Head of Product

Contrarian ThinkingAustin, TX
Onsite

About The Position

Building tools that power modern business. Not content. Not theory. Actual systems people use to make money, save time, and scale. Contrarian Thinking is building the operating system for modern operators. We sit on top of millions of people who want to buy businesses, grow them, and generate cash flow. Most don’t fail from lack of information -- they fail from lack of execution. We fix that. We build: Tools that turn ideas into action Systems that replace guesswork with data Products that collapse time from “thinking” → “doing” This is not a media company. It’s a technology company with distribution.

Requirements

  • Built and shipped multiple products (not just managed them)
  • Technical enough to work directly with engineers
  • Default to action over decks
  • Care about business outcomes, not feature lists
  • Worked in fast-paced, founder-led environments
  • Technical enough to know what's hard, what's not, and when an engineer is sandbagging
  • Understand unit economics well enough to write the business case yourself
  • Managed agencies, briefed offshore teams, and know the difference between a vendor who needs direction and one who needs to be replaced
  • Have an eye for design
  • Applicants must reside within a 1-hour drive of Austin or be willing to relocate

Nice To Haves

  • Experience with AI products or LLM integrations
  • Experience building data pipelines or internal tooling
  • Creator economy, media, or education products

Responsibilities

  • Own product strategy across web, AI, and internal tools
  • Ship MVPs quickly (days/weeks, not quarters)
  • Translate members data + audience data into product decisions
  • Partner with growth to monetize (funnels, upsells, LTV)
  • Build and manage a small, high-output developer & design team
  • Define metrics that actually matter (usage, revenue, retention)

Benefits

  • Health Coverage: Comprehensive medical, dental, and vision plans to support you and your family
  • 401(k) with Company Match: Competitive match to help you build long-term financial security
  • Flexible Time Off: Take the time you need to perform at a high level—no unnecessary constraint
  • Ownership & Upside: Compensation is structured to reward impact, with meaningful performance-based upside tied to the success of the products and business
  • Build Your Own Lane: Opportunity to take on increasing responsibility, lead initiatives, and shape the direction of the company as it grows
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