Kyle Wilson Email & Phone Number

Founded a micro private equity and advisory firm focused on acquiring and transforming legacy businesses ($500K-$2M cash flow) into scalable, technology-first platforms. Partner with investors and leadership teams to execute acquisitions, deploy operational frameworks, and deliver rapid performance improvements.INVESTMENT & DEAL EXECUTION• Built a proprietary pipeline, evaluating 100+ targets in niche SaaS, tech-enabled services, and traditional businesses• Structured acquisitions and aligned capital strategy with investor objectives to drive value• Executed value creation playbook, delivering 10-15% performance improvements within the first 100 days• Drove 9% EBITDA expansion through the systematic implementation of operating frameworksOPERATIONAL TRANSFORMATION• Deployed metrics-driven management systems, reducing issue resolution cycles from weeks to days• Guided portfolio companies to achieve 33% efficiency gains through process optimization and technology integration• Standardized service portfolios into scalable, technology-enabled solutions that supported long-term growth• Implemented AI-powered workflows, accelerating operational performance and driving continuous improvementGROWTH & ADVISORY LEADERSHIP• Partnered with leadership teams on strategic planning, leading to 52% revenue growth• Structured customer success frameworks that improved renewal rates by 35% and increased LTV by 26%• Developed channel strategies that reduced customer acquisition costs by 41%• Guided management teams on ICP development, market segmentation, and expansion to drive sustainable growth

Scottsdale, Arizona, Us

Partnered with the board to transform a founder-led creative services provider into a technology-first platform, driving 300% revenue growth and doubling enterprise value through operational excellence and AI innovation. Led a 600-person global organization across 8 countries.ENTERPRISE TRANSFORMATION & VALUE CREATION• Secured $35M in growth capital and executed a value creation playbook, achieving a nine-figure enterprise valuation• Delivered a 15% net income margin turnaround in 180 days through a strategic pivot, restructuring, and AI-enabled workflows• Improved gross margin from 46% to 62% while reducing operational costs by 25%• Engineered sustainable unit economics, including 63% MRR per customer growth, 21% LTV improvement, and 20% reduction in CACOPERATIONAL SCALE & SERVICE DELIVERY• Scaled global operations across 8 countries, increasing revenue per employee by 40%• Deployed an AI-powered automation platform, reducing ticket delivery time by 56%• Optimized creative workforce productivity through predictive analytics, achieving 25% higher output with 20% fewer headcount• Transformed service quality, increasing NPS from 23 to 60 and CSAT from 71% to 93%STRATEGIC LEADERSHIP• Built an executive team and implemented a metrics-driven management system to track performance and growth• Led board-level strategic planning, establishing a clear path to either a strategic exit or additional growth capital raise• Developed a performance-based culture with structured incentives and development paths, increasing employee engagement by 30%• Partnered with the board and investors to align the technology-first vision with the value creation roadmap

Scottsdale, Arizona, Us

Recruited to establish a technology foundation that enabled private equity investment. Architected an AI-powered workflow platform that revolutionized creative services delivery, leading to a successful growth capital raise and promotion to COO.TECHNOLOGY TRANSFORMATION & INNOVATION• Developed a proprietary AI platform that expanded the addressable market by 40% and increased deal value by 30%• Modernized cloud infrastructure, achieving 99.99% availability and reducing costs by 25%• Established Design Pickle as a G2 Leader by introducing innovative product capabilities• Built the technical foundation for a scalable, technology-first operating model that supported rapid growthSTRATEGIC LEADERSHIP• Aligned product strategy with long-term strategic roadmap• Doubled engineering productivity through an Agile transformation and DevOps modernization• Created an enterprise data platform that enabled metrics-driven decision-making and improved operational efficiency• Built and led high-performance teams across product, engineering, and data science to drive execution and innovation

Redmond, Washington, Us

Led a $20M emerging technology portfolio, transforming Mixed Reality (MR) and AI innovations into enterprise platforms that generated a $35M revenue impact within 12 months. Operated as a startup GM, securing executive sponsorship from Bill Gates and Satya Nadella to commercialize category-defining solutions that transformed physical workflows.PLATFORM DEVELOPMENT & VALUE CREATION• Secured a $20M investment by demonstrating the transformative potential of MR/AI for optimizing physical workflows• Achieved 50% penetration of Fortune 500 companies in target verticals• Delivered measurable customer outcomes, including a 60% improvement in training effectiveness and a 30% increase in SME productivity• Reduced onsite operational waste and rework by 50% through MR/AI-enabled workflowsMARKET EXPANSION & COMMERCIALIZATION• Led a 13-person, cross-functional team from concept to market delivery, driving product success• Built hardware and software partner ecosystem, accelerating market penetration in key verticals• Developed a scalable go-to-market strategy for MR/AI business applications, increasing Dynamics 365 market share and revenue growth• Established a product-market fit validation framework, reducing launch risk and ensuring sustainable growthSTRATEGIC LEADERSHIP• Operated as GM of a startup within a complex enterprise environment, driving innovation and agility• Created a scalable deployment model for emerging technology commercialization, ensuring long-term viability• Aligned senior stakeholders on platform vision, growth strategy, and market positioning• Built and led high-performance teams across product, engineering, and ML/AI to execute on ambitious goals

