
Group Facilitator
DC BLACK is looking for facilitators for their masterminds starting September 2025. Our ideal candidates are previous business owners and want to be around other engaged entrepreneurs. The role will take 5-10 hours per week, and the payment is up to $1600 per month (depending on the number of calls taken).
About “The Dynamite Circle” and “DC BLACK”
We are Dynamite Circle, one of the leading communities for online entrepreneurs. The “DC” was established over 10 years ago as a place for like-minded, internet-based founders to discuss business challenges and opportunities.
The community and businesses within have grown, leading to “DC BLACK,” a subcommunity for founders with seven and eight-figure businesses. Members of DC BLACK are 100% a part of the DC. However, they are able to attend DC BLACK specific events and participate in facilitated masterminds (this is where we’re hiring a facilitator).
The Role of the Facilitator
As a facilitator, you will moderate 2-4 mastermind groups. The calls take place once a month, and each one lasts 2-2.5 hours. There are six members on each call.
Our facilitators are key to the community and the effectiveness of these calls. As a facilitator, you are the common link between members. You also represent the community as the leader of these calls.
Through this process, members gain a deeper understanding of each other’s businesses. This often leads to connections, insights, dealflow, etc. that can aid in a member's growth.
This is an opportunity to help many of our fastest-growing founders and their companies directly. You’ll get a front-row seat to their success and will play a key role in moderating their conversations.
You’ll be managing tools such as a Miro Board, Google Meet, and WhatsApp to manage the groups, run the meeting, and help members move forward.
The best facilitators are those who excel at listening and serve as stewards of conversations. They are discreet with sensitive information and