AI, Blockchain, Crypto, DeFi & Fintech

Schedule a CallPrefer to talk it through? A 30-minute conversation, no obligation.

Artificial intelligence, blockchain technology, cryptocurrency, decentralized finance, and fintech are transforming business models across every industry. Understanding these technologies is essential to identifying the investment opportunities, and risks, they create.

The Technology Transformation

AI is reshaping how companies operate, from automating processes to creating entirely new products and services. Blockchain provides a new infrastructure for trust and transactions. Cryptocurrency and DeFi are building alternative financial systems. Fintech is rewiring how money moves, lends, and earns. Together, these technologies represent one of the most significant investment themes of the coming decades.

Beyond Crypto Headlines

Most media coverage focuses on price speculation. We focus on the underlying technologies and the companies building real value. Our approach looks beyond the headlines to identify durable businesses and infrastructure providers that will benefit regardless of short-term price movements.

A Network of Specialists Around Crypto and Digital Assets

Sophisticated crypto and digital-asset investors quickly run into questions that sit outside a typical advisor's lane: token cost basis, mining and staking income, hard-fork accounting, charitable giving of appreciated digital assets, holding crypto inside a retirement account, and more. We do not pretend to do everything ourselves. We do maintain working relationships with specialist firms in this ecosystem so our clients are not left to figure it out alone.

01

On the tax side

Token-Level Tax Specialists

Accounting firms that focus specifically on cost basis, mining and staking income, hard-fork events, and the rest of the token-level work most CPAs do not touch.

02

On charitable giving

Donor-Advised Funds That Accept Crypto

DAF providers that accept Bitcoin and other appreciated digital assets directly, so you can give the asset rather than sell, recognize gain, and give cash.

03

On long-horizon holdings

Self-Directed IRA Custodians

Custodians who offer self-directed IRAs and Roth IRAs that can hold crypto, with the same tax-deferred or tax-free treatment those wrappers normally provide.

Whitwell & Co. does not control these firms, does not earn referral compensation from them, and does not guarantee any specific outcome. We coordinate the introductions so the work happens inside a single, intentional plan rather than across disconnected providers.

How We Help You Navigate This Space

Whether you want direct exposure to crypto assets, investment in AI companies, or simply want to understand how these technologies affect your existing portfolio, we can help. Let's discuss your interest in this space.

Who This Is For

Who this is for
  • Investors who want disciplined, risk-managed exposure to AI, blockchain, crypto, DeFi, and fintech rather than hype
  • Those interested in the durable businesses and infrastructure behind these technologies, not just token prices
  • Crypto and digital-asset holders who need coordination on tax, charitable giving, or holding assets in a retirement account
  • Clients who want these positions to fit inside one intentional plan
Who this is not for
  • Speculators chasing short-term price moves or the latest token
  • Anyone expecting guaranteed returns from a volatile, emerging asset class
  • Investors unwilling to accept the heightened risk and volatility of digital assets

Risks, Costs, and What to Weigh

  • These are emerging, highly volatile assets; exposure can add return and diversification, or quiet, uncompensated risk.
  • Crypto and digital assets carry tax, custody, and regulatory complexity that most traditional advisors do not handle.
  • We maintain relationships with specialist firms but do not control them, earn referral compensation from them, or guarantee any outcome.
  • Exposure belongs inside one intentional plan rather than as a standalone, outsized bet.

Five Technologies We Track

The five technologies Whitwell & Co. tracks for durable-business exposure rather than price speculation.

TechnologyWhat it isWhere Whitwell looks for value
Artificial intelligenceSoftware that automates work and creates new productsCompanies applying AI to build durable businesses
BlockchainInfrastructure for trust and record-keepingProviders building real transaction infrastructure
CryptocurrencyDigital assets native to blockchainsPrimarily Bitcoin, the most proven asset of its kind, as a store of value rather than a platform-dependent token
DeFiBlockchain-based alternative financial systemsProtocols and infrastructure with real usage
FintechTechnology reshaping how money moves, lends, and earnsFirms rewiring payments, lending, and savings

Crypto and digital assets are emerging, highly volatile, and carry the risk of loss.

Written by: Stefan Whitwell, CFA®, CIPM

Reviewed by: Rosemary Wright, CFP®

Last updated:

Sources (verified):

  • Internal Revenue Service, Digital Assets (tax treatment of virtual currency)

Frequently asked questions

How does Whitwell approach crypto and digital-asset investing?
We look beyond price speculation to the underlying technologies and the companies building real value. Our approach seeks durable businesses and infrastructure providers that can benefit regardless of short-term price movements.
Can you help with the tax side of crypto?
We maintain relationships with token-level tax specialists who focus on cost basis, mining and staking income, hard-fork events, and the rest of the token-level work most CPAs do not touch. We coordinate the introduction so it happens inside your plan.
Can I hold crypto in a retirement account?
Yes, through self-directed IRA and Roth IRA custodians who can hold crypto with the same tax-deferred or tax-free treatment those wrappers normally provide. We help coordinate the setup, where it suits your situation.
Does Whitwell earn referral fees from these specialist firms?
No. We do not control these firms, do not earn referral compensation from them, and do not guarantee any specific outcome. We coordinate the introductions so the work happens inside a single, intentional plan rather than across disconnected providers.
Schedule a Call