Contrarian Thinking · 4 months ago
Director of Strategy & Growth: SMB Boardroom
Austin, TX
Full-time
Onsite
Director/ExecutiveContrarian Thinking is an investment firm and media company on a mission to help individuals achieve financial freedom and support small business owners. As a Director of Strategy & Growth, you will blend strategic advisory skills with hands-on coaching to empower business owners to scale and systemize their operations.
Management Consulting
Responsibilities
Design and lead a growth-focused curriculum (e.g., weekly office hours, monthly strategy calls, scaling workshops)
Partner with leadership to evolve programming based on member results and feedback
Deliver actionable playbooks on hiring, systems, growth strategy, and leadership
Collaborate with your team to facilitate weekly, structured, and energizing group coaching calls
Provide real-time insights on scaling challenges in person and online
Orchestrate quarterly flagship events for business builders (three in-person, one virtual each year)
Drive community initiatives that highlight member wins, celebrate progress, and foster peer collaboration
Partner with marketing to craft program communications that boost enrollment, engagement, and referrals
Track key metrics (revenue growth, retention, NPS, operational efficiency) and propose initiatives to improve outcomes
Serve as a thought leader—publishing insights, case studies, and “lessons from the field” to elevate our brand
Qualification
Required
You've built businesses, worked with founders, operated in finance companies or been a consultant or advisor
You've bought, built, or sold businesses yourself—or you're operating one now
Proven track record coaching entrepreneurs to achieve stretch outcomes
Superior facilitation skills: you command the room, challenge conventional wisdom, and create a culture of accountability
Experience designing programs, workshops, or frameworks that drive measurable business growth
Analytical mindset: you measure impact, iterate based on data, and continually raise the bar
You believe in 'people over platforms'—fostering authentic connection in Slack, live calls, and in-person events
Skilled storyteller: you surface member stories to inspire, educate, and drive momentum
Smart, direct communication—whether on Zoom, Slack, or stage
Tech-savvy with tools like Notion, Zoom, and community platforms
Empathetic, curious, and relentlessly solution-focused
Proactive, reliable, and driven by purpose
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 401K via Guardian
Learn expert deal-making and how to buy businesses with 100% free access to all of our courses and our flagship Contrarian Community
Company
Contrarian Thinking
Most people don’t lack ideas — they lack an operating system to execute.
Founded in 2020
11-50 employees
Funding
Current Stage
Early StageLeadership Team
Codie A. Sanchez
Founder - Investor - Writer
Company data provided by crunchbase