Notion

Zoom

Notion

Notion uses freemium pricing. The free plan is generous — unlimited pages and blocks for individuals.

The Plus plan is $10/user/month for small teams. Business is $18/user/month.

Enterprise is custom-priced. The free tier is intentionally powerful enough that individuals and small teams can use it forever without paying.

The revenue comes when those individuals bring Notion to their companies and entire organizations adopt it.

Notion also has an AI add-on at $10/member/month that adds AI writing assistance, summarization, and Q&A across your workspace.

Zoom

Zoom uses a freemium model. Free accounts get unlimited one-on-one meetings and 40-minute group meetings.

Paid plans start at $13.33/month per user for Pro (meetings up to 30 hours), $18.33/month for Business, and custom pricing for Enterprise. Zoom also charges for add-ons — Zoom Phone (cloud phone system), Zoom Rooms (conference room hardware), and Zoom Contact Center.

The free tier is the hook. The 40-minute limit on group calls creates just enough friction to push power users to pay.

And once one person in a company pays, the whole team follows because nobody wants to be the one whose meetings keep getting cut off.

Notion

Ivan Zhao studied cognitive science at the University of British Columbia, obsessed with the idea that computers should be creative tools, not just consumption devices. He was inspired by pioneers like Alan Kay and Douglas Engelbart who envisioned computers as tools for thought.

In 2013, he started Notion with the idea of building a tool that combined documents, databases, and project management into one flexible workspace.

The first version of Notion launched in 2015 and basically nobody cared. The product was too abstract.

People didn't understand what it was or why they needed it. The company burned through its initial funding.

By 2015, Notion was nearly dead — Zhao had to lay off almost the entire team.

With the last of his money, Zhao kept just one engineer — Simon Last — and moved to Kyoto, Japan, where the cost of living was a fraction of San Francisco. For over a year, Zhao and Last rebuilt Notion from scratch in a tiny apartment.

They rewrote the entire product, making it simpler and more intuitive. The 2.0 version launched in March 2018.

This time, it clicked. Product Hunt loved it.

Twitter loved it. Within months, Notion was growing 50% month over month.

Zoom

Eric Yuan grew up in Tai'an, a mining city in Shandong province, China. In the mid-1990s he was in his twenties and inspired by the internet boom happening in America.

He applied for a US visa. He was rejected.

He applied again. Rejected again.

Eight times in total over about two years before he was finally approved in 1997. He moved to Silicon Valley with barely any English and joined WebEx as one of its first engineers.

Yuan spent 14 years at WebEx, eventually becoming VP of Engineering. Cisco acquired WebEx in 2007 for $3.2 billion.

Yuan watched Cisco slowly bloat the product with enterprise features while the core video quality deteriorated. He kept telling Cisco leadership they needed to rebuild the product from scratch.

They kept saying no.

In 2011, Yuan quit and took 40 WebEx engineers with him. He founded Zoom Video Communications with a simple thesis: video meetings should just work.

No downloads. No lag.

No "can you hear me?" No IT department required. He built the product that Cisco refused to build.

Notion

Notion grew almost entirely through organic love. The product was so flexible that users built incredible things with it and shared them on Twitter, YouTube, and Reddit.

Template creators built entire businesses around selling Notion templates. YouTubers made "my Notion setup" videos that got millions of views.

Notion didn't need a marketing team because its users were the marketing team.

The template ecosystem was a massive growth driver. Notion made it easy to duplicate and share templates.

Productivity influencers and creators built elaborate systems — life dashboards, second brains, CRM systems, content calendars — and shared them with their audiences. Every shared template was a free advertisement for Notion.

The community strategy was deliberate. Notion hired community managers early and empowered super-users to become Notion ambassadors.

There are Notion meetups in cities worldwide. Notion Campus Leaders run groups at universities.

The company understood that for a tool this flexible, community was the best way to teach people what's possible.

Zoom

Zoom grew on one thing: it worked. In a world where every video call started with five minutes of technical issues, Zoom calls just connected.

