Contrarian Thinking · 1 month ago
Director of Strategy & Growth: SMB Boardroom
Austin, TX
Full-time
Onsite
Director/ExecutiveContrarian Thinking is on a mission to help 1 million people become financially free and create thriving small business owners. As a Director of Strategy & Growth, you'll blend strategic advisory skills with hands-on coaching to empower business owners to grow and scale sustainably while driving community initiatives and program innovations.
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
Must be based in Austin or willing to relocate immediately
Blend strategic advisory skills with hands-on coaching to help business owners grow, systemize, and scale
Experience in building businesses, working with founders, operating in finance companies, or being a consultant or advisor
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
Experience in buying, building, or selling businesses or currently operating one
Proven track record coaching entrepreneurs to achieve stretch outcomes
Superior facilitation skills: 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: measure impact, iterate based on data, and continually raise the bar
Believe in 'people over platforms'—fostering authentic connection in Slack, live calls, and in-person events
Skilled storyteller: surface member stories to inspire, educate, and drive momentum
Live by the Contrarian Creed
Preferred
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 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
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