Aashish brings a global investor’s eye and an operator’s pragmatism to Skyline. Before co-founding the firm, he spent a decade investing across public and private markets — most recently as a Research Analyst with TSW (Thompson, Siegel & Walmsley) and previously with Newport Asia, where he covered developed and emerging markets and built fundamental models to size and time high-conviction positions. Earlier, he worked on the Fixed Income Structured Credit desk at Barclays in Mumbai and Singapore, giving him a deep understanding of capital markets and risk.

At Skyline, Aashish co-leads the investment committee, sets sector roadmaps, and focuses on disciplined capital allocation — blending buy-side rigor with a founder’s instinct for value creation. He holds an MBA from UC Berkeley’s Haas School of Business and a B.Tech. in Civil Engineering from IIT Madras.

Michael is an investor and operator focused on continuing to acquire and scale lower-middle-market companies, with a core emphasis on cybersecurity and technology-enabled services. He currently owns a software developer focused on serving Managed Security Services.

Before Skyline, Michael executed more than $100M in deal volume across private equity and independent sponsor platforms, developing a disciplined approach to diligence, financial modeling, and complex capital structures. He began his career in the U.S. Air Force, where he led daily operations across several healthcare clinics serving 10,000 patients annually. Michael also has experience in turnaround management, distressed situations, and middle-market software, with a focus on building scalable systems, KPIs, and integration processes.

Shantnu is a results-driven C-suite executive with deep experience in strategy, operations, corporate development, and technology leadership across Western and Asian markets. Having held senior roles at Western Digital, McKinsey, and AMD, he has a strong record of using technology to drive transformation and growth. He holds four degrees, has authored academic publications, and is an inventor on seven patents. He also serves on advisory boards at MIT CSAIL and Boston University EPIC.

At Skyline...

Anil is a data and AI transformation leader who has built and scaled enterprise technology organizations at a global level. He served as Global Chief Data & Analytics Officer at Kimberly-Clark, where he created the company’s modern cloud data platform and advanced analytics capabilities across sales, marketing, supply chain, HR, and cybersecurity. Earlier, at Visa, he pioneered applying big data and machine learning to fraud and risk, and engaged Silicon Valley’s venture ecosystem to bring cutting-edge technologies into a Fortune 500 environment.

At Skyline, Anil helps evaluate technology-driven targets, design data and analytics roadmaps that drive revenue and margin expansion, and strengthen portfolio cybersecurity and compliance. He studied at Stanford Graduate School of Business (Program in Innovation & Entrepreneurship) and Harvard Business School (Strategy).

Colton is a career cybersecurity entrepreneur and executive with over two decades in offensive security, governance, risk, compliance (GRC), and enterprise protection. He is the Founder & CISO of XIVX Risk & Threat Intelligence, a firm providing vCISO services, dark web monitoring, and digital forensics incident response (DFIR) for clients ranging from high-growth tech companies to operators in conflict regions.

Before XIVX, Colton spent 14 years as Vice President of Information Security at Romulus Restaurant Group, where he led PCI DSS compliance and enterprise security across 100+ locations in 12 states. He has also guided security and compliance at boutique consultancies, combining technical depth with an ability to translate cyber risk into business impact. At Skyline, Colton leads cybersecurity diligence, portfolio defense, and post-close risk-mitigation strategies that protect cash flow and contract value.