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Ep. 5 - Your Tech Stack Isn’t Broken, Your Org Chart Might Be

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Manage episode 523411331 series 3661354
Content provided by Scott Benedict. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Scott Benedict or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

If your retail transformation feels like a tool parade with little traction, this conversation will change your roadmap. We sit down with Barbara Wittmann, founder and CEO of the Digital Wisdom Collective, to unpack why technology isn’t the bottleneck—culture, clarity, and middle management are. Barbara has rescued “dead patient” projects across retail for 25 years, and she explains how empowering the right people, not buying the next platform, creates compounding impact.
We dig into the anatomy of human infrastructure: the trusted, often quiet, mid-level leaders who connect silos, translate strategy into action, and spot risks early. Barbara shares how to find them, how to give them a safe sandbox to practice new behaviors, and how small cross-functional cohorts can turn timid experts into confident catalysts. You’ll hear practical tactics like building shared mental models, setting clear guardrails, and starting every meeting with the same purpose and end-state visuals to keep distributed teams aligned across time zones.
Instead of drowning in dashboards, we explore how static high-level maps of systems and data restore orientation, why problem definition beats solution chasing, and how most retailers can unlock more value by optimizing existing stacks. Barbara’s “Mindset Before Machines” mantra reframes executive decisions: invest in people, language, and navigation before adding another tool. She paints a picture of the digitally wise organization where human architecture, technical architecture, and decision artifacts converge to strengthen the whole.
If you’re ready to reduce initiative overload, surface hidden change makers, and turn AI, data, and platforms into real results, press play. Subscribe, share this episode with a colleague who shapes transformation, and leave a review telling us which tactic you’ll adopt first.

  continue reading

Chapters

1. Setting The Stakes: Why People First (00:00:00)

2. Enter Barbara And Her Turnarounds (00:03:31)

3. Middle Management As Change Engine (00:06:40)

4. Designing With Users, Not For Them (00:10:20)

5. Define The Problem Before The Tool (00:13:35)

6. Building Human Infrastructure (00:16:52)

7. Spotting Hidden Change Makers (00:20:20)

8. Safe Sandboxes And Cohorts (00:24:20)

9. Alumni Networks And Continuous Upgrades (00:28:05)

10. Too Many Dashboards, Not Enough Clarity (00:30:20)

11. Maps For Systems And Data (00:34:20)

12. Shared Mental Models For Distributed Teams (00:38:00)

13. Values, Guardrails, And Rituals (00:41:20)

14. Mindset Before Machines (00:44:20)

48 episodes

Artwork
iconShare
 
Manage episode 523411331 series 3661354
Content provided by Scott Benedict. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Scott Benedict or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

If your retail transformation feels like a tool parade with little traction, this conversation will change your roadmap. We sit down with Barbara Wittmann, founder and CEO of the Digital Wisdom Collective, to unpack why technology isn’t the bottleneck—culture, clarity, and middle management are. Barbara has rescued “dead patient” projects across retail for 25 years, and she explains how empowering the right people, not buying the next platform, creates compounding impact.
We dig into the anatomy of human infrastructure: the trusted, often quiet, mid-level leaders who connect silos, translate strategy into action, and spot risks early. Barbara shares how to find them, how to give them a safe sandbox to practice new behaviors, and how small cross-functional cohorts can turn timid experts into confident catalysts. You’ll hear practical tactics like building shared mental models, setting clear guardrails, and starting every meeting with the same purpose and end-state visuals to keep distributed teams aligned across time zones.
Instead of drowning in dashboards, we explore how static high-level maps of systems and data restore orientation, why problem definition beats solution chasing, and how most retailers can unlock more value by optimizing existing stacks. Barbara’s “Mindset Before Machines” mantra reframes executive decisions: invest in people, language, and navigation before adding another tool. She paints a picture of the digitally wise organization where human architecture, technical architecture, and decision artifacts converge to strengthen the whole.
If you’re ready to reduce initiative overload, surface hidden change makers, and turn AI, data, and platforms into real results, press play. Subscribe, share this episode with a colleague who shapes transformation, and leave a review telling us which tactic you’ll adopt first.

  continue reading

Chapters

1. Setting The Stakes: Why People First (00:00:00)

2. Enter Barbara And Her Turnarounds (00:03:31)

3. Middle Management As Change Engine (00:06:40)

4. Designing With Users, Not For Them (00:10:20)

5. Define The Problem Before The Tool (00:13:35)

6. Building Human Infrastructure (00:16:52)

7. Spotting Hidden Change Makers (00:20:20)

8. Safe Sandboxes And Cohorts (00:24:20)

9. Alumni Networks And Continuous Upgrades (00:28:05)

10. Too Many Dashboards, Not Enough Clarity (00:30:20)

11. Maps For Systems And Data (00:34:20)

12. Shared Mental Models For Distributed Teams (00:38:00)

13. Values, Guardrails, And Rituals (00:41:20)

14. Mindset Before Machines (00:44:20)

48 episodes

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