That reliability was the entire marketing strategy for the first five years.

The freemium model did the rest. Teachers, coaches, therapists, book clubs, and small teams all started on the free tier.

When they hit the 40-minute limit, enough of them converted to paid. And every free meeting was essentially a demo — everyone in the meeting saw how good Zoom was.

Yuan obsessed over simplicity. While competitors like WebEx and GoToMeeting required downloads, plugins, and IT involvement, Zoom worked in the browser with one click.

The learning curve was essentially zero. Your grandmother could figure it out.

That turned out to be extremely important when a pandemic suddenly required your grandmother to figure it out.

Then COVID happened. In March 2020, the world shut down.

Every meeting — work, school, family, doctor, church, happy hour — moved to video. Zoom was already the easiest option.

Daily participants exploded from 10 million to 300 million in four months. The stock went from $70 to $588.

Notion

The "too flexible" problem. Notion can do almost anything, which means new users often stare at a blank page and have no idea where to start.

The learning curve isn't steep, but it's wide. People give up before discovering the product's power.

Every Notion user remembers the moment it finally "clicked" — but many potential users never reach that moment.

Enterprise adoption has been slower than expected. Notion is beloved by startups and small teams, but large enterprises need things like advanced permissions, audit logs, compliance certifications, and admin controls.

Building enterprise features while keeping the product simple for individuals is a constant tension. Companies like Confluence (Atlassian) have decades-long enterprise relationships that are hard to displace.

Performance at scale has been a persistent complaint. Notion pages with hundreds of blocks or large databases can become sluggish.

The app has improved significantly but power users with massive workspaces still hit performance walls. For a tool that promises to replace multiple apps, it needs to be as fast as each individual app it replaces.

Zoom

The post-pandemic hangover has been severe. Zoom's stock peaked at $588 in October 2020 and crashed to under $70 by 2022 — an 88% drop.

The company went from the most exciting tech stock on the planet to a cautionary tale about pandemic valuations. Revenue growth slowed from 300%+ to single digits as people returned to offices and competitors caught up.

Security and "Zoombombing" were early crises. In early 2020, as millions of new users flooded in, trolls discovered they could join open Zoom meetings and share offensive content.

Schools, churches, and AA meetings were disrupted. It turned out Zoom's encryption wasn't truly end-to-end as advertised.

Yuan had to halt all feature development for 90 days and focus exclusively on security fixes. It was a near-death reputational crisis.

Competition from Microsoft Teams and Google Meet intensified. Both companies bundled video calling for free into products that hundreds of millions of people already used.

Microsoft Teams integrated directly into Office 365. Google Meet was built into Gmail.

Zoom had to compete against free products from two of the richest companies on Earth.

Notion

Notion is a workspace that combines notes, docs, wikis, project management, and databases into one tool. Pages can contain any mix of text, tables, kanban boards, calendars, galleries, and embedded content.

Notion Databases are the power feature — structured data that can be viewed as tables, boards, timelines, or calendars. Templates let users start with pre-built setups for everything from CRM to habit tracking.

Notion AI adds writing assistance, summarization, and the ability to ask questions about your workspace content. Notion Sites turns any Notion page into a published website.

Zoom

Zoom Meetings is the core — video calls that actually work. Zoom Webinars handles large-scale events with up to 50,000 attendees.

Zoom Phone is a full cloud-based phone system replacing traditional office phones. Zoom Rooms turns physical conference rooms into one-click video meeting spaces.

Zoom Contact Center competes with established call center software. Zoom Team Chat is their Slack/Teams competitor.

Zoom Whiteboard is a collaborative digital canvas. Zoom Revenue Accelerator uses AI to analyze sales calls.

And Zoom AI Companion summarizes meetings and drafts messages.

Notion

Index Ventures, Sequoia Capital, Coatue Management, Dragoneer Investment Group

Zoom

Sequoia Capital, Emergence Capital, Horizons Ventures (Li Ka-shing), Qualcomm Ventures