Derek Holloway

Two gates fail: employee count below 10 and minority ownership (12%). Profile reads as personal investment vehicle rather than operating company.

Suggested interview questions

1. 1.How would you describe the operating cadence of Holloway Ventures versus a portfolio role?
2. 2.Which of your direct reports would say you have been hardest on this year?
3. 3.What is your accountability rhythm today, and who can pull you back when needed?

Eligibility check

• Executive role

  Senior Executive / VP confirmed via org chart and corporate filing.
• Employees ≥ 10

  8 FTE confirmed via Q1 2026 signed org chart.
• Revenue declared

  < $10MM bracket matches FY25 P&L.
• Years in role

  4 years confirmed via LinkedIn and corporate filing.
• Majority ownership

  Listed as 12% shareholder in corporate filing.

"I'm building a portfolio of investments and I'm looking for a community of like-minded leaders that can sharpen my deal judgment and open doors in new markets."

Framed primarily as network and deal flow. No named accountability gap.

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