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<p style="min-height:1.5em"><strong>Senior Manager | Technology & AI Consultant</strong></p><p style="min-height:1.5em">Cuesta Partners</p><p style="min-height:1.5em">Chicago or New York</p><p style="min-height:1.5em"></p><p style="min-height:1.5em">Cuesta Partners is seeking a high-potential, creative problem solver with a proven track record of leading both consulting engagements and technology initiatives to join us as a senior-level consultant.</p><p style="min-height:1.5em"></p><p style="min-height:1.5em">At Cuesta we believe in the power of technology to create sustained, differentiated advantage for our clients. We support companies and private equity firms throughout their technology journey, from pre-close diligence through strategy definition and hands-on execution. We are a unique, energetic firm that believes in challenging convention, moving quickly, and seeking ongoing personal growth.</p><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>What you’ll do</strong></p><p style="min-height:1.5em">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.</p><p style="min-height:1.5em">Your work will span:</p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Technology, data, and AI strategy</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Architecture design and tech stack evaluation</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Analytics and business intelligence enablement</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">AI use case development and execution</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Product strategy, roadmaps, and implementation planning</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Technology due diligence and investment support</p></li></ul><p style="min-height:1.5em"><strong>Location:</strong> New York or Chicago metros preferred (Eastern or Central time zones)</p><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>Role & Responsibilities</strong></p><p style="min-height:1.5em"><strong>Client Leadership & Delivery</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Lead engagements end-to-end, from scoping through delivery, ensuring high-quality outcomes and client impact</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Serve as a trusted advisor to senior stakeholders, including C-level executives</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Translate ambiguous business challenges into clear strategies, actionable plans, and measurable results</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Drive alignment across stakeholders and facilitate key trade-off decisions</p></li></ul><p style="min-height:1.5em"><strong>Team Leadership</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Lead and mentor cross-functional teams, balancing hands-on contribution with strategic oversight</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Provide coaching on problem structuring, storytelling, and client communication</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Ensure teams are operating effectively, prioritizing the right work, and meeting deadlines</p></li></ul><p style="min-height:1.5em"><strong>Strategic Thinking & Problem Solving</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Identify critical business and technology gaps and design practical, scalable solutions</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Synthesize complex, diverse inputs into clear insights and executive-ready deliverables</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Develop compelling recommendations and business cases that drive decision-making</p></li></ul><p style="min-height:1.5em"><strong>Growth & Firm Development</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Lead proposals, scoping, and business development efforts</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Build lasting client relationships and identify follow-on opportunities</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Capture and scale intellectual property from engagements (frameworks, thought leadership, training content)</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>Qualifications</strong></p><p style="min-height:1.5em"><strong>Required</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">8–15 years of experience in management consulting, technology, or related fields</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Proven track record leading complex, large-scale programs</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Experience managing teams and delivering client-facing work</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Strong analytical and problem-solving capabilities (both quantitative and qualitative)</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Excellent communication skills, with the ability to influence senior stakeholders</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Ability to operate in ambiguity and bring structure to complex problems</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Systems thinking across business processes and technology ecosystems</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Experience with AI/ML, data platforms, or modern software architectures</p></li></ul><p style="min-height:1.5em"><strong>Preferred</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Background in software development or hands-on technical work</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Experience working with private equity or transaction environments</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Exposure to early-stage products or startup environments</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Advanced degree (MBA, MS, or similar)</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>What sets you apart</strong></p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">You combine strategic thinking with execution focus—you don’t just design solutions, you make them happen</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">You can move fluidly between executive conversations and detailed problem-solving</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">You elevate the people around you, improving both team performance and client capability</p></li></ul><p style="min-height:1.5em"></p><p style="min-height:1.5em"><strong>Benefits: What you’ll gain</strong></p><p style="min-height:1.5em">At Cuesta, we value entrepreneurship, humility, diversity, learning, speed, and balance. We provide our senior managers with:</p><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Constant opportunities for exposure & learning</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Flexible working location and enabling personal-life harmony with work</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Agency and influence in the company’s strategy and direction</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Collaboration with a high-performing team</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">Competitive base salary (outlined in this listing) and target bonus of up to 25%</p></li></ul><ul style="min-height:1.5em"><li><p style="min-height:1.5em">401k, healthcare benefits, paid time-off, and more!</p></li></ul>
