The Quality of Your Questions: CS Secrets from the Trenches with Todd Kirk and Casey Trujillo
In this conversation, Todd Kirk and Casey Trujillo discuss the often-overlooked importance of celebrating personal and professional successes, particularly in the IT field. They explore how individuals frequently fail to share their achievements and the need for empowerment in communicating these wins to others. The dialogue emphasizes the significance of self-promotion and the role of leaders in guiding their teams to recognize and articulate their successes effectively.
Takeaways
People often fail to brag about their successes.
Many in IT take their wins for granted.
It's important to keep others in the loop about achievements.
Some individuals struggle with how to share their successes.
Leaders can help others own their success long-term.
Empowerment is key in self-promotion.
Recognizing achievements can boost morale.
Communication about wins fosters a positive environment.
Helping others articulate their success is valuable.
Celebrating success is crucial for professional growth.
Contents
00:01 — Intro
03:56 — Change management & awareness: why good questions matter
06:13 — High-usage customers: Question #1 – “What’s driving the increased usage lately?”
09:28 — Using top-customer insights: “My best customers do…”
14:43 — CSM role clarified: success owner vs. success coach
18:10 — Sharing wins internally & communicating success
23:30 — Low usage: reframing dips as opportunity
26:47 — Asking what changed in priorities, projects, or org structure
34:09 — Homework recap + LinkedIn cheat-sheet plug & closing
Resources
Connect with Casey
Connect with Todd
Visit the show page
Get to know BrainStorm
Credits
Show direction: Debra Wilson
Show design: Kensie Smith
Show manager: Jenna Mollinet
Information
- Show
- FrequencyUpdated Weekly
- PublishedNovember 18, 2025 at 5:42 PM UTC
- Length36 min
- Season5
- Episode21
- RatingClean