Using math and statistics to create repeatable cash flow.
Gainshill designs rules-based portfolios that aim to generate regular cash flow while explicitly managing downside risk, so decisions are grounded in data rather than short-term market noise.
How we help
Integrated planning across investments and family operations so decisions aren’t made in isolation.
Evidence-based portfolio management
Portfolio design, risk management, and ongoing rebalancing with an emphasis on tax awareness and keeping implementation simple enough to live with.
Day-to-day financial coordination
Cash-flow oversight, bill pay, bookkeeping, and consolidated reporting so you always know where things stand across accounts, entities, and custodians.
Who we typically work with
Most engagements fall into a few patterns, even though every family is different.
If you’re unsure whether Gainshill is the right fit, an initial call is simply a chance to understand your situation, share how we work, and see if the relationship makes sense on both sides.
About Gainshill
Independent advice grounded in institutional experience and delivered personally.
Gautam Dembla
Gautam has worked at firms such as HSBC Bank and Janney Montgomery Scott and has advised leading financial institutions across North America. He holds an MBA from NYU Stern and combines institutional-level perspective with a deliberately small, relationship-driven practice.
Ready to start a conversation?
Share a brief overview of your situation and we’ll follow up with available times for an introductory call. There is no obligation and no fee for this meeting.