Three functions an enterprise needs led but cannot always staff. Cast22 provides executive-level leadership for each, held with full accountability, on a fractional basis, for as long as you need it.
Engage one function, or the whole arc. Because this is borrowed leadership, not a hire, you set the term — scoped to a defined duration, or held as long as the work needs, with no permanent cost left behind.
Diversification strategy · Vehicle & structure · Investment policy · Governance & capital committee
Establish →Feasibility · Program definition · Cost modeling · Procurement · Execution oversight
Develop →OS22 · Performance cadence · Portfolio standard · Center governance
Align →| Establish | Develop | Align | |
|---|---|---|---|
| The question | Diversify into what, through what vehicle, under what governance? | Can we build this project, and how? | How does the portfolio stay pointed the same direction? |
| The expertise you borrow | Diversification strategy, structure, and governance | Large-scale capital project development | Operating-system-driven performance management |
| What it leaves behind | A diversification thesis, a vehicle, and a working governance apparatus | A built asset | Entities held in alignment |
| Borrow it when | Diversification is on the table | A major project is being weighed | A portfolio underperforms its potential |

Cast22 Ventures is led by Jeff Castillo. The expertise was earned firsthand across all three functions — directing enterprise diversification, building projects from the ground up, and leading diversified portfolios of operating companies from the corporate center.
Created the diversification strategies that generated more than $100M in new revenue across multiple enterprises — the thesis, the transactions, and the capital structures behind them.
The build side: programs carried from master plan and feasibility through financing and delivery, across hospitality, residential, and mixed-use.
The performance side: implemented the operating systems and cadence to hold diversified portfolios to a shared standard.
Also: Executive Education — Corporate Level Strategy, Harvard Business School · Corporate Governance, Northwestern Kellogg · Nearly two decades of enterprise leadership.
Today. Cast22 is independently established and currently leads the development of a major hotel-and-arena program, its first mandate.