The Learn-It-All Podcast 217: How to Become an “AI Player” and 10x Your Output in 2 Years | Didi Azaria
In this dynamic episode of The Learn-It-All Podcast, host Damon Lembi welcomes serial entrepreneur and AI expert Didi Azaria, co-founder of Sisense and current CEO of Workiz. Together, they unpack why leaders must resist the urge to chase every shiny object and instead get obsessed with their niche. Didi shares hard-earned lessons on niching down, building execution-driven teams, and how leaders can leverage AI as a force multiplier—without losing their company’s humanity. Packed with actionable stories and candid reflections, this episode is a roadmap for anyone ready to thrive amidst rapid technological change.
From strategic focus to the practical application of AI, Didi reveals the habits that separate reactive leaders from proactive innovators. Whether you’re running a tech unicorn or a local field service business, you’ll find plenty of inspiration to start moving, iterate fast, and never stop learning.
In this episode, you’ll learn:
- The case for “movement over perfection”—why you must build momentum before you know the full plan
- How to embrace and implement AI as a leadership superpower, not just a productivity tool
- Didi’s journey from tinkering with modems at 13 to scaling Sisense into a unicorn (and what he’d do differently next time)
- The power of niching down: why saying “no” is the hardest and most important skill for entrepreneurs
- How to build a culture where radical feedback and innovation bubble up
- Why relentless execution (not just brilliant ideas) is the true driver of success
Timestamps:
00:00 – Why movement trumps waiting: Build momentum first
01:47 – Didi’s bets on the future of AI and business
04:18 – How leaders should respond to FOMO and tech overwhelm
07:42 – Didi’s entrepreneurial journey: from modems to Sisense
13:50 – The real cost of missed calls for field service companies
15:13 – Lessons from scaling Sisense: niching down for growth
17:44 – The power and challenge of saying “no” as a founder
20:19 – How self-awareness shapes Didi’s leadership approach
23:20 – Creating a culture where feedback and candor flow
25:15 – Harnessing frontline feedback to drive innovation
26:57 – Why execution beats ideas—and how to fail fast
29:51 – “Never give up”—but always be willing to iterate
30:05 – From overthinking to shipping fast: How Didi’s approach has evolved
31:29 – Getting unstuck: Breaking big goals into action
34:51 – AI empathy in action: Stories from the frontline
40:58 – Final reflections: The importance of curiosity and finding your niche
About Didi Azaria
Didi Azaria is a serial entrepreneur, AI evangelist, and business leader with a passion for leveraging technology to solve real-world problems. As co-founder of Sisense, he helped scale the company into a data analytics unicorn, earning recognition as an AI patent-holder and visionary in the space. Now, as CEO of Workiz, Didi is revolutionizing the field service industry through automation and AI, empowering small businesses to compete on a whole new level. Known for his transparency and hands-on leadership, Didi distills decades of experience into actionable insights for leaders navigating change.
Resources & Mentions
Podcast Contact Information:
Website: www.learnit.com
Email: podcast@learnit.com
Follow us on LinkedIn and Instagram for more updates.