Key Moments

Mike Maples Jr Interview | The Tim Ferriss Show (Podcast)

Tim FerrissTim Ferriss
Howto & Style3 min read113 min video
Jan 18, 2018|5,968 views|74|6
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TL;DR

Mike Maples Jr. on investing, life philosophy, parenting, and building resilient companies.

Key Insights

1

Venture capital success often involves luck, but understanding first principles and embracing agile, founder-driven approaches is crucial.

2

Resilience in entrepreneurship comes from optimism, perseverance through failures, and a deep belief in the company's core vision.

3

Personal well-being is foundational; cultivating self-compassion and a forgiving inner voice is essential for happiness and effective leadership.

4

The evolving landscape of capitalism is moving towards networked models, leveraging technology like blockchain for decentralized value creation.

5

Mentorship and genuine relationships are vital, with a focus on giving back and learning from others' journeys, even through setbacks.

6

Finding one's unique gift and expressing it authentically, independent of external validation or societal expectations, is key.

THE FOUNDATIONS OF EARLY SUCCESS AND VENTURE CAPITAL

Mike Maples Jr. recounts his early struggles to break into venture capital, facing rejections due to his lack of network and enterprise software background. His initial attempts to invest were met with skepticism. However, a crucial introduction through Ron Conway led to an opportunity to invest in Digg, facilitated by Kevin Rose. This experience, alongside early investments in Evan Williams (Odeo/Twitter) and Justin.tv (Twitch), provided a critical launchpad. Maples emphasizes that while luck plays a significant role, especially in the early years of venture capital, an investor's willingness to take a chance on people and their vision is paramount.

EMBRACING FAILURE AND PIVOTING FOR GROWTH

A recurring theme in Maples' philosophy is the inevitability and even necessity of failure and pivots in the startup world. He highlights that companies are often built on a series of significant changes, with 93% of exit profits coming from companies that pivoted. This underscores the importance of founder resilience and adaptability. Maples advises investing in founders who are passionate and capable of navigating through difficult times, likening the startup journey to being in a foxhole together against the world.

THE POWER OF FIRST PRINCIPLES AND AGILE COMPETITION

Maples draws inspiration from Commander John Boyd's OODA loop (Observe, Orient, Decide, Act) to explain the concept of agile competition in the tech industry. He argues that speed and the ability to change direction rapidly, rather than sheer speed, can disorient competitors. This philosophy aligns with the Lean Startup movement, where iterating quickly and learning from data allows companies to adapt. Maples emphasizes that successful companies often pivot based on first principles, even if the initial idea didn't pan out exactly as planned, highlighting the value of continuous learning and adaptation.

LIVING A HOLISTIC AND OPTIMISTIC LIFE

Maples shares profound insights into life philosophies, particularly regarding parenting and personal well-being. He advocates for teaching children optimism and the gratitude for life, while also stressing that children owe parents nothing. This perspective shifts the focus from obligation to unconditional love. He also believes that fostering self-compassion and a kind inner voice is crucial for happiness, asserting that external success means little if one is relentlessly self-critical. This internal peace is seen as a prerequisite for fully experiencing joy and loving others.

CRYPTO, BLOCKCHAIN, AND THE FUTURE OF CAPITALISM

Maples views blockchain and cryptocurrencies as significant developments within the evolution of capitalism, moving towards a 'networked capitalism' or 'wealth of the commons.' He contrasts this with past industrial revolutions, where new structures like the modern corporation and stock market enabled growth through railroads and steam engines. He posits that crypto tokens represent a new unit of value creation, enabling voluntary trade and rewarding contributors within decentralized networks, much like how Moore's Law and Metcalfe's Law underpin technological advancement.

FINDING YOUR GIFT AND EXPRESSING INTEGRITY

Central to Maples' message is the importance of discovering and expressing one's unique gift, independent of societal pressures or the opinions of others. He likens this to finding 'billion-dollar secrets' that are often overlooked because people are too focused on external validation or mimetic desires. Maples advocates for thinking for oneself, embracing integrity, and being kind to oneself. This internal compass, guided by first principles and a commitment to truth, is presented as the most effective path to creating abundance and making a positive impact.

Common Questions

Mike Maples Jr. faced initial rejections from venture capital firms because he was new to Silicon Valley and lacked prior angel investing experience. His breakthrough came through Ron Conway's generosity, leading to his first investments in Digg, founded by Kevin Rose, and Odeo, founded by Evan Williams, demonstrating the importance of networking and genuine belief in founders.

