Head of Content

Position Overview

Codie Sanchez and our fast-growing Contrarian Thinking team are looking for a bold, creative, and visionary Head of Content to take our brand from influential to iconic. We're building the most trusted and followed brand in business and investing, and we’re looking for the right leader to elevate our content.

You’ll work directly with Codie as her primary/day to day point of contact across all content and brand initiatives. This is not a “manage the playbook” role, this is a write the playbook role.

You’ll be in charge of scaling our media empire:

• Growing us from 10M followers to hundreds of millions
• Leading an in-house team of creatives, copywriters, editors, producers, and platform managers across YouTube, podcasts, newsletters, and more
• Helping us expand our reach through new talent, partnerships, and media channels

We’re looking for someone who’s led from the front in a high-growth media or creator-driven business and knows how to manage a team that ships with quality and speed.

This person is an operator and a builder. A storyteller and a strategist. A doer and a delegator. You’ll create processes that free Codie from day-to-day communication and give her a high-level, streamlined view of everything that matters, while you make the trains run on time and keep the team thriving.

This position sits on the executive leadership team and will have ownership of our content engine, growth roadmap, and media strategy.

Necessary Skills and Qualifications

You’ve done this before, or damn close:

• Proven track record managing or scaling a fast-growing content/media brand with 3M+ followers across platforms
• Prior leadership as a Head of Content or a senior creative leader at a high-growth media company, creator-led brand, or digital-first publisher
• 5+ years’ experience leading high-output creative teams across video, social, and multimedia production
• Deep expertise in YouTube long form and short form/vertical video, newsletters, podcasting — and an understanding of virality and monetization
• Ability to create and lead efficient content systems and team workflows across project management platforms like Notion, Asana, etc.
• Experienced in building editorial processes and optimizing them for reach, conversion, and brand growth.
• A working knowledge of AI with a POV on how AI tools can improve efficiency and content quality
• Strategic thinker who understands SEO, affiliate advertising, and how to build a content engine that compounds value over time
• Knows how to hire and develop high-performing talent—whether that’s faceless YouTube hosts or business-savvy storytellers
• Comfortable working at speed with a lean team, while still delivering excellence
• Bonus points for experience in franchise extensions - international content, merchandise and media partnerships (TV, books, anchor gigs, etc.)
• Clear, fast, no-fluff communicator who thrives in a dynamic, high-trust remote environment
• A Contrarian at heart. Not sure what that is? Keep reading.

What is Contrarian Thinking and what do we do?

We aim to make Main Street > Wall Street.

Who are we: We are an investment firm and media company led by veterans of Wall Street, Private Equity, and operators of Main Street businesses. We help owners BUY, SCALE, and SELL businesses.

Our Ecosystem:

• Capital & Investment Company - We invest millions annually in businesses, and support our portfolio businesses in scaling to create enduring, profitable businesses they love to run, but also change the world.
• Events & Community - We help business buyers and builders with live workshops, weekly calls, and annual events around the country. We have two types of communities:
  1. For Buyers - a vetted community of buyers who utilize our campus, curriculum, and advisors to buy or invest in businesses, and
  2. For Builders - a community and events where we help builders use our proven scaling systems, advisors, and curriculum to grow profitable, enduring businesses.
• Media & Content - We aim to be the biggest and most trusted business media company in the world - through podcasts, YouTube, books, and online education. We aim to make business and finance content better than any University degree.

Come build with us.

The Contrarian Creed

These are the words we stand by, live by and define what it means to be a Contrarian.

1. People who say it cannot be done should not interrupt those who are doing it.
2. Be a great f*cking human. Do what’s right even when it hurts.
3. How you do anything, is how you do everything.
4. We do the dirty work.
5. Your word is your contract.
6. We are Archimedes, find your lever.
7. Winners want pressure.
8. We want your weird. Better weird than boring.
9. Your job isn’t done until THE job is done. We work the problem.
10. Assumptions are for assholes. Find the truth.
11. Less words, more meaning.
12. Even our notes are worth stealing. Make every creation a mini-masterpiece.
13. Show me your results, not your intentions.

You ready to become an official Contrarian? Awesome, here are the details:

Location

Austin, TX - Full time in office.

Type of Employment

Full-Time

Crew Benefits

• 100% Company-paid health, dental, and vision for all full-time Crew Members with an option to add any dependents.
• Unlimited PTO Policy (with approval from your Direct Support) + 8 paid US holidays
• On-time direct deposit pay 2x/month
• Option to enroll in a 401(k) plan via Vestwell
• Learn expert deal-making and how to buy businesses with 100% free access to all of our courses and our flagship Contrarian Community