My First Million
My First Million

#114 with Steph Smith - The Head of Trends Talks Insider Trading and The Gen-Z Mafia

Sam Parr (@theSamParr) and Shaan Puri (@ShaanVP) invite Steph Smith (@stephsmithio) on the pod today. Stephen is an employee at The Hustle, world traveler and all around indie-hacker. In today’s episode you’ll hear: Shaan and Sam introduce Steph (0:40), Steph introduces a fresh idea around remote/WF

Featured Speakers

Sam Parr & Shaan Puri HostSteph Smith Guest

Topics Discussed

Episode Summary

Executive Summary: The episode is a brainstorm-heavy conversation with Steph Smith about emerging startup ideas and market opportunities. The main throughline is that remote work, celebrity web presence, compliance, and Reddit/research tooling all create niches for small, distribution-savvy businesses. The hosts repeatedly emphasize simple, one-person or tiny-team companies that solve specific gaps better than broad software platforms.

Main Topics: Remote work perks as a business opportunity (Priority: 5/5): Steph argues that remote work creates a new category of employee benefits beyond Zoom-like collaboration tools: productivity perks, values-based perks, and outsourced life admin. Examples include stipends for Upwork, cleaning services, internet/utilities, and mental-health or fitness benefits. Small, high-leverage solo businesses (Priority: 5/5): The discussion highlights one- to three-person companies that generate substantial revenue through niche utility and strong distribution, citing examples like Key Values, Nomad List/Remote by Peter Levels, and media/creator businesses. Celebrity web presence and fan infrastructure (Priority: 4/5): Steph proposes a business around building better websites for celebrities, especially those with broken or nonexistent sites. Sean reframes it as an SEO and fan-data play: rank for celebrity names, capture emails, and monetize via ads or text-based commerce. Compliance-as-a-service (Priority: 5/5): The conversation explores HIPAA and related regulatory compliance as a product opportunity. The idea is to package legal and technical requirements into simple services that help companies sell into regulated industries and keep up with changing legislation. Reddit and trend discovery tooling (Priority: 4/5): Steph showcases a subreddit-mapping tool that reveals adjacent communities and interests, useful for trend research, ad targeting, and audience analysis. The hosts discuss using subscriber growth and engagement ratios to find actionable communities. Insider-trade alerts and market intelligence (Priority: 4/5): The group discusses a site tracking insider trades and suggests turning it into a configurable alert product. This could help investors spot signals around companies or sectors they follow, even though it is not direct financial advice. Gen Z, creative content, and gamified learning (Priority: 4/5): The episode closes with enthusiasm for Gen Z creators and products that make boring topics engaging. Examples include TikTok-style explainer videos, art-school parody games, and using young creators to produce corporate training content.

Key Arguments: Remote work has opened a new market for benefits that improve productivity or signal company values, and companies can use saved office overhead to fund them. Many indie hackers build useful products but fail at distribution; the real separator is whether people actually see and use the thing. Celebrity websites are an underdeveloped asset class: even huge public figures often have poor or broken sites, creating an SEO and audience-capture opportunity. Regulatory complexity creates recurring demand for compliance tools, especially when companies want to sell into healthcare or enterprise markets. Reddit’s structure and related-community graphs can surface niche audiences, making it useful for finding trend clusters and ad targets. The best solo businesses are often simple, highly focused, and revenue-efficient rather than flashy or VC-scale. Gen Z creators are especially good at turning dry subjects into compelling, shareable content, which can be applied to education and corporate training.

Data Points: Office lease savings: about $15,000/year plus ~$3,000 additional costs - Sean estimated the Hustle’s former San Francisco office costs, noting major savings after going remote. Total remote-office savings: close to a quarter of a million dollars - Sean estimated annual savings for a 30-person company by not paying office overhead. Remote benefit stipend example: $500/month - Referenced as a perk some companies give employees to spend on Upwork or similar help. Key Values revenue per company: a couple thousand dollars per year - Steph described Key Values as a one-person site earning recurring fees from companies. Peter Levels’ businesses: around half a million a year each - Steph cited Nomad List and Remote as solo-run businesses with meaningful revenue. Drudge Report page views: 733 million in the last 30 days - Sean used this as evidence that a tiny operation can generate enormous traffic and revenue. Estimated Drudge Report revenue: about $6 million/month - Sean estimated revenue using page views and CPM assumptions. Drudge Report hypothetical annual revenue: roughly $72 million/year - Derived from the monthly estimate and discussed as a conservative guess. Roger Federer net worth: $450 million - Steph used this to illustrate how even major celebrities may have weak official sites. David Copperfield net worth: $875 million - Steph cited his broken/no-SSL site as another example of poor celebrity web presence. OneTrust valuation: $1.3 billion - Discussed as a major compliance company example. OneTrust funding: $200 million - Sean referenced the company’s scale in compliance software. OneTrust growth: 48,000% three-year growth - Mentioned in relation to Inc. 5000 rankings. Gen Z Mafia code of conduct signers: 1,169 people - Sean described joining the Discord and signing the community code of conduct. Gen Z Mafia council: 16 people online - Sean noted the Discord’s organizational structure while browsing it. Art School views: 35,000 views - Sean checked the Vimeo sales video views for the art-learning game.

Pivotal Quotes: "to be great just consistently be good" — Steph Smith: She referenced the headline of one of her articles as an example of strong copywriting. "what are all the things that you hate doing in your job how can we make those disappear" — Steph Smith: Her core framing for remote-work employee perks and outsourced admin benefits. "people don't meditate they masturbate" — Sean: A provocative product/behavior insight used to argue that businesses should build for actual behavior, not aspirational behavior.

Implications: Listeners should see opportunity in narrow, practical niches where distribution and utility matter more than novelty. The conversation suggests that solo founders, compliance tools, niche media assets, and creator-led education products can be highly valuable if they solve real problems and capture attention.

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About My First Million

Sam Parr and Shaan Puri brainstorm new business ideas based on trends & opportunities they see in the market. Sometimes they bring on famous guests to brainstorm with them.

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