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Point of No Rollback
Season 1 · Episode 8

Point of No Rollback

Mahesh Guruswamy, CPTO at Kickstarter and author of How to Deliver Bad News and Get Away with It, recounts the night he took down production and had no other choice but to push through. Tune in for the blow-by-blow — from anxiously watching the clock as queries time-out to the tightrope walk of breaking bad news without breaking trust.

IT Horror Stories

June 10, 202534m 1s

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Show Notes

When a huge cloud platform migration stalls out mid-flight with no hope of changing course, panic lunges to take the wheel. In this episode, Mahesh Guruswamy, CPTO at Kickstarter and author of How to Deliver Bad News and Get Away with It, recounts the night he took down production and had no other choice but to push through. Tune in for the blow-by-blow — from anxiously watching the clock as queries time-out to the tightrope walk of breaking bad news without breaking trust. You'll leave with the brutally simple playbook Mahesh now swears by to make sure your next migration doesn’t become an IT horror sequel.

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Time stamps:

00:59 - About Mahesh

03:08 - The incident

21:18 - Don’t be in the sequel

26:46 - More lessons learned

31:34 - How to equip yourself

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Links:

Find Mahesh on LinkedIn

Find Jonathan on LinkedIn

Learn more about NinjaOne

Topics

technologyinformation technologycptoninjaonescary storyhorror storyleadershiptechbusinessitkickstarter