Protect the business and your team by identifying and eliminating risk before it derails your growth.
One of the most powerful (and often invisible) things you can do in this role is proactively de-risk the business. That means thinking ahead, planning for disruptions, and removing single points of failure that could knock the business off track.
In this episode of The Right-Hand Roadmap, we unpack the real meaning of de-risking. It’s not about fear—it’s about responsibility. We talk through how to evaluate operational systems, vendor dependencies, leadership bandwidth, and revenue streams with fresh eyes. Megan also shares a true story from a tornado that tested her own continuity plans, and an ADA compliance issue that could’ve quietly cost $20,000 if not addressed.
00:28 – Why de-risking is a critical function for Seconds-in-Command in founder-led companies01:03 – The three core priorities you must balance: growth, team health, and risk mitigation01:33 – Understanding key person risk: what happens if the CEO—or you—can’t work?02:01 – The value of cross-training, documentation, and succession planning02:22 – Operational risk: how to spot single points of failure in systems and processes02:47 – A business continuity exercise that lists every function, tool, and backup plan03:32 – The real-life value of this work: how a tornado in 2020 tested their contingency planning
04:17 – Payroll goes down? Here’s a backup plan that ensures no one misses a paycheck
05:01 – Strategic and financial risk: are you too reliant on one client, channel, or product?05:51 – Vendor risk: how to evaluate suppliers and what to do when terms change unexpectedly06:16 – The two-part vendor checklist: security protocols and financial terms07:25 – How to approach worst-case scenario thinking without being a fearmonger07:48 – Pitching risk-mitigation to your CEO: making it real with examples08:00 – A real ADA website lawsuit story—and why a $20K surprise could derail your year09:14 – Use storytelling and real-life examples to prioritize de-risking in your annual plan Rate, review & follow on Apple Podcasts
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Links mentioned in the episode:
Second First MembershipSecond First One-on-One CoachingSecond First on InstagramSecond First on LinkedInMegan Long on LinkedIn