Remote Secret Shopper Jobs in Chicago, IL (NOW HIRING)

Looking for a remote opportunity that offers more flexibility, autonomy, and purpose?

This independent, remote role is ideal for professionals exploring a transition beyond traditional corporate work-while leveraging communication, relationship-building, and consultative skills.

About the Role

As a Consultative Sales Associate, you'll engage in structured discovery conversations with individuals who have expressed interest in personal growth and career development programs.

Your role is to:

• Ask thoughtful questions
• Help people gain clarity around their goals
• Determine whether our programs align with their next steps

This is a remote, independent, performance-based opportunity, not salaried or hourly role.

Who This Is For

This role is well suited for professionals with backgrounds in:

• Sales, admissions, or enrollment
• HR, coaching, advising, or client services
• Customer success or relationship management

Especially those seeking greater flexibility, meaningful, people-focused work and a non-traditional career path with growth potential.

What You'll Do

• Conduct structured discovery calls via Zoom or phone
• Explore goals, challenges, and readiness for change
• Clearly explain program structure and expectations
• Track conversations and follow-ups using CRM tools
• Manage your own schedule and workflow independently

What We Provide

• Remote flexibility
• Training, systems, and mentorship
• A supportive, values-driven work culture
• Proven frameworks, no cold calling

Requirements

• Strong communication and listening skills
• Ability to work within North American time zones
• Eligibility to operate as an independent contractor in the U.S. and Canada

Apply today to start your journey in alignment with your professional and personal pursuit.