Founder, Author, Host

Stefan Whitwell

Stefan Whitwell, CFA, CIPM, is a founder, author, and podcast host whose work spans three fields: money, technology, and relationships and life. He leads firms in wealth management, tax, and insurance; co-founded Chaos Holdings, an AI company; and writes and speaks on marriage, meaning, and what wealth is for.

The Work

Three fields,one life's work.

Stefan Whitwell builds companies and writes in three fields that rarely share a shelf: money, technology, and relationships and life. The common thread is a refusal to treat any of them as a solved problem.

Money

Wealth, tax, and insurance

Founder, CEO, and Chief Investment Officer of Whitwell & Co., LLC, an SEC-registered investment advisory firm; co-founder and Chairman of Whitwell Tax & Ledger Co.; and CEO of Living Prepared, LLC, a life insurance and annuity firm. The three are separate firms under common leadership.

Technology

AI, done right

Co-founder of Chaos Holdings, LLC, which helps boards and growing companies put AI and automation to work responsibly, and co-author, with Brandon Veldman, CFA, of If Done Right: The AI Governance Framework for Regulated Financial Firms.

Relationships and life

Marriage, meaning, and what money is for

Author of RIGGED and host of two podcasts: The Meaning of Money, about what wealth is really for, and RIGGED, The Marriage Due Diligence Podcast. Both ask the same question from different sides: what makes a life, and the relationships in it, hold up.

His guest appearances on podcasts, video interviews, and conference stages are gathered on Stefan Whitwell in the media.

Frequently asked questions

Who is Stefan Whitwell?
Stefan Whitwell, CFA, CIPM, is a founder, author, and podcast host whose work spans three fields. In money, he is founder, CEO, and Chief Investment Officer of Whitwell & Co., LLC, an SEC-registered investment advisory firm, and leads Whitwell Tax & Ledger Co. and Living Prepared, LLC. In technology, he co-founded Chaos Holdings, LLC and co-wrote If Done Right. In relationships and life, he is the author of RIGGED and hosts The Meaning of Money.
What has Stefan Whitwell written?
His lead title is If Done Right, an AI governance framework for regulated financial firms, written with Brandon Veldman, CFA. He also publishes white papers on the IDR Principles, with further books on wealth, marriage, and the examined life forthcoming from Whitwell Publishing.
What is If Done Right about?
If Done Right: The AI Governance Framework for Regulated Financial Firms sets out the IDR Principles, a practical framework for adopting artificial intelligence inside regulated firms. It is co-authored by Brandon Veldman, CFA, and Stefan Whitwell, CFA, CIPM, and is forthcoming from Whitwell Publishing.
What is The Meaning of Money?
The Meaning of Money is Stefan Whitwell's podcast on wealth, purpose, and the life that money is meant to serve. It approaches money less as a scoreboard and more as a tool, asking what a well-considered life asks of it.
Is Stefan Whitwell's writing investment advice?
No. Stefan Whitwell's books, papers, podcast, and videos published here are works of a publishing imprint. They are not investment, tax, legal, or insurance advice from Whitwell & Co., LLC or any affiliated firm.