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The 2023 Milly Awards (#531)

Episode 531: Shaan Puri and Sam Parr bring you…..The 2023 Milly Awards. Actors have the Oscars, musicians have the Grammy’s and what do business people have?

Shaan PurihostSam Parrhost
Dec 18, 202349mWatch on YouTube

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At a glance

WHAT IT’S REALLY ABOUT

Milly Awards 2023: favorite guests, focus upgrades, and big bets

  1. The episode is the hosts’ annual “Milly Awards,” where they give end-of-year picks across categories like favorite guests, “Billy of the Year,” personal changes for 2024, who they’d bet on, and best business ideas for others.
  2. In favorite-guest picks, Sam Parr chose Kevin Ryan for his wisdom and unusually candid discussion of tax-efficient company structuring, while a speaker chose Sarah Moore for a tactical small-business acquisition story that felt more accessible.
  3. Shaan Puri picked Connor Price as guest of the year and used the episode to argue marketing has shifted toward entertainment-first content where the product is embedded in the story rather than presented as an interruption.
  4. In “Biggest Change for 2024,” Sam Parr emphasized reducing phone addiction (including moving toward a dumb phone), while a speaker described breaking up with email by routing only essential messages through an assistant.
  5. Shaan Puri described deliberately shutting down profitable but “okay” projects (a course and a rolling fund) to create space for better opportunities, and later highlighted TikTok Shop as a current high-leverage business opportunity.

IDEAS WORTH REMEMBERING

5 ideas

The hosts value guests who combine big outcomes with unusually transparent tactics.

Sam Parr said the Kevin Ryan episode stood out because Ryan felt unusually “wise” and “well-balanced,” and because Ryan shared a detailed explanation of how he structures companies and equity to reduce taxes—something Shaan Puri noted “no rich guy ever says” publicly.

A compelling “non-tech” business path can resonate more than classic venture-backed success stories.

A speaker said Sarah Moore’s story felt realistic and tactical—buying a small business (eggcartons.com) and learning as she went—versus the more common “tech billionaire” narratives; Shaan Puri added he initially worried the story was “too good to be true,” then met her in person and said it checked out.

Marketing is shifting toward entertainment-first content where the product is the payoff, not the pitch.

Shaan Puri said Connor Price’s TikTok-driven music growth changed how he thinks about marketing: instead of interruptive ads or influencer endorsements, the product is embedded inside entertaining content (he cited MrBeast’s approach as a parallel).

“Billionaire energy” is framed as sharpness, candor, and adventurous execution—not just net worth.

For “Billy of the Year,” one speaker picked Charlie Munger and told a story about Munger being mentally sharp near age 99 and backing a neighborhood acquaintance into building a large Los Angeles apartment portfolio; Sam Parr picked Palmer Luckey for his blunt, provocative public commentary; Shaan Puri picked Jesse Itzler for his prolific, adventurous entrepreneurship and life philosophy.

They’re actively redesigning attention and communication systems to protect focus.

Sam Parr said his biggest 2024 change is reducing phone addiction (grayscale, then a dumb phone) because he’s worried about setting a bad example for his kids; another speaker described blocking apps and removing email from the phone; that speaker also described a system where an assistant screenshots important emails to avoid inbox rabbit holes.

WORDS WORTH SAVING

5 quotes

You can't just wait till your current thing gets so bad that you have to end it, or that this new amazing thing shows up at your doorstep and it'll be obvious to switch.

— Shaan Puri

If you want something great, you gotta make space for great.

— Shaan Puri

You can't tell kids to follow their dreams when their dreams suck.

— Sam Parr

There's this weird dynamic that happens where when the bill comes, if you pay the bill, you're showing off or you're implying they can't afford it, and if you don't pay the bill, you're an asshole 'cause you can afford to.

— Unattributed

His 90-year-old side hustle is a billion-dollar real estate portfolio? Goddammit.

— Shaan Puri

Read the available transcript
Milly Awards format and categoriesFavorite guest episodes of the yearQSBS and tax-structure talk (as described)Story skepticism and verification (Sarah Moore)Marketing shift toward entertainment-first product integration“Billy of the Year” profiles (Munger, Luckey, Itzler)Attention management: dumb phones, blocking apps, breaking up with email, assistants as filters

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SPEAKERS

  • Shaan Puri

    host

    Co-host of My First Million; entrepreneur and investor.

  • Sam Parr

    host

    Co-host of My First Million; entrepreneur and founder of The Hustle.

High quality AI-generated summary created from speaker-labeled transcript.

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