Crypto Times Logo Black
Google News Follow Banner
  • News
    • Market
    • Bitcoin
    • Ethereum
    • Altcoins
    • Regulations & Policies
    • Price Analysis
    • DeFi News
    • Blockchain News
    • Industry
  • Exclusive
    ExclusiveShow More
    Grand Theft Auto VI artwork featuring Jason and Lucia behind Bitcoin, Ethereum, and Solana coins.
    GTA 6 Trailer Launched: Is Rockstar Bringing Crypto Into the Game?
    HEX founder Richard Heart wearing a gold patterned Versace hoodie during an interview
    Who Is Richard Heart? From HEX Crypto Millions to Istanbul Detention
    Gold Bitcoin coin with a CPI U.S. Inflation chart and Federal Reserve building
    US CPI Data: Inflation May Hit 3.7%, What to Expect for Bitcoin?
    Cracked Ledger hardware crypto wallet with exposed circuit boar
    Ledger CryptoBilis Hack Explained: $93M Stolen, Wallets Tampered
    Hunter Biden’s $LAPTOP Post-Mortem: What Went Wrong With the Token Launch
  • Opinion
    OpinionShow More
    WazirX founder Nischal Shetty featured over a collage of exchange events and document visuals
    WazirX Sponsors 2 Crypto Events in 1 Week, $235M Hack Victims Still Haven’t Been Paid
    Donald Trump speaking at a presidential podium with the White House and U.S. Capitol building in the background.
    Trump Just Declared the Super Intelligence Era in the “Unites States.” So Who Controls It?
    Comparison of Bybit 12-hour, Bitget 85-hour, and WazirX 463-day response timers
    Bitget, Bybit Paid in Hours; WazirX Lost Least in Hacks at $235M, Held Users Hostage for 463 Days
    Jackson Hole 2026: Crypto Is No Longer Outside the Fed’s Door
    Jackson Hole 2026: Crypto Is No Longer Outside the Fed’s Door
    The Architecture of Trust Same Routes, New Risks in Global Tokenisation
    The Architecture of Trust: Same Routes, New Risks in Global Tokenisation
  • Learn
    • Explained
    • How To
    • Insights
  • IndicesNew
    • India USDT Premium Index
    • India USDC Premium Index
  • Videos
  • More
    • About Us
    • Our Authors
    • Contact Us
    • Editorial Policy
    • Daily Crypto Puzzles
The Crypto TimesThe Crypto Times
  • All News
  • Market
  • Bitcoin
  • Ethereum
  • Altcoins
  • Regulations & Policies
  • Blockchain
  • DeFi
  • Industry
  • Exclusive
  • Opinion
Search
  • News
    • Market
    • Bitcoin
    • Ethereum
    • Altcoins
    • Regulations & Policies
    • Price Analysis
    • Blockchain
    • DeFi
    • Industry
    • Exclusive
    • Opinion
  • Learn
    • Explained
    • How To
    • Insights
  • IndicesNew
    • India USDT Premium Index
    • India USDC Premium Index
  • Quick Links
    • About Us
    • Our Authors
    • Contact Us
    • Editorial Policy
    • AI Policy
    • Sponsored & Advertorial Policy
    • Daily Crypto Puzzles
  • Videos
  • Glossary
Follow US
© 2026 By Crypto Times. All Rights Reserved.
Market News

Trump Adviser’s Bitcoin Firm Turns to Buybacks After $372M First-Half Loss

The company now trades below the value of its own Bitcoin, closing off the share issuance that funded its accumulation.

Written By Dhara Chavda
Published 2026-09-02
Make The Crypto Times preferred on GoogleGoogle
David Bailey, CEO and Chairman of Nakamoto Inc. and CEO of Bitcoin Magazine
AI Summary
Show
Nakamoto posted net losses of $371.8 million across the first two quarters of 2026.
Of 4,467 Bitcoin held, 3,805 are pledged as collateral against $164.7 million of debt.
The company is prioritising share buybacks over further Bitcoin purchases.

David Bailey helped bring Donald Trump to Bitcoin, then built a public company to buy it. That company is now worth less than half the Bitcoin sitting on its own balance sheet.

