agreed standards, commitments, and client expectations

Own Client Strategy Creation

• Translate client business objectives into a clear onboarding plan, strategic roadmap, and measurable success outcomes
• Define client priorities, milestones, dependencies, risks, decision points, and strategic sequencing
• Align Product Owners and internal teams around the roadmap, scope, communication rhythm, and expected outcomes
• Revisit and adjust the roadmap as client goals, account health, performance data, or business needs evolve
• Ensure Product Owners have the strategic context needed to translate roadmap priorities into actionable work

Facilitate Client Onboarding

• Lead onboarding conversations to understand client goals, stakeholders, business model, systems, constraints, and success measures
• Establish communication cadence, escalation paths, and decision-making expectations
• Connect onboarding outputs to initial roadmap priorities, backlog direction, and team execution needs
• Identify early risks, dependencies, quick wins, strategic opportunities, and areas requiring deeper discovery
• Build client confidence in The C2 Group’s process, team structure, and strategic approach during the early stages of the relationship

Own Client Strategy Processes

• Define and maintain process and standards for client strategy and account health priorities
• Distinguish and clarify processes at the team level
• Convert recurring issue patterns into improved onboarding, account management, communication, or execution practices

Support New Business Acquisition

• Engage in warm-lead opportunities to understand business needs, goals, constraints, urgency, and fit for The C2 Group’s capabilities
• Shape strategic recommendations, discovery questions, solution direction, and value positioning during the sales process
• Partner with sales and leadership to clarify outcomes, assumptions, risks, dependencies, scope boundaries, and success measures
• Communicate the strategic point of view in a way that builds confidence with prospective clients and stakeholders
• Support a clean transition from business development into onboarding, roadmap creation, and execution planning

Own Customer Retention, Expansion, and Satisfaction

• Own account health by monitoring satisfaction, relationship strength, value realization, risks, and strategic alignment
• Lead strategic check-ins and business reviews that evaluate progress, surface needs, and reinforce measurable outcomes
• Identify expansion opportunities based on client goals, platform maturity, performance, organizational change, and unmet needs
• Intervene when customer satisfaction, account health, or strategic alignment requires leadership attention or a strategic pivot
• Strengthen long-term partnerships by ensuring clients experience The C2 Group as a proactive strategic advisor and growth partner

Education & Experience:

• 7-10+ years of strategic consulting, account leadership, digital strategy, customer experience, product, or agency leadership experience
• Experience leading client relationships and translating business outcomes into strategic direction and execution
• Experience coaching Product Owners, client-facing teams, or cross-functional delivery teams in agile and/or digital environments
• Proven ability to support new business conversations, customer retention, expansion opportunities, and executive stakeholder alignment
• Proficiency with technologies supporting CMS, agentic (virtual teammates/agents), experimentation, personalization, marketing platforms, and content strategy required