- Location
- Remote · Oak Brook, Illinois, United States
- Workplace
- Remote
- Department
- Advisory
- Source
- Greenhouse
Description
Former Business Owner? Help Entrepreneurs Scale What You Once Built.
Remote | W2 Role
You’ve built and scaled a business. You know what it’s like to hire a team, manage cash flow, and stay up late solving problems no one else can see.
Now imagine channeling that experience to help other business owners do the same - without the 80-hour weeks.
Cultivate Advisors is growing our national team of entrepreneurial coaches. We’re hiring experienced business owners to advise founders of $500K–$10M companies on how to scale sustainably and profitably.
Who We Are:
Cultivate is built by owners, for owners. We’ve been on the Inc. 5000 list of America’s Fastest-Growing Companies for seven years and previously named one of Inc.’s Best Places to Work. We’re looking for people to join the team who are as excited as we are to partner with committed entrepreneurs in propelling their businesses beyond expectations.
Your Impact:
Our clients grow an average of 43% in revenue and 65% in profit within a year of working with us. As a Cultivate Advisor, you’ll:
- Partner 1:1 with business owners to create and execute long-term strategic growth plans.
- Apply your firsthand experience leading teams, managing operations, and scaling a company.
- Build a book of 15-20 clients, each relationship built on trust, accountability, and measurable results.
Who Thrives Here?
This is ideal for someone who:
- Has been the key operator or owner of a business between $2M–$10M in annual revenue.
- Has built and led a leadership team.
- Loves solving problems, coaching others, and seeing tangible results.
- Wants flexibility, variety, and purpose - not another corporate role.
- Thrives on being a part of a collaborative team of like minded individuals striving towards the same Mission and Vision.
- Easily operates in a remote environment and is excited to be a part of a tech-forward company.
Compensation & Benefits:
- Typical Year 1: $70K–$100K
- Typical Year 2: $140K–$200K
- Typical Year 3: $160K+
- Full-time employees receive salary guarantees post-certification and full benefits:
- Unlimited PTO | 401(k) Match | Health, Vision, Dental
Next Steps:
Our next Advisor Training class is scheduled for September 2026 and we interview on an ongoing basis. Apply now to bring your business ownership experience to a team of peers who share your drive, curiosity, and heart for entrepreneurs.
