cuesta-partners - Senior Manager | Technology & AI Consultant
Requirements
• 8–15 years of experience in management consulting, technology, or related fields • Proven track record leading complex, large-scale programs • Experience managing teams and delivering client-facing work • Strong analytical and problem-solving capabilities (both quantitative and qualitative) • Excellent communication skills, with the ability to influence senior stakeholders • Ability to operate in ambiguity and bring structure to complex problems • Systems thinking across business processes and technology ecosystems • Experience with AI/ML, data platforms, or modern software architectures • Background in software development or hands-on technical work • Experience working with private equity or transaction environments • Exposure to early-stage products or startup environments • Advanced degree (MBA, MS, or similar) • What sets you apart • You combine strategic thinking with execution focus—you don’t just design solutions, you make them happen • You can move fluidly between executive conversations and detailed problem-solving • You elevate the people around you, improving both team performance and client capability
Responsibilities
• You will lead clients through complex technology decisions—from strategy to execution—helping them unlock value from data, AI, and modern architectures. You’ll operate as both a trusted advisor to senior executives and a hands-on leader guiding teams to deliver measurable outcomes. • Your work will span: • Technology, data, and AI strategy • Architecture design and tech stack evaluation • Analytics and business intelligence enablement • AI use case development and execution • Product strategy, roadmaps, and implementation planning • Technology due diligence and investment support • Location: New York or Chicago metros preferred (Eastern or Central time zones) • Client Leadership & Delivery • Lead engagements end-to-end, from scoping through delivery, ensuring high-quality outcomes and client impact • Serve as a trusted advisor to senior stakeholders, including C-level executives • Translate ambiguous business challenges into clear strategies, actionable plans, and measurable results • Drive alignment across stakeholders and facilitate key trade-off decisions • Team Leadership • Lead and mentor cross-functional teams, balancing hands-on contribution with strategic oversight • Provide coaching on problem structuring, storytelling, and client communication • Ensure teams are operating effectively, prioritizing the right work, and meeting deadlines • Strategic Thinking & Problem Solving • Identify critical business and technology gaps and design practical, scalable solutions • Synthesize complex, diverse inputs into clear insights and executive-ready deliverables • Develop compelling recommendations and business cases that drive decision-making • Growth & Firm Development • Lead proposals, scoping, and business development efforts • Build lasting client relationships and identify follow-on opportunities • Capture and scale intellectual property from engagements (frameworks, thought leadership, training content)
Benefits
• At Cuesta, we value entrepreneurship, humility, diversity, learning, speed, and balance. We provide our senior managers with: • Constant opportunities for exposure & learning • Flexible working location and enabling personal-life harmony with work • Agency and influence in the company’s strategy and direction • Collaboration with a high-performing team • Competitive base salary (outlined in this listing) and target bonus of up to 25% • 401k, healthcare benefits, paid time-off, and more!
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