Redmond, Washington, Us

Led strategic planning, portfolio optimization, and transformation initiatives for Microsoft’s Windows applications division, delivering $80M in value through targeted strategic initiatives. Collaborated closely with Corporate Vice President to shape product strategy, evaluate M&A opportunities, and develop transformation roadmap, ensuring market leadership in cloud and AI.PORTFOLIO TRANSFORMATION & VALUE CREATION• Spearheaded portfolio optimization of media and entertainment applications, achieving $60M in cost reductions and $20M in revenue growth• Developed a 3-year product roadmap for Windows applications, aligning cloud and AI transformation initiatives• Led strategic planning processes to improve user adoption and profitability across product lines, including new creative-focused applications• Partnered with M12 (Microsoft’s VC arm) to evaluate investment opportunities in Mixed Reality, shaping the future of enterprise solutionsSTRATEGIC PLANNING & EXECUTION• Advised the Corporate Vice President on growth strategy, market positioning, and innovation initiatives• Built an integrated planning framework across the Windows and Devices Group to align business goals and drive operational excellence• Led market research and drove a successful pivot from consumer-focused to enterprise Mixed Reality solutions• Developed a systematic approach for portfolio assessment, optimizing resource allocation and maximizing valueINVESTMENT & MARKET EXPANSION• Co-led a strategic investment in Simplygon, a 3D data optimization developer, to accelerate the "3D For Everyone" vision • Developed an investment thesis for frontline worker applications, identifying key opportunities for enterprise customer adoption• Identified and targeted high-value industry verticals for market expansion, strengthening Microsoft’s position in Mixed Reality and creative software markets• Built strategic partnerships to enhance market position and drive long-term growth in key sectors

Redmond, Washington, Us

Led product management and business operations for Azure Marketplace, scaling it from concept to a $250M+ revenue platform and solidifying Microsoft’s position as a leader in the cloud services ecosystem. Drove the platform’s expansion across 80 global markets, integrating third-party solutions into Microsoft’s cloud offerings and enhancing the customer experience.STRATEGIC GROWTH & MARKET EXPANSION• Scaled Azure Marketplace from beta to a global platform, achieving 1B+ compute hours annually and 30%+ customer attachment rate• Increased third-party solution offerings from 10 to 3,000+, significantly expanding Microsoft’s cloud portfolio and deepening customer engagement• Led the strategic consolidation of three Microsoft app stores, enhancing usability and simplifying the discovery of ecosystem solutions and access to Microsoft’s cloud offerings• Drove $250M+ in transaction revenue, establishing Azure Marketplace as a cornerstone of Microsoft’s cloud strategyOPERATIONAL EXCELLENCE & EXECUTION• Developed and executed a comprehensive go-to-market strategy, aligning engineering, sales, and marketing teams to ensure rapid platform adoption• Collaborated cross-functionally to ensure seamless product development and global market entry, optimizing the platform for diverse customer needs• Implemented data-driven strategies to refine the user experience, accelerating adoption across 80 global marketsINNOVATION & CUSTOMER EXPERIENCE• Spearheaded development and integration of cutting-edge features like Azure Test Drive, driving customer engagement and increasing platform usage• Delivered strategic initiatives that improved customer satisfaction, contributing to a 30% increase in customer attachment rate• Led the integration of third-party solutions, expanding Microsoft’s cloud portfolio and driving customer retention

San Jose, Ca, Us

Handpicked by the Global VP and Head of Cisco Product Operations to lead operational planning and integration for two acquired cloud infrastructure startups. Developed and implemented a systematic Sales & Operations Planning (S&OP) framework, enabling venture-backed startups to achieve rapid revenue growth while optimizing operational efficiency within Cisco’s enterprise ecosystem.OPERATIONAL SCALE & INTEGRATION• Designed scalable planning processes, driving revenue growth from $0 to $250M in 24 months• Implemented inventory optimization strategies, improving gross margins by 7%• Developed an integrated S&OP framework, aligning operations with aggressive growth targets• Built a metrics-driven approach to capacity planning and resource allocation, ensuring operational readinessSTRATEGIC LEADERSHIP• Created an operational playbook bridging startup agility with enterprise scalability• Led cross-functional planning across sales, operations, and supply chain teams• Established performance frameworks that enhanced operational efficiency at scale• Partnered with startup founders to align operational capacity with market expansion goals

San Jose, Ca, Us

Led an enterprise-wide reliability program for Cisco's data center product line, driving quality improvements and cost optimization through customer-driven methodologies. Developed scalable frameworks that enhanced operational efficiency, reduced product development costs, and elevated customer satisfaction.OPERATIONAL EXCELLENCE• Designed a performance metrics framework, reducing product development costs and time-to-market by 15%• Implemented systematic testing methodologies, decreasing field failures and warranty claims• Established a quality management system that improved hardware reliability standards across the product line• Applied data-driven approaches to optimize resource allocation and improve operational efficiencySTRATEGIC IMPACT• Directed cross-functional teams across engineering, quality assurance, and business operations to deliver measurable outcomes• Created a scalable quality management framework, driving operational consistency and cost reduction• Developed a customer feedback loop that informed product improvements and enhanced satisfaction• Built a structured, metrics-driven approach to performance optimization and continuous improvement

Managed financial analysis, modeling, and research for new real estate investments within the commercial real estate portfolio. Led risk assessments and performance optimization of existing assets, focusing on maximizing returns and ensuring long-term portfolio growth and stability. Delivered actionable insights to guide investment strategies, asset acquisitions, and divestitures, driving value creation across multi-family and retail commercial real estate sectors.

Master Of Business Administration, Strategic Marketing & Services Leadership, Supply Chain & Operations Management

Bachelor Of Arts, Political Science

Certificate, Entrepreneur'S Bootcamp: A Deep Dive For New Ventures