The crew kicks off Season 3 with a balance sheet check-in on Strategy and Strive: Strategy's 950 BTC purchase, STRC buybacks, cash versus convertible debt, and Strive's growing Bitcoin position, dividend coverage, and potential warrant capital. The crew then breaks down why digital credit changes the probability of outcomes versus traditional credit, draws parallels between Strategy and Berkshire Hathaway's insurance float model, and closes with a look at options activity across ASST, MSTR, IBIT, and STRC. This episode is for informational and educational purposes only and is not investment, tax, or legal advice.
Market Snapshot
As of 9/23/26:
Open: $167.23 | Close: $162.20
Volume: ~21.0M shares
mNAV: ~1.16x | Market Cap: ~$53.7B
BTC Holdings: 846,000
Thank you to our Sponsors:
BitGo: https://www.bitgo.com/
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Timestamps:
00:00 Intro
03:27 Episode Overview: Market close, balance sheets, Berkshire, derivatives
05:47 Meet the Crew: Adam Livingston joins Strive
11:29 Strategy $MSTR Balance Sheet: $BTC holdings, cash, converts, $STRC buybacks
15:23 Strive Balance Sheet: $ASST $SATA, dividend coverage, warrants, amplification
26:13 Risk Management and Volatility: Four-year cycle, drawdowns, credit flows
29:09 Traditional Credit vs. Digital Credit: Probability of outcomes, tail risk
40:35 Berkshire Hathaway Parallels: Capital, insurance float, risk taking
51:39 Strategy vs. Berkshire: Float growth, digital credit engine
58:55 Derivatives Market: ASST warrants, options open interest
1:04:26 MSTR and $IBIT Options: Open interest, hedging, liquidity
1:08:02 STRC Options Market: Puts, strikes, yield enhancement
1:15:01 Final Thoughts
Disclaimer: The content in this video is for informational and educational purposes only and should not be considered financial advice. We are not financial advisors, and you should consult with a qualified professional before making any financial decisions. All investments involve risks, and you are responsible for your own decisions. - True North does not intend for anything herein to be considered an offer or sale of any securities, including those of Strive. True North encourages listeners to consult with their tax and investment advisors. Additional information on any securities or issuers referenced herein can be found in such issuers’ filings with the Securities and Exchange Commission (“SEC”), including any registration statements, prospectuses and prospectus supplements for each issuers’ securities. Listeners should read such documents and other documents incorporated by reference therein or that such issuer has filed with the SEC for more complete information. You may get these documents for free by visiting EDGAR on the SEC website at [www.sec.gov](http://www.sec.gov).* - Any securities referred to herein, including those of True North’s parent Strive, are not collateralized by underlying bitcoin holdings and may be subordinated to senior claims. There are no guarantee of returns liquidity or future performance. The securities referred to herein are neither bank deposits, nor FDIC insured, nor regulated in the same way, and do not have the same regulatory and other protections as bank accounts, money market funds, treasuries, or similar investments and as a result may not be comparable investments. Current trading prices and effective yields may vary, current rates are not indicative of future rates, and in some cases rates are subject to frequent adjustments and may be significantly lower than discussed herein. Cash dividends are not guaranteed. In some cases, dividends have not been paid and may not be paid in the future. Ownership of securities referred to in herein does not confer ownership in the underlying assets, including bitcoin.