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Troubleshooting Enablement
devon mcdermott
3 episodes
1 week ago
Troubleshooting Enablement is the podcast for enablers who keep it real. Hosted by Devon McDermott, each monthly episode tackles the messy, complex, and sometimes unspoken challenges facing enablement professionals today. From deploying AI strategies and thriving as a team of one, to surviving toxic work environments and revamping your resume we dig into the real talk behind the buzzwords. No fluff. Just sharp advice, hard-earned lessons, and the occasional karaoke reference. Each episode features expert guests helping you troubleshoot one listener-submitted question at a time. Think of it as an anonymous advice line, minus the judgment. Got a burning question? Send it to: devon@troubleshootingenablement.com
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All content for Troubleshooting Enablement is the property of devon mcdermott and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Troubleshooting Enablement is the podcast for enablers who keep it real. Hosted by Devon McDermott, each monthly episode tackles the messy, complex, and sometimes unspoken challenges facing enablement professionals today. From deploying AI strategies and thriving as a team of one, to surviving toxic work environments and revamping your resume we dig into the real talk behind the buzzwords. No fluff. Just sharp advice, hard-earned lessons, and the occasional karaoke reference. Each episode features expert guests helping you troubleshoot one listener-submitted question at a time. Think of it as an anonymous advice line, minus the judgment. Got a burning question? Send it to: devon@troubleshootingenablement.com
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Careers
Business
Episodes (3/3)
Troubleshooting Enablement
Troubleshooting Enablement: Michelle Pietsch - Is This Company Ready for Enablement?

This week, we’re diving into a deceptively tricky question: How do you know when a company is actually ready for enablement… and when they’re just looking for someone to clean up the mess?!

Joining Devon is GTM powerhouse Michelle Pietsch, who’s built and scaled revenue teams at Datadog, Drift, and Dooly. Michelle shares real talk from the other side of the hiring table, including what it really means when a founder says they “believe in enablement.”

Question: How do I know if a company is truly ready for enablement?

Guest: Michelle Pietsch, GTM leader BeaconGTM

Topics:

- Red & green flags in CROs and founders

- Interview questions that reveal true buy-in

- The tipping point for bringing in enablement

- Shifting from reactive to strategic work

Resources & Links: Follow Michelle on LinkedIn

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1 week ago
28 minutes 55 seconds

Troubleshooting Enablement
Troubleshooting Enablement: Lauren Brownstone - How to Stay Grounded in a Toxic Work Environment

When your workplace turns toxic but you can’t afford to leave, how do you protect your mental health, show up for your team, and avoid losing yourself in the process? Author and behavior change expert Lauren Brownstone joins Troubleshooting Enablement to explore self-regulation, gaslighting, burnout, and how enablement can challenge harmful dynamics and shape healthier cultures from within.

Question: How do I survive a toxic work environment when I can’t leave yet?

Guest: Lauren Brownstone author of Enabling Enablement

Topics:

- Responding vs reacting in high-stress environments

- Gaslighting, bullying, and burnout at work

- How enablement influences culture and behavior change

- Practical habits to protect your energy and sense of self

Resources & Links:

- Follow Lauren on LinkedIn

- Learn more about Heartwise Self-Leadership

- Buy Enabling Enablement

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1 month ago
37 minutes 26 seconds

Troubleshooting Enablement
Troubleshooting Enablement: Samantha Thompson - How to Break Through the Enablement Job Hunt Wall

You’ve done great work. You’ve applied everywhere. You’re still not landing the job. What gives? In this episode, Samantha Thompson, award-winning enablement leader and founder of the enblr, breaks down how to navigate the job search slump, tell better impact stories, and rebuild confidence when the rejections keep coming!

Question: I keep getting rejected for enablement jobs. What am I doing wrong?

Guest: Samantha Thompson, SEC One to Watch, founder of the enblr

Topics:

- Resume mistakes that cost you the interview

- Crafting compelling enablement impact stories

- Red flags in interview processes

- Assets worth bringing (and when to protect your time)

Resources & Links:

Follow Samantha on LinkedIn

Explore https://www.theenblr.com/

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2 months ago
35 minutes 49 seconds

Troubleshooting Enablement
Troubleshooting Enablement is the podcast for enablers who keep it real. Hosted by Devon McDermott, each monthly episode tackles the messy, complex, and sometimes unspoken challenges facing enablement professionals today. From deploying AI strategies and thriving as a team of one, to surviving toxic work environments and revamping your resume we dig into the real talk behind the buzzwords. No fluff. Just sharp advice, hard-earned lessons, and the occasional karaoke reference. Each episode features expert guests helping you troubleshoot one listener-submitted question at a time. Think of it as an anonymous advice line, minus the judgment. Got a burning question? Send it to: devon@troubleshootingenablement.com