S

Strategy

Bitcoin-focused financial data analytics platform

Bitcoin Security Engineer

Full-TimeUpdated on 10/23/2026
$103.9k - $186.9k+ Bonus programs + Sales incentives + Equity awards
Senior
Bachelor's, Master's
Tysons, VA, USA
In PersonFull-time in person from the Strategy office.
CybersecurityOffensive Security & Testing

About the job

Requirements
  • A bachelor's degree in Computer Science, Cryptography, Information Security, Engineering, or a related field is required; a master's degree in a relevant discipline is strongly preferred. Equivalent demonstrable offensive-security experience will be considered.
  • Six or more years of hands-on penetration testing, red-team, vulnerability research, or exploit-development experience, with substantial focus on cryptographic systems, financial systems, or blockchain and bitcoin environments.
  • One or more recognized offensive-security or blockchain-security credentials are strongly preferred, such as OSCP, OSEP, OSED, GPEN, GXPN, GWAPT, GREM, CRTO, CRTL, or Certified Blockchain Security Professional.
  • Demonstrated hands-on ability to test Bitcoin protocol, wallet, and node implementations, covering key management, multisignature and MPC schemes, PSBT and transaction construction, derivation paths, and on-chain and off-chain attack surfaces.
  • Deep understanding of cryptographic primitives and protocols, including digital signatures, hashing, key generation, entropy sources, secure key storage, and hardware-backed security mechanisms, and how they fail in real deployments.
  • Experience adversarially assessing Bitcoin custody solutions, including multisignature and hardware wallets, HSMs, recovery mechanisms, signing ceremonies, and operational security controls, and ability to evaluate third-party custodian security claims.
  • Ability to conduct and document original security research and structured technical analysis of custodian, cryptographic, and blockchain systems, translating findings into defensible risk and remediation conclusions.
  • Proficiency in one or more of Python, Rust, C/C++, or Go, with ability to build custom test tooling, fuzzers, and proof-of-concept exploits.
  • Strong written and verbal communication skills and ability to translate technical offensive findings into actionable guidance for engineers, custody teams, executives, and non-technical stakeholders.
  • Demonstrated success operating as a senior individual contributor with high autonomy and sound judgment, and discipline to handle highly sensitive systems and material safely, ethically, and within authorized scope.
Responsibilities
  • Plan and execute hands-on penetration tests against Bitcoin wallet architectures, including single-signature, multisignature, MPC, and hardware-wallet deployments, targeting key generation, storage, backup, and recovery workflows for exploitable weaknesses.
  • Design and run adversarial simulations of signing ceremonies, quorum policies, and transaction-approval workflows, testing for insider-threat, social-engineering, collusion, and operational-security failure modes across cold, warm, and hot storage tiers.
  • Perform security testing of hardware wallets, HSMs, secure elements, and air-gapped devices, including firmware analysis, fault-injection and side-channel research, entropy and random-number-generator validation, and supply-chain tamper assessment.
  • Test Bitcoin node, RPC, and transaction-construction surfaces, including PSBT handling, fee and RBF logic, transaction malleability, address-generation and derivation-path validation, and P2P/mempool-facing attack surfaces.
  • Assess the security of blockchain-adjacent infrastructure, including smart contracts, tokenization platforms, bridges, oracles, and on-chain settlement logic, for vulnerabilities and abuse conditions.
  • Lead offensive and analytical research into the security posture of current and prospective custodians, including qualified custodians, exchanges, and asset servicers, pressure-testing key-management, segregation, access-control, and recovery claims through structured technical due diligence and adversarial threat modeling.
  • Build and maintain comprehensive threat models and attack-surface inventories for the end-to-end Bitcoin custody chain, prioritizing findings by realistic adversary capability and financial impact.
  • Produce clear, reproducible penetration-test reports with proof-of-concept exploits, severity ratings, and pragmatic remediation guidance; partner with engineering and custody teams to validate fixes through retesting.
  • Conduct original research into emerging Bitcoin, cryptography, and blockchain vulnerabilities; responsibly disclose findings; and represent Strategy within the global Bitcoin security community, including exchanges, custodians, service providers, and core developers.
  • Develop custom tooling, harnesses, fuzzers, and test automation to make Bitcoin and custody security testing repeatable, scalable, and continuous.
Desired Qualifications
  • A master's degree in a relevant discipline is strongly preferred.
  • One or more recognized offensive-security or blockchain-security credentials are strongly preferred, such as OSCP, OSEP, OSED, GPEN, GXPN, GWAPT, GREM, CRTO, CRTL, or Certified Blockchain Security Professional.

About the company

Strategy.com operates a financial insights platform that analyzes Bitcoin-related debt, assets, and convertible notes for financial analysts, investors, and institutions. It collects and compiles data on Bitcoin markets and uses analytics to generate actionable insights and market trends. The product works through subscriptions and premium services that provide in-depth reports and real-time data access, allowing clients to monitor debt levels, asset holdings, and convertible agreements. Compared with competitors, Strategy.com specializes in Bitcoin-centric debt and asset data with a subscription-based model offering detailed, timely reports rather than broad, generic market data. The company’s goal is to deliver precise, actionable financial information that helps clients inform and optimize their investment strategies.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Vienna, Virginia

Founded

1989

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Simplify's Take

What believers are saying

  • Strategy bought 334 bitcoin on October 4, 2026, lifting holdings to 848,000.
  • It sold 92,894 MSTR shares October 1-4, 2026, funding bitcoin and buybacks.
  • The board doubled preferred buyback capacity to $2.0 billion on September 8, 2026.