Topics

Mentioned in this video

People
Ron Conway

Dubbed 'The Godfather of Angel Investing,' he was instrumental in giving Mike Maples Jr. his first break by introducing him to Kevin Rose.

Oprah Winfrey

A television personality who featured Twitter on her show, leading to increased public awareness of the platform.

Jim Loehr

A performance coach and author of 'Mental Toughness Training for Sports,' who taught Tim Ferriss about the importance of the inner voice and self-love.

Evan Williams

Founder of Odeo and co-founder of Twitter, whose integrity led him to return invested money when Odeo faced challenges, allowing Mike Maples Jr. to invest in his next venture (Twitter).

Ashton Kutcher

An actor who quickly surpassed Tim Ferriss in Twitter followers, used as an example of rapid user growth on the platform.

Eric Ries

Author of The Lean Startup and former Floodgate consultant, whose work on agile development and Minimum Viable Product was influenced by John Boyd's concepts.

Reed Hoffman

A co-founder of LinkedIn and venture capitalist, cited as an intelligent first principles thinker on network effects.

Matt Mullenweg

Founder of WordPress.com and a close friend of Tim Ferriss, mentioned as an incredible entrepreneur and beautiful human being who provided a book recommendation on grief.

John Boyd

A flight instructor for the Air Force, known for his 'Observe-Orient-Decide-Act' (OODA) loop and his philosophy of achieving victory through faster decision-making, which inspired Mike Maples Jr.'s investment strategy.

Peter Thiel

A venture capitalist and entrepreneur, whose concept of 'mimetic behavior' is used to explain why people often focus on external validation rather than their true gifts.

Cornelius Vanderbilt

An American business magnate who built his wealth in railroads and shipping, highlighted for his immense wealth in 1870 but lacking modern amenities, illustrating the progression of quality of life.

Jamie Dimon

CEO of JPMorgan Chase, challenged by Mike Maples Jr. for a debate on crypto's potential to disrupt traditional finance and government control over money.

Mike Maples Jr.

A partner at Floodgate, a venture capital firm, and a longtime mentor to Tim Ferriss, known for his insights on investing and life philosophies.

Kevin Rose

A close friend of both Tim Ferriss and Mike Maples Jr., an early entrepreneur and angel investor, who played a significant role in Mike Maples Jr.'s early venture capital career.

Yochai Benkler

An author whose book 'The Wealth of Networks' significantly influenced Mike Maples Jr.'s thinking on network capitalism and the wealth of the commons.

Andrew Carnegie

An American industrialist and philanthropist, mentioned in the context of building large companies in the 19th century.

Benjamin Franklin

An American polymath and Founding Father, mentioned by Tim Ferriss as a non-living mentor he has learned from.

Bill Campbell

A legendary executive and coach in Silicon Valley, who worked at Apple and Intuit, and served on the boards of Google and Apple, known for his wisdom on not always getting what you want.

Elon Musk

A prominent entrepreneur, whose first-principles thinking on reusable rockets for SpaceX is highlighted as an example of disruptive innovation.

Drew Houston

Co-founder and CEO of Dropbox, who advises that 'you're the average of the five people you associate with most', a piece of advice Tim Ferriss values.

Hugh Forrest

The person in charge of programming for South by Southwest Interactive, who gave Tim Ferriss an opportunity to speak at the event in 2007.

Steve Blank

A Silicon Valley entrepreneur and academic, who introduced Mike Maples Jr. to the work of John Boyd, influencing modern startup methodologies.

Kamal Ravikant

Author of 'Love Yourself Like Your Life Depends on It,' whose book is recommended by Tim Ferriss for self-love.

John D. Rockefeller

An American business magnate, credited with building Standard Oil against a backdrop of limited communication and organizational structures in the 19th century.

Vinnie Lingham

Founder of Civic, who initially challenged Mike Maples Jr. about the relevance of venture capitalists in the age of ICOs (Initial Coin Offerings).

Bronnie Ware

A hospice nurse and author of 'The Top Five Regrets of the Dying,' who recorded common regrets shared by her dying patients.

Ronald Reagan

Former US President, mentioned by Mike Maples Jr.'s father as an example of a public figure not to hero-worship, but to admire for specific qualities.