Nakamoto was designed to issue shares and convert the proceeds into Bitcoin, a mechanism that only works while the stock trades above what the holdings are worth. According to Yahoo Finance, its market capitalisation was $126.2 million intraday on September 1 against 4,467 Bitcoin, and 3,805 of those coins are pledged to lenders.

Nakamoto Inc (NASDAQ: NAKA), chaired by Trump crypto adviser David Bailey, reported a net loss of $133.0 million for the second quarter of 2026 following $238.8 million in the first, and closed at $7.05 on September 1, down 5.87% on the day.

What the Quarter Showed

Total operating revenue was $35.9 million — $25.6 million from media, information services and asset management, and $10.4 million from Bitcoin treasury and derivatives activity. Against that sat an operating loss of $149.1 million.

Two non-cash items account for most of it: $105.2 million in goodwill impairment and $48.7 million in mark-to-market losses on digital assets. The company said the impairment reflects a lower valuation of its acquired businesses amid the market decline, while their carrying value remains roughly in line with what it paid.

Excluding those, Nakamoto reported adjusted operating income of $7.3 million, its first positive figure since becoming a Bitcoin operating company. The net loss came to $6.65 per diluted share, against a $2.4 million loss a year earlier.

Most of the Bitcoin Is Pledged

According to BitcoinTreasuries, Nakamoto held 4,467 Bitcoin as of 2nd September, with an aggregate fair value of approximately $343.2 million at that date. Of those, 3,805 are pledged as collateral against a note payable.

Total debt stood at $164.7 million, cash at $19.1 million, and the company reported a net leverage to digital assets ratio of 56%. During the quarter it repaid 45 million USDT of its Bitcoin-backed loan, funded mainly by roughly $48 million in net proceeds from selling about 600 Bitcoin and certain derivative positions, and extended around 105 million USDT of principal to June 30, 2027. The Crypto Times reported that refinancing in June. The board also authorised a repurchase programme of up to $25 million, which the company says reflects confidence in its intrinsic value.

The stock closed at $7.05 on September 1, down 5.87% from a previous close of $7.49, on volume of 154,744 shares against a 223,042 average. Its 52-week range runs from $3.33 to $343.20 on a split-adjusted basis, and trailing twelve-month earnings per share stood at -$30.93. Nakamoto ranks 21st among public Bitcoin holders tracked by BitcoinTreasuries.net, below ProCap Financial at 5,405 and above Boyaa Interactive at 4,201, with Trump Media and Technology Group tenth at 12,062.

The Reverse Split and the Healthcare Exit

Nasdaq warned the company in December that its shares faced delisting after trading below $1 for 30 consecutive days. Shareholders approved a reverse split on May 8, authorising a ratio between 1-for-20 and 1-for-50, and the board selected 1-for-40, effective at the open on May 22.

Outstanding shares fell from about 696.1 million to roughly 17.4 million, closing the quarter at 17,894,943, with 22,361,728 on a fully diluted basis. The stock hit a post-split low of $4.70 the following week, down more than 99% from a May 2025 high near $34.

Nakamoto completed the closure of its legacy healthcare clinics on June 19, reclassifying current and prior-year healthcare results as discontinued operations and completing its transition out of the KindlyMD business it merged with.

How the Position Was Built

The company began as a merger between Bailey’s Nakamoto Holdings and KindlyMD, announced in May 2025, which sent KindlyMD shares up 600% in a day. Financing followed quickly, including $51.5 million raised in 72 hours, bringing the combined total to $563 million, or $763 million including convertible notes.

The merger completed in August 2025 with a stated long-term target of one million BTC. Days later the company bought 5,743 Bitcoin for roughly $679 million at an average price of $118,204, then announced a $5 billion at-the-market equity programme.

That average purchase price is the difficulty. Bitcoin fell below $60,000 earlier this year before recovering toward $80,000, leaving the treasury acquired well above current levels. Bailey told Bloomberg this week that the company bought Bitcoin at the top, and that Bitcoin then performed very poorly.