What critics are saying

  • Bitcoin falling below Strategy's average $75,440 cost destroys equity value fast.
  • Preferred dividends and indebtedness rely on a $5.0 billion reserve; capital-market freezes strain it.
  • If STRC buybacks stop and bitcoin drops, Strategy faces a refinancing death spiral.

What makes Strategy unique

  • Strategy held 848,000 bitcoin on October 4, 2026, dwarfing corporate rivals.
  • Its capital stack spans MSTR, STRF, STRC, STRK, and STRD, enabling constant recycling.
  • Strategy and Google Cloud launched a seven-city AI Transformation Forum on October 5, 2026.

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Benefits

  • Professional Development Budget

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

1%
Yahoo Finance
Oct 22nd, 2026
Strategy stock rose 88.2% in five years, beating 117 of 125 peers despite losses

Strategy (MSTR), the bitcoin treasury company formerly known as MicroStrategy, rose 88.2% over the five years to October 20, 2026. The typical Application Software company fell 46.1%, and Strategy beat 117 of the 125 other firms in its industry. The gain did not come from the business. Revenue growth averaged 0.02% a year over three years, and the operating margin moved from a 14.3% profit to an 8.1% loss. The diluted share count rose 261.7%. Investors paid more for each dollar of sales instead: 12.8 times at the end of June 2021 and 101.0 times by October 20. Over the past year, the stock fell 51.9% against a 20.7% drop for the typical software stock. Strategy reported an $8.22 billion loss for the quarter ended June 30, 2026, as the bitcoin price declined.

Yahoo Finance
Oct 16th, 2026
Cantor raises Strategy price target to $208 on $112,000 bitcoin forecast

Cantor Fitzgerald raised its price target on Strategy (NASDAQ: MSTR) to $208 from $186 and kept an overweight rating. Strategy shares were down in premarket trading. The firm lifted its 12-month bitcoin price assumption to $112,000 from $98,000, citing recent market strength. Cantor values Strategy on a sum-of-the-parts basis. It applies 2x enterprise value to sales on estimated 2027 sales of $509 million, and values Strategy's 848,000 bitcoin at the new price. That lifts its enterprise value estimate to $110 billion from $97 billion. At $112,000 each, the bitcoin holdings would be worth about $95 billion.

Yahoo Finance
Oct 8th, 2026
Strategy joins 24/7 tokenised stock trading with onchain shareholder rights

Strategy has become one of the first equities available through a new 24/7 tokenised stock trading platform launched by OKX and Intercontinental Exchange. The joint venture uses an SEC exemption to allow investors to trade tokenised Strategy shares around the clock on blockchain infrastructure. Token holders receive direct shareholder rights that mirror traditional stock investors, including dividends and voting rights. The service ties into Strategy's 12% preferred payout on STRC and its share buyback programme. Strategy operates as a bitcoin treasury company, which helps explain why its ticker was selected for this tokenised trading channel. The company's business already combines traditional software infrastructure with digital asset exposure. The key question is how trading volumes and liquidity will develop under the SEC innovation exemption once more data becomes available.

Yahoo Finance
Oct 5th, 2026
Cramer says buy Bitcoin directly as Strategy rallies 76% on crypto gains

Jim Cramer questioned investing in Strategy Inc (NASDAQ: MSTR) as a proxy for Bitcoin exposure during the 1 October episode of Mad Money. Despite Strategy's 76% rally in the third quarter, Cramer suggested buying Bitcoin directly instead. Strategy continued accumulating Bitcoin in September, purchasing 1,665 Bitcoin for $142.7 million. Total holdings reached 847,666 Bitcoin at an aggregate cost of $63.95 billion. The company also reported $5.02 billion in US dollar reserves and $1 billion in additional cash. Strategy sold approximately 1.47 million common shares for $246.2 million during 21–27 September to fund Bitcoin purchases and preferred-stock repurchases. The company's enterprise-value-to-Bitcoin-holdings multiple stood at approximately 1.14x, compared with 0.72x for peer Metaplanet.

Yahoo Finance
Oct 5th, 2026
Strategy buys only 334 Bitcoin for $29M but spends $176M on stock buybacks

MicroStrategy, now called Strategy, purchased just 334 Bitcoin for $28.7 million last week whilst spending $176.3 million buying back its own preferred stock. The company now holds 848,000 BTC. The firm repurchased approximately 1.77 million shares of Stretch (STRC), a preferred stock paying 12% annual dividends. Most funding came from USD Cash reserves, with $154.1 million allocated to buybacks versus only $13 million for Bitcoin. Gold advocate Peter Schiff suggested Strategy has lost its Bitcoin-buying power because STRC no longer raises fresh capital. The company booked a $20.91 billion gain on Bitcoin in the third quarter. Smaller rival Strive purchased 2,000 BTC during the same period, six times Strategy's weekly acquisition.