Assistant for Contrarian Thinking

Contrarian ThinkingAustin, TX
4d$75,000 - $95,000Onsite

About The Position

This is not a traditional Executive Assistant role. And it’s not a junior ops job either. You are the in-person execution arm for the Partner of Contrarian Thinking Capital. Your job is to make sure personal and professional travel, scheduling, and day-to-day operations run clean so the Partner stays focused on investing, relationships, and decision-making. You will work in tandem with the CEO of Contrarian Thinking’s assistant team , so you will be consistently communicating with them to ensure smooth coordination across two demanding schedules. If you’re obsessive about logistics, calm under pressure, and always thinking three steps ahead, this role fits. Contrarian Thinking Capital is the investment arm of Contrarian Thinking. We invest in and operate businesses and technology that power SMB growth. This role sits inside CT Capital , not the broader media org, but requires constant coordination across both. This role is: In-person and hands-on, Travel-first and logistics-heavy, High-trust and high-judgment, Fast-moving, sometimes chaotic, and requires emotional steadiness in the face of direct feedback and rapid pivots This role is not: A passive admin job, Remote or hybrid, A rigid 9–5, Pure calendar babysitting This role is a front-row seat to how high-performing operators run businesses. If your goal is to level up quickly, sharpen judgment, and become someone who can handle almost any role , this is a strong foundation.

Requirements

  • 3-5+ years supporting a senior executive, principal, or partner
  • Deep experience managing complex travel
  • Based in Austin, TX and available in person
  • Exceptionally organized with strong follow-through
  • Clear, concise communicator
  • Fluent in Notion, Slack, Zoom, and modern tools
  • High discretion with sensitive information

Nice To Haves

  • Interest in investing or operations is a plus

Responsibilities

  • Full ownership of all travel for the CT Capital Partner and the CEO of Contrarian Thinking
  • Flights, hotels, ground transportation, itineraries, contingencies
  • Domestic and international, often multi-city, often changing fast
  • Real-time problem solving during delays, cancellations, reroutes
  • Vendor relationships with airlines, hotels, and car services
  • Travel expense tracking and reconciliation
  • Manage the Partner’s calendar with judgment and authority
  • Coordinate investor meetings, partner meetings, internal sessions, and events
  • Handle reschedules and last-minute pivots without drama
  • Prepare meeting briefs, agendas, and logistics
  • Track follow-ups and ensure nothing drops
  • Support day-to-day operational coordination for the CT Capital team
  • Assist with meeting notes, action items, and follow-through
  • Keep priorities, timelines, and internal updates organized
  • Maintain documentation and systems in Notion
  • Step into light ops projects as trust grows
  • Work closely with the CEO’s assistant team to stay aligned on priorities
  • Ensure seamless support across both principals without duplication or gaps
  • Communicate clearly and proactively when priorities shift

Benefits

  • 100% company-paid health, dental, and vision
  • Unlimited PTO + 8 paid US holidays
  • 401k via Vestwell
  • Free access to all Contrarian Thinking courses and flagship community
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