The Related-Party Acquisitions

In February, Nakamoto acquired BTC Inc and UTXO Management in a $107 million all-stock deal. Bailey held positions across all three companies, making it a related-party transaction, and it increased the fully diluted share count by roughly 70%. Short seller Jim Chanos criticised the deal publicly; Bailey has said the mergers were always the plan and were disclosed in advance.

Those businesses now supply most of the revenue and most of the impairment. Media and information services produced $25.1 million of revenue and a $75.8 million operating loss, of which $80.6 million was goodwill impairment. Asset management produced $0.5 million of revenue with no performance fees recognised, and a $25.6 million operating loss including $24.6 million of impairment.

The Bitcoin 2026 conference generated $22.6 million. The company argues the fair comparison is Bitcoin 2023, the last conference held during a comparable drawdown, which earned $13.1 million — implying growth of about 73% over three years.

Disclaimer: The information researched and reported by The Crypto Times is for informational purposes only and is not a substitute for professional financial advice. Investing in crypto assets involves significant risk due to market volatility. Always Do Your Own Research (DYOR) and consult with a qualified Financial Advisor before making any investment decisions.

Follow The Crypto Times on Google News to Stay Updated!      Google News

Daily Crypto Puzzles
Tickerdle Tickerdle Crypto Connections Crypto Connections Crypto Crossword Crypto Crossword
TAGGED:Bitcoin (BTC)Donald Trump
Share This Article
Whatsapp Whatsapp LinkedIn Telegram Copy Link

Daily Crypto Puzzles

Tickerdle crypto game Tickerdle Crypto Connections game Crypto Connections Crypto Crossword game Crypto Crossword

Latest News

Physical Bitcoin coin beside the Metaplanet logo with a financial chart background
Metaplanet’s 2,100 BTC Superplanet Deal Nears Nasdaq Rebrand
Michael Saylor wearing a Bitcoin t-shirt and smiling during an interview
Orange Stack Grows: Michael Saylor’s Strategy Adds 267 Bitcoin, Repurchased $193M in STRC
Physical XRP coin displayed in front of a metallic Ripple logo
XRPL Bug Fix Nears Approval While Ripple Lending Proposal Stalls 10 Votes Short
White J.P. Morgan corporate logo displayed on a glass skyscraper building facade
JPMorgan Brings JPM Coin to Ethereum Mainnet, Expanding Its Deposit Token Beyond Base
Revolut corporate logo on an office wall
Revolut Secures Gibraltar Crypto Licence for New Entity, Resumes Customer Onboarding

Find Us on Socials

You may also like

Collage of the Federal Reserve building, Meta, Tesla, and Netflix logos, and ZRO and GRAM crypto coins with an open padlock

Crypto Week Ahead: Fed Blackout, Meta, Tesla & Netflix Earnings, ZRO & GRAM Unlocks

Bitcoin and Ethereum coins displayed side-by-side with a financial market chart background

Bitcoin Price Holds $81K, Ethereum Slips to $2,365 as Crypto Liquidations Cool to $359M

Fidelity Investments corporate logo and signage on a building exterior

Fidelity Pays $500K to California Over Crypto Withdrawal Limits

Physical Bitcoin coin in front of a MicroStrategy sign on Wall Street

Wall Street Still Bets on MSTR Despite $8.8B MSCI Sell-Off Risk

The Crypto Times Logo PNG

News

All News
Market News
Bitcoin News
Ethereum News
Altcoin News
Regulations & Policies
DeFi News
Blockchain News
Industry News

Sections

Exclusive
Opinions
Learn
Insights
Videos
Glossary
Newsletters
Corrections

India Premium Indices

Stablecoins
USDT
USDC

Play

Daily Crypto Puzzles
Tickerdle
Crypto Connections
Crypto Crossword

Company

About Us
Our Authors
Masthead
Editorial Policy
AI Policy
Advertorial Policy
Contact Us
Career

Follow Us

X-twitter Linkedin Telegram Youtube Instagram
© 2026 The Crypto Times | Protocols And Tokens Pvt Ltd.
DMCA.com Protection Status
  • Terms and Conditions
  • Disclaimer
  • Privacy Policy
  • Cookie policy
Do Not Sell or Share My Personal Information