Enterprise Value.
Architected.
Exponentially.
For CEOs, private companies, and their investors
35 years. 40 countries. Boardrooms, deal tables, and C-suites at the most critical moments.
EV, IRR, MOIC:
However you measure it, Mailander creates it.
Chris Mailander leads the market’s most sophisticated ecosystem model for private companies, available without its most punitive structural consequences.
Enterprise value compounds across thousands of decisions.
Mailander is where those decisions — made at every inflection point from strategy through harvest — become exponential.
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“Mailander has the rare ability to take complex concepts and share them in an accessible form.”
— Andrew Jones, Director,
Climate Interactive -
"Mailander disentangles the myriad forces, inflection points, and decisions that shape the trajectory of events that lead to crucible moments."
— Nathan Vitan, Chief Legal Officer, Public Storage
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“As a CEO and leader, Chris leads from the front.”
— William P. Schwab, Esq., Colonel,
Aviation, US Army (retired)
Enterprise value architecture for private companies — now available as a platform for the first time.
The structural spine from strategic game-planning through financial harvest that the market has never offered.
Until now.
Chris Mailander has worked with leaders around the world
Mailander has spent 35 years at the apex of how leaders decide —
and the financial value they create or destroy.
Chris Mailander counsels companies and governments managing the arduous decision paths which precede extraordinary outcomes.
His client roster has included MasterCard, Bank of Montreal, the Federal Home Loan Bank System, Unisys, Visa, KPMG Consulting, BearingPoint, the President of Nigeria, the Government of Iraq, and a host of mid-market leaders and Silicon Valley innovators seeking to transform industries. He has negotiated tenders and commercial transactions in more than forty countries across North America, Europe, Asia, the Middle East, and Africa, including in conflict and post-conflict economies.
Mailander was previously an adjunct professor at Georgetown University Law School and an adjunct fellow at the Center for Strategic & International Studies. He is author of Judgment (2023) and The Craft (2019), host of A-ha with Chris Mailander, and is a contributor to Fast Company. He lives in Asheville, North Carolina.
"They're not betting on the horse. They're betting on your judgment."
Your Judgment Is Your Most Valuable Asset.
The conventional playbook no longer works. Everything is changing.
All the rules. The players. How they move.
The playbook that built the last generation of successful companies is breaking down. Markets are moving faster. Competitive windows are compressing. Intelligence and knowledge that used to be scarce are now available to everyone. The tools that once gave certain advisors and firms their edge are now table stakes. When everyone has access to the same information, the same tools, and the same frameworks, only one thing separates winners from everyone else.
Judgment.
The human capacity to evaluate, decide, and commit under genuine uncertainty — with competing interests, imperfect information, and consequences that cannot be reversed.
Judgment cannot be outsourced. It cannot be delegated. It cannot be borrowed.
Your company's greatest asset going forward is not your financials, your customers, your employees, your assets, or your technology. It is your judgment.
It is what your investors are betting on. It is what your acquirers will pay for. It is what your employees are following. It is what we all bet on.
Chris Mailander is a leading thinker on the cross-correlations between corporate performance and judgment.
JUDGMENT
This is essential reading for CEOs.
- Scott Bauer, Partner, PwC
Judgment is equal parts a thrilling, suspense-filled tale of high stakes decision-making, and a sophisticated deconstruction of who won, who lost, and the lessons learned in those crucible moments.
- Robbie Bach, Former President and Chief Xbox Officer, Microsoft
This is more than a CEO field guide; It’s a journey into the nexus of action and consequence in high-stakes environments. A truly immersive and enlightening read.
- Eliot Puplett, CEO & Co-Founder of Medici AI
THE CRAFT
The Craft is one of the most well-written business books i’ve read in the last decade.
- Angelique Rewers, CEO & Founder of BoldHaus
The Craft is a playbook for corporate executives seeking to become the kind of ‘super-athletes’ who have the ability to redefine the entire game.
- Dana Frix, a former managing partner of Chadbourne & Park LLP
Great take-aways. Can’t wait to put them to use.
- Derrick Raymond, principal for corporate development and M&A, KPMG LLP
Masterclass in Decision-Making
Subscribe to receive the latest tips and insights for improving your own decision-making.
Carefully Curate Your Decision Architecture
Are you giving your greatest decisions the time they deserve? Short-term decisions are easy—they fit into neat timelines with clear metrics. But when it comes to the decisions that will most significantly impact your company's long-term future, you need to be willing to think differently, break the rules, and allow ideas to evolve. The best leaders know that patience and a bit of chaos have the greatest benefit. If you’re ready to rethink how you plan for the future, I’ll show you how to intentionally curate your company’s decision architecture to create the greatest long-term value. Let’s go to work.
Cross-Industry Impact
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Bancomer
MasterCard
Visa
Chicago Board of Trade
Federal Home Loan Bank System
Bear Stearns
Bessemer Venture Partners
Norwest Venture Partners
Fairmount Partners
Bain Capital
VentureSouth
JPMorganChase
Bank of America
Merrill Lynch
Dubai International Financial Centre
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U.S. Senate
U.S. Department of Defense
U.S. State Department
Republic of Iraq
Ukraine
U.S. Federal Communication Commission
U.K. Foreign, Commonwealth & Development Office
The World Bank
Nigeria Extractive Industries Transparency Initiative
Asian Development Bank
Overseas Private Investment Corporation
Center for Strategic & International Studies
U.S. Agency for International Development
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Atlas Organics
S&P Global Market Intelligence
Terra Firma Organics
Climate Interactive
Terra Fiber
Crush-It
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Millicom
Telmex
Alcatel-Lucent
Nextel
Sprint
Motorola
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Springfield Energy
First Energy
Whitney Logistics
Miles Ahead Brands
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SAP
Amazon Web Services
Microsoft Azure
Dell
Medici AI
IBM
CSC
RF-SMART
AOL
SourceFuse
Cognizant
NJ Transit
Cisco
Sun Microsystems
Washington Post
New York Times
Unisys
Siemens
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Pfizer
Genentech
Anthem
Health Access Solutions
Alignment Healthcare
Himark
AltaMed
CareMore
Valley Health Plan
Ascension
Merck
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KPMG
BearingPoint
PWC
CapGemini
Accenture
Deloitte
West Monroe
Omnicom
Chris Mailander is a frequent commentator on those decisions that affect our corporate, economic, political, and global security interests.
Articles & Interviews