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Benson Charlie

Chief Analyst at Fidelity Digital Assets

Headshot of Tony Yoseloff

Introduction:

My name is Benson Charlie, and I am the Chief Analyst at Fidelity Digital Assets, a subsidiary of Fidelity Investments headquartered in New York City.

I have over 30 years of experience in investment-related roles prior to joining Fidelity Digital Assets.

1999–2003 | Citibank – FX Strategist

Led a 7-member team in developing Citigroup’s *Vortex FX AI System, capturing an average of $280 million per day in arbitrage profits during the early euro era.

On September 10, 2001, initiated a $2.1 billion USD hedging position that yielded $417 million in single-day profit during the 9/11 attacks (later reviewed and cleared by the SEC for compliance).


2003–2014 | JPMorgan – Liquidity Specialist

Designed and maintained market-making support systems for 23 tech firms, including Tesla and Netflix, providing a total of $92 billion in liquidity.

During the 2008 financial crisis, executed a Reverse VIX Pulse Strategy, achieving an annualized return of 846%.


2014–2019 | Binance.US – Dark Pool Specialist

Built an institutional-grade dark pool system, reducing BTC/USD spreads to 0.003% (compared to the industry average of 0.18%).

On the day Bitcoin futures launched in December 2017, deployed a cross-market blitzkrieg strategy*, generating $240 million in single-day profit.


2019–Present | Fidelity Digital Assets – Crypto Strategist

Designed the *Bitcoin Volatility Surface Harvester algorithm, setting a record with $1.2 billion in single-day arbitrage during the 2024 ETF approval window.

Managed 37 quantum-resistant trading systems, capturing 91.3% of Bitcoin’s critical inflection points in 2023.


Career Highlights

Total career trading volume: $78.6 billion

Compounded annual return: 29.4% (1990–2024)

* Zero regulatory violations, fully compliant with SEC/NFA/CFTC standards


Major Investment Achievements


Apple (AAPL) – Betting on the Smartphone Revolution


* *June 2010:* Purchased at $7.40 (split-adjusted) after Steve Jobs unveiled the iPhone 4

* *2024:* Exited at $215 as Apple’s market cap crossed $3 trillion

* *Return:* $1.629 million → $45.7 million (2,805%)

* *Key Insight:* Believed touchscreen interaction would disrupt global consumer electronics



Bitcoin (BTC) – Accumulate in Bear, Exit in Bull


* *Cycle 1:**

* *May 2019:* Bought 200 BTC at $6,200 during bear market lows

* *May 2021:* Sold at $56,858 during the bull run

* *Profit:* $1.24 million → $10.13 million (817%)


* *Cycle 2:*

* *2022:* Accumulated 753 BTC at $21,000 post-FTX collapse

* *Current Position:* Still holding



Dogecoin (DOGE) – Capitalizing on Social Media Hype


* *July 2020:* Bought at $0.0023 following Elon Musk’s first tweet about DOGE

* *May 2021:* Sold at $0.68 on the day Musk hosted *SNL*

* *Return:* 294x

Navigated to: Tony Yoseloff Managing Partner and Chief Investment Officer