About Us

Leadership

Kevin O’Brien is a hands-on strategic finance leader with 20+ years of experience spanning construction, distribution, professional services, and light manufacturing. As the founder of Gray Feather CFO, he partners with values-aligned businesses to improve financial visibility, strengthen cash flow, and build scalable systems that support long-term strategy.

Kevin specializes in WIP and Over/Under Billings reporting, dynamic cash forecasting, KPI dashboard development, and collaborative budgeting processes that drive clarity and execution. He also leads process redesigns that streamline month-end close, modernize treasury operations, and enhance AR collections. His clients value his ability to translate complex financials into clear, actionable insights, and to coach internal teams toward independence.

Before founding Gray Feather CFO, Kevin served as CFO of George T. Sanders Company, where he led an ERP migration, redesigned the company’s incentive structure, and negotiated favorable debt and insurance arrangements. His earlier career includes leadership roles at Tallgrass Energy and Janus Capital Group, along with a foundation in public accounting.

Kevin holds both CPA and CFA designations and earned his B.B.A. with a double major in Accounting and Finance from Loyola University Chicago, where he graduated cum laude.

Problem Solving

Charles is a seasoned freelancer with over 10 years of diverse professional experience, specializing in finance and accounting. He has extensive expertise in QuickBooks, 1099 processing, and managing financial operations across various industries. His adaptability allows him to meet unique client needs, and his experience includes several years as an executive assistant, where he has efficiently handled tasks of varying complexity with precision and attention to detail.

Recognized for his reliability and proactive approach, Charles excels at independently managing tasks and executing projects while implementing solutions that enhance productivity and streamline processes. He thrives in autonomous environments, consistently delivering high-quality results.

Beyond his freelance work, Charles honed his accounting and bookkeeping skills at Accenture, where he quickly rose to a leadership role, managing teams and overseeing complex financial processes. His dedication to excellence is reflected in his flawless ‘100% Job Success’ score and ‘Top Rated Plus’ status on Upwork, placing him among the top 3% of professionals on the platform.

Efficiency

Ashish Jittan Jha has over 11 years of expertise in finance and accounting, including extensive U.S. outsourcing experience. He specializes in bookkeeping, financial management, reporting, and compliance, with strong proficiency in QuickBooks and other ERP systems. His core skills include month-end close, bank and credit card reconciliations, payroll accounting, and balance sheet reviews, with a consistent focus on accuracy and efficiency.

Throughout his career, Ashish has supported businesses of all sizes with financial operations, reporting, and compliance. At Global FPO (VADS Consulting), he managed virtual bookkeeping and financial consolidation for international clients. He has also led payroll, tax compliance, reporting, and day-to-day accounting functions, consistently improving reporting timelines and strengthening financial accuracy.

Ashish holds degrees in commerce and finance (B.Com, M.Com, and MBA) and has earned certifications under ICAI regulations in IT and computer training. With a proven track record of delivering high-quality service across the U.S., Canada, UK, and other global regions, he brings a client-focused approach and deep technical expertise to the Gray Feather CFO team.

Morale Specialist

Known for her unwavering loyalty to the team, Daisy brings levity to every situation and has a knack for lifting spirits during month-end close. She’s a steady reminder that relationships matter, and that it’s always worth appreciating the small things, especially when it involves a good meal or taking the time to smell the roses.