
Episode 3: Right Team at the Right Time
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Hosts: Caitlin Ferguson (COOPilots.io) and Rob Ripp (Fintelligent, Author of Finance for Founders) are a COO-CFO duo discussing supporting founders through growth challenges.
This episode covers:
Spotting Bandwidth Bottlenecks
- Obvious signs: Missed deadlines, quality issues, constant firefighting
- Subtle "energy leaks": Team disengagement, people stepping back, energy drops
- Catch energy issues before they impact client deliverables
Hiring Economics: Fractional vs. Full-Time
- Before hiring, check: Cash flow positive? Stable pipeline? Profit margin and runway?
- The math: If fractionals billing halftime at 3x hourly rate, full-time likely costs less
- Utilization targets: 75-80% for junior staff, max 85% (accounting for PTO)
- Bring in-house when: Core client-facing roles, IP development, culture representation needed
- Keep 1099 when: Behind-scenes work, specific deliverables, works independently
Cash Management Essentials
- Burn rate formula: (Cost of Revenue + Operating Expenses) ÷ 6 months = monthly burn
- Get line of credit at founding (best time to borrow: when you don't need it)
- Set your "squeal point" - how many months before making changes
- Without accountability, easy to think you're "one month away" indefinitely
Letting Go of Wrong People
- Case study: Employee with good delivery but high resistance, taking 10 hours/week of founder time
- Key question: "If those 10 hours could generate $1M in sales, is keeping them worth it?"
- Why founders struggle: Loyalty to early supporters, family/friends, falling in love with potential vs. outcomes
- The cost: Resentment builds, relationships damaged irreparably
- Solution: Present trade-offs clearly, let them opt in/out of new direction
Metrics & Accountability
- Define success upfront with clear measures
- Microsoft Education Competencies: Framework defining beginner to advanced performance by skill
- Pick 5 organizational + 3-5 role-specific competencies
- Professional services: 60% how people experience work, 40% outcomes
Building the Right Number Two
- Founder roles: Develop business, develop talent. That's it.
- COO role: Trains run on time, ensures delivery, has tough conversations with founder
- Must be truly empowered - no undermining their decisions
- Find complement to your strengths, not clone
- Long-term: COO often becomes CEO for premium exit
The Emotional Journey
- Founders operate in vacuums, need advisors who understand risk-taking
- Mastermind communities and experienced fractionals provide benchmarks
- No founder with great exit did it alone
Assessment Tools
- FinSight (Fintelligent): Financial data + recommendations, ~2 weeks
- VIP Audit (COO Pilots): Values/vision + team interviews + 30-60-90 plan, ~2 weeks, podcast listener rate
Notable Quotes
- Caitlin: "Energy leaks - you can see it as much in the output as in your people."
- Caitlin: "Founders confuse 'I'm busy' with 'I can afford someone.'"
- Caitlin: "If those 10 hours could generate a million dollar sale, would keeping this person be worth it?"
- Rob: "Founders have two roles: develop new business, develop talent. COO: trains run on time."
Resources Mentioned:
- FinSight Tool (Fintelligent) - Financial assessment
- Altitude 90™ Audit (COO Pilots) - Org health check and 30/60/90 roadmap to relieve pressure - Mention the podcast for $1,000 off
- Microsoft Education Competencies - Performance framework, example of Dealing with Ambiguity
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