We’re seeking an Enrollment Specialist (Independent Contractor) to connect with prospective students who are interested in joining The 8th & Poppy Program through high-touch, connection-driven Zoom conversations. These conversations are approximately 60-minutes and include getting to know the prospective student, sharing details about the program and its value, addressing any questions / concerns / hesitations, and supporting aligned students with enrolling and completing the payment process.

This is a commission-only role with earning potential between $10,000–$20,000/month, depending on your enrollment success. Earnings will increase over time as we raise the program price.

While this role is commonly referred to as “high-ticket sales” in the online space, we approach enrollment very differently at 8th & Poppy. Our conversations are grounded, honest, and relationship-centered. Rather than using pressure-based tactics, our Enrollment Specialists focus on celebrating a woman’s vision, asking meaningful questions, and clearly communicating the value of our programs so aligned women can confidently choose their next level of transformation.

Responsibilities include (but are not limited to):

• Enrollment & Sales Conversations

  • Conduct 1:1 enrollment conversations with prospective students via Zoom.

  • Review relevant lead information ahead of each call to prepare for aligned, supportive conversations.

  • Present 8th & Poppy’s program offerings clearly and confidently while answering questions and guiding prospective students through next steps.

  • Support prospective students in understanding program options, pricing, and enrollment pathways.

  • Facilitate enrollment by assisting with payment completion through approved company systems.

• Communication & Collaboration 

  • Coordinate with Leadership and fellow contractors / employees to support a smooth enrollment experience.

  • Participate in scheduled Zoom calls related to enrollment conversations, team alignment, and ongoing development.

  • Maintain clear, professional communication to ensure a positive experience for every prospective student.

• Documentation & Reporting 

  • Complete post-call enrollment records, including outcomes and notes, using designated tracking tools.

  • Maintain accurate documentation to support enrollment reporting, program administration, and payment processing.

• Systems & Scheduling 

  • Use designated scheduling, communication, and payment platforms to manage availability and enrollment activity.

  • Coordinate your availability for enrollment calls within the company’s scheduling systems.

• Service Standards

  • Represent 8th & Poppy’s programs with integrity, professionalism, and alignment with our values.

  • Contribute to a positive student experience by maintaining a supportive, informative, and ethical sales approach.

  • Review calls on your own and with Sales Manager to maintain and improve enrollment rates.

8th & Poppy’s operating hours are Sunday through Thursday, 8 AM to 8 PM PST.

Availability Expectations

• Enrollment Specialists must accommodate 25 sales calls per week (5 sales calls per business operating day), as well as respond to all Slack messages within a maximum of 24-business operating hours. Each call slot is 1.5 hours.

  • NOTE: During the Trial Period, Enrollment Specialists must be available for 4 hours per day, in a minimum of 1.5 hour increments.

• All calls are scheduled in advance and coordinated using shared tools.

• Calls may not be cancelled or rescheduled except in emergency situations.

Compensation

• Commission: Earn 7% commission on cash collected for all successfully closed enrollment calls.

• Bonuses & Growth: Opportunities for bonuses and increased commission rates as you grow and excel in the role.

• Commission is calculated monthly and paid via direct deposit.

Benefits
This is a 1099 independent contractor role and does not include benefits.

• Qualified Leads: All leads are highly qualified through our Instagram DMs and application process. No cold calling!

• Earning Potential: Competitive commission, bonus opportunities, and room to grow.

• Orientation & Support: Robust orientation and development to help you succeed.

• Fully Remote: Work from the comfort of your home with the autonomy to create a schedule that aligns with availability requirements.

• Stability: A proven company with annual revenue grossing $1M-$3M and quickly growing.

• Meaningful Impact: You’ll sell a program that genuinely changes lives.

• Incredible Team: Work alongside a driven, supportive team of women who truly care.

We’re looking for an Enrollment Specialist who leads with warmth, charisma, and heart.

You might be the perfect fit if you:

• Are warm, grounded, and friendly—someone who can carry a conversation with a stranger while remaining professional and supportive.

• Have strong emotional intelligence and are skilled at listening, reflecting, and making others feel seen and supported.

• Know how to hold gentle, safe, and nurturing space for others, especially women sharing vulnerable parts of their story, and genuinely love helping them work through resistance and take the next step in their journey.

• Are confident guiding prospective students through moments of fear or self-doubt around investing in themselves with compassion, encouragement, and grounded confidence.

• Bring professional and confident energy to calls.

• Are highly self-motivated and energized by the opportunity to grow your income through a commission-based role.

• Thrive in a remote environment and love connecting 1:1 over Zoom.

• Are highly reliable and organized and can consistently show up for sales calls without reminders; calls are never rescheduled outside of true medical emergencies, so reliability is essential.

• Are pursuing this as your primary focus, not a stepping stone to start your own business, get mentorship, and/or do your own thing.

30-call Trial Period
This role begins with an initial trial period which requires 4 hours of availability per business operating day in a minimum of 1.5 hour increments. During your first 30 completed enrollment calls, we look for a minimum close rate of 40% as part of our shared success benchmarks.

During this time, we encourage you to continue your current job to explore the role without pressure. If it becomes clear during the first 30 calls that the role isn’t aligned, we may choose to end the trial early.

Once the trial is successfully completed, Enrollment Specialists are expected to meet availability standards.

Long-term Success
Success is evaluated based on overall outcomes, trends, and student experience feedback. Our key success metric for this role is a minimum 40% enrollment rate. Enrollment outcomes are documented using a shared tracking tool to support transparency around performance metrics.

Step 1
Carefully complete this Tech Skills Assessment and have a viewable link ready to submit on the application form in Step 3.

Step 2
Record a short  (~5 minutes or less) video on a laptop/desktop (not mobile device) in the space that you would take 8th & Poppy Enrollment Calls from and answer the following questions:

1. Why are you excited about this role at 8th & Poppy?

2. Tell us about a time you helped someone make a decision that changed their life.

3. What brings you joy?

Please have a viewable link ready to submit on the application form in Step 3. As a note, we recommend filming this unscripted to highlight your personality.

Step 3
Submit this application, including the viewable links for both your Tech Skills Assessment and video.