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Chip Conley

Founder of the Modern Elder Academy

Chip Conley is an influential entrepreneur and author, known for founding Joie de Vivre, the second-largest boutique hotel brand in the U.S. He joined Airbnb as Head of Global Hospitality and Strategy, where he earned the title of 'Modern Elder' by mentoring young leaders. Currently, he leads the Modern Elder Academy, the world’s first midlife wisdom school.

Episodes (1)

Insights (14)

Reduced Salary for Reduced Hours Proves Valuable

case studies lessons

Chip halved salary for 60-80% workload in year four at Airbnb, yet his institutional process knowledge proved worth the reduced cost.

29m

Problem-Solution-Result Resume Format

strategic thinking

He recommends crafting resume paragraphs that outline a thorny problem, skills applied, and measurable result.

40m

ChatGPT Provides First Draft for Daily Blog

growth scaling tactics

Chip uses ChatGPT to generate a 250-word first draft when inspiration lags, then edits it for his daily blog.

1h 8m

Older Employees Connect Dots While Younger Employees Focus

leadership perspectives

Instead of classes, new managers shadow seasoned leaders during real work to learn reviews and meeting facilitation.

37m

Start Interviews with Clear Alignment Questions

quotes

Chip cites a favourite interview opener for candidates.

41m

Apple Employees Thrive at Airbnb While Amazon Hires Struggle

case studies lessons

At Airbnb, Apple alumni thrived while Amazon hires struggled, proving mismatched cultures hinder performance.

49m

Culture Guides Decisions and Attracts Right People

leadership perspectives

He says culture both guides day-to-day decisions and attracts people whose values align with the organisation.

49m

Curiosity and Energy Trump Age in Tech

leadership perspectives

Older tech workers who stay curious, positive, and play both mentor and mentee roles overcome age bias and remain valuable.

31m

Culture Interview Questions Reveal Alignment

strategic thinking

He suggests asking each interviewer for 3-5 adjectives describing culture and the biggest endemic issue to judge alignment.

51m

Brian Chesky's Humble Curiosity

leadership perspectives

Brian openly admitted “I don’t know what I’m doing” and consulted specialists, e.g., ex-CIA chief after a security debacle and Chip for hospitality know-how.

12m

Maslow's Hierarchy for Employees: Money, Recognition, Meaning

strategic thinking

Chip’s Peak model applies Maslow to staff: compensation at the base, recognition in the middle, and meaning at the top, with money’s share varying by industry.

54m

Customer Pyramid: Expectations to Unrecognized Needs

strategic thinking

For customers, meet expectations first, fulfil stated desires next, and solve unrecognised needs at the top—guiding product and brand strategy.

54m

Intergenerational Collaboration Benefits

leadership perspectives

Chip promotes pairing older managers and younger staff so each swaps technical know-how and leadership skills.

36m

Airbnb's Pivot to "Belong Anywhere"

case studies lessons

A year in, Airbnb redefined itself from home-sharing to “belong anywhere,” steering host training and marketing around the unrecognised-need apex.

55m