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Strategy & Solutions Consultant
WorthwhileStrategy & Solutions Consultant at Worthwhile driving strategic engagement and business development. Leading Pathfinder opportunities and collaborating with clients to deliver effective solutions.
About the role
Key responsibilities & impact- Identify and qualify Pathfinder opportunities within Worthwhile's existing and prospective client base.
- Lead positioning conversations that demonstrate strategic authority and earn the right to a structured decision engagement.
- Own the pipeline from initial conversation through signed engagement letter.
- Collaborate with the COO on pricing strategy and proposal development.
- Build and maintain Worthwhile's credibility narrative using case studies, cost-of-building-wrong data, and retrospective examples from delivery history.
- Contribute to building the Pathfinder playbook, sales materials, and repeatable processes.
- Mentor other team members as the function scales, helping establish a repeatable consulting and sales motion.
- Own the Pathfinder engagement end-to-end, from kickoff through executive presentation.
- Run stakeholder discovery interviews to surface the real problem behind the stated request.
- Translate client initiatives into economic terms: problem value, viable options, and ROI under conservative, expected, and optimistic scenarios.
- Build the options analysis across build, buy, configure, AI-enable, build smaller, and do nothing.
- Develop the risk assessment covering execution, technology, organizational, and market dimensions.
- Author and present the Pathfinder Playback to the client's executive team with a clear go/no-go recommendation and a prioritized roadmap with decision gates.
- When the recommendation is to build, translate the strategic decision into a concrete execution plan.
- Define the milestone structure, delivery timeline, and risk mitigation approach.
- Establish decision gates within the build phase that keep execution accountable to the original recommendation.
- Own the handoff to the delivery team, ensuring they inherit a clear scope, prioritized backlog, and measurable success criteria.
- Remain available as a strategic checkpoint during execution to prevent scope drift.
Requirements
What you’ll need- Five or more years of professional experience spanning business development, management consulting, or strategic delivery leadership in a technology services or product environment.
- Demonstrated ability to lead executive-level conversations about business outcomes, not just project status.
- Proven ability to drive user adoption and organizational change – you understand that successful technology delivery requires managing people, not just projects, and you know how to bring skeptical stakeholders along.
- Experience leading adoption initiatives such as stakeholder alignment, training strategy, internal communications, or change readiness assessments that determined whether a technology investment actually stuck.
- Experience building financial models, ROI analyses, or business cases that informed significant investment decisions.
- Track record of selling professional services engagements in the $25K–$100K+ range.
- Strong written and verbal communication – the Pathfinder Playback must read like it came from a top-tier consulting firm, delivered by someone who knows what it takes to actually achieve business outcomes.
- Comfort operating with autonomy in a small, distributed team where the playbook is still being written.
Benefits
Comp & perks- Health insurance
- Flexible work arrangements
- Professional development opportunities
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
business developmentmanagement consultingstrategic delivery leadershipfinancial modelingROI analysisstakeholder alignmenttraining strategychange readiness assessmentsoptions analysisrisk assessment
Soft Skills
leadershipcommunicationmentoringcollaborationstrategic thinkingproblem-solvingautonomyadaptabilitystakeholder managementexecutive presentation