Approaching Senior Leaders
The Value-First Outreach:
"Hi [Name],
I've been following [specific company initiative] with great interest. Based on my experience with [relevant background], I noticed [specific insight that could help].
I've attached a brief analysis that might be useful for [specific application].
If you find this helpful, I'd be honored to discuss how [specific expertise] might support [their priority].
Best regards, [Your name]"
Success rate: 35% response (vs. 2% for generic outreach)
The Advisory Position Strategy
Position yourself as advisor, not job seeker:
1. Identify growth companies in your expertise area 2. Research their specific challenges 3. Reach out with specific value proposition 4. Propose advisory relationship 5. Deliver exceptional insights 6. Convert to paid opportunities
James's Advisory Portfolio: - 3 startup advisory positions - 5 hours monthly commitment each - Compensation: Equity + $50K annually - Network expansion: 300+ executives