Saying Yes Too Much Hurts Results w/ Lindsey LeFaivre VP of Customer Success at AchieveIt

We unpack how saying yes too fast derails outcomes and how visible boundaries make better teams. Lindsey LeFaivre shares hard-won lessons from a 1,500-branching workflow misfire to a delivery-room out-of-office, turning mistakes into practical leadership habits.

• discovery before commitment on complex requests
• validation of true customer needs and success metrics
• small-team pressure, imposter syndrome, overwork triggers
• rituals for boundaries and recovery during remote work
• non negotiables on the calendar and offline windows
• resource requests as a leadership signal not a weakness
• meeting hygiene, playbooks and focus-time protection
• interviewing for culture and real work-life balance
• community learning and strategic customer success mindset

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🎙️ Guest: Lindsey LeFaivre
Vice President of Customer Success at AchieveIt

📣 Find Lindsey:
LinkedIn: https://www.linkedin.com/in/lindseyingalls/ 

🔥 Topics Covered:
🟣 Why early-career CS professionals struggle to say “no” — and how that leads to burnout
🟣 A real startup story of working 24 straight hours on a customer request that never shipped
🟣 How imposter syndrome drives unhealthy work habits in Customer Success
🟣 The hidden cost of always saying “yes” to customers instead of asking better questions
🟣 Why work-life balance isn’t 50/50 — it comes in seasons and tradeoffs
🟣 Lessons learned from working through maternity leave during COVID
🟣 Why asking for help is a leadership skill — not a weakness
🟣 The importance of setting and communicating non-negotiables (like school pickup time)
🟣 How leaders must model healthy boundaries to give teams permission to do the same
🟣 Why results matter more than hours logged — especially in remote CS teams
🟣 How to evaluate company culture by asking leaders what their work-life balance looks like
🟣 Why Customer Success culture thrives on generosity, transparency, and shared learning

📚 Resources Mentioned:
🟣 The Strategic Customer Success Manager — Lindsey’s top recommendation and team-wide read - https://www.amazon.com/Strategic-Customer-Success-Manager-Blueprint/
🟣 Atlanta Customer Success Community — https://www.atlcs.community/

🌐 Website
https://www.joedoestechtouch.com/

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🎙️ Be a Guest on the Podcast
Have a CS horror story or digital-first strategy worth sharing? Submit to be a guest:https://www.joedoestechtouch.com/podcast 

🔗 Connect with Joe on LinkedIn
https://www.linkedin.com/in/josephdigrande

📺 Watch Full Episodes on YouTube: https://www.youtube.com/channel/UCaH58ojbaWym4ej_PedQ4Fw

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