Digital Deep Dive Show

Reed Dailey

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Decoding digital technology trends that move the needle for middle-market & sponsor-backed companies

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Recent episodes

  • Digital Deep Dive Show: Episode 045Nov 20, 2025 · 18 min
  • Digital Deep Dive Show - Episode 044Nov 13, 2025 · 17 min
  • Digital Deep Dive Show — EP 043: This is the end of dumb CRMOct 28, 2025 · 20 min
  • Digital Deep Dive Show — EP 42: Power Players & Platform Shifts — OpenAI’s App Play, Google’s AI Commerce Push, and Trumpet’s Rise Inside HubSpotOct 16, 2025 · 18 min
  • Digital Deep Dive Show - Episode 041 (AI Tools, New Power Apps, and the Next Wave of Enterprise Advantage)Oct 1, 2025 · 19 min
  • Unlocking Alpha - The Sprint 2 Value Mini-Series: Chapter 02 AnalyticsSep 29, 2025 · 20 min
  • Digital Deep Dive Show - Episode 040 (SuperHumans + AI)Aug 13, 2025 · 17 min
  • Unlocking Alpha: The Sprint 2 Value Mini-Series - Chapter 02 Supply ChainJul 23, 2025 · 11 min
  • Digital Deep Dive Show: Episode 39Jun 11, 2025 · 15 min
  • Unlocking Alpha: The Sprint 2 Value Mini Series - Chapter 01 Sourcing & ProcurementJun 9, 2025 · 18 min

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