J. P. Morgan

An American financier and banker, credited with creating fractional units of ownership (stock) to fund large ventures like Transcontinental Railroads, serving as a parallel for how 'crypto tokens' can create new forms of abundance.

Tara Brach

Author of 'Radical Acceptance,' whose work Tim Ferriss recommends for those struggling with self-loathing.

Richard Feynman

A Nobel Prize-winning physicist, mentioned by Tim Ferriss as a non-living mentor from whom he has learned much.

Companies
Motors

An automotive manufacturer that acquired Cruise Automation for over a billion dollars, and is compared to Tesla regarding its ability to adapt to software-defined network capitalism.

Twitter

A social media platform, one of Mike Maples Jr.'s key early investments, born from a pivot out of Odeo, and highlighted for its network effect.

Kepler's Books

A bellwether bookstore where Mike Maples Jr. bought many copies of The 4-Hour Workweek to trigger supply chains and generate buzz.

Floodgate

A venture capital firm where Mike Maples Jr. is a partner, specializing in micro-cap investments in startups. The firm operates with a unique 'pound the table' decision-making process for investments.

ConvertKit

An email service provider used by Tim Ferriss for his newsletter, offering easy-to-use systems, split testing, resending technology, high deliverability, and customer service.

Tesla

An electric vehicle and clean energy company, discussed as a competitor to Cruise Automation and framed as a software-network-defined car company that needs to figure out manufacturing faster than GM figures out software.

Borders Books & Music

A former bookstore chain where Tim Ferriss conducted physical cover tests for The 4-Hour Workweek mock-ups.

Lyft

A ride-sharing company, an early investment for Floodgate, with founders who famously ate beans until raising their seed round.

Apple

A technology company, whose iPhone is presented as a 'software network defined phone company' unlike Nokia, which focused on selling hardware.

Uber

A ride-sharing company, mentioned in the context of competition for Cruise Automation, and earlier, as a successor to StumbleUpon for its founder Garrett Camp.

SpaceX

An aerospace manufacturer and space transportation services company, founded by Elon Musk, discussed for its first-principles approach to reusable rockets.

Odeo

A podcasting company initially invested in by Mike Maples Jr., which pivoted after Apple launched free podcasting on iTunes, eventually leading to the creation of Twitter.

Twitch

A live-streaming video platform, initially Justin.tv, an investment that yielded significant returns for Mike Maples Jr., and whose founder then started Cruise Automation.

Cruise Automation

A self-driving car company founded by Kyle Vogt (Twitch founder), initially developing a roof rack for autopilot, which pivoted to making Nissan Leaf cars self-driving before being acquired by GM.

Google

A technology company that tried to compete with Twitter using 'Jaiku' but failed to overcome Twitter's network effect.

Nokia

A Finnish multinational telecommunications, information technology, and consumer electronics company, contrasted with Apple in its approach to phone development (widgets vs. software-defined).

Books
The Top Five Regrets of the Dying

A book by Bronnie Ware, shared by Mike Maples Jr. for its insights into people's end-of-life reflections, emphasizing living life on one's own terms and avoiding regrets.

Mental Toughness Training for Sports

A book by Jim Loehr, which profoundly influenced Tim Ferriss's understanding of the inner voice and self-acceptance.

Tribe of Mentors

One of Tim Ferriss's books, for which Mike Maples Jr. is a suitable guest and is referenced for insights on overcoming failures.

The 4-Hour Workweek

Tim Ferriss's breakout book, discussed in the context of its initial title testing and Mike Maples Jr.'s active role in promoting its early success.

Love Yourself Like Your Life Depends On It

A book by Kamal Ravikant, recommended by Tim Ferriss as exceptional for cultivating self-love and addressing inner negativity.

How It Works Illustrated

A book gifted to Mike Maples Jr. by his father when he was in third grade, which he cherished and found inspiring for its diagrams and explanation of products.

On Grief and Grieving

A book recommended by Matt Mullenweg, which Tim Ferriss found useful for preemptively familiarizing himself with death and grief.

The Wealth of Networks

A book by Yochai Benkler, which influenced Mike Maples Jr.'s investing beliefs about moving from 'tragedy of the commons' to 'wealth of the commons' through networked structures and user-generated content.

Radical Acceptance

A book by Tara Brach, recommended by Tim Ferriss for its insights into addressing self-loathing and finding self-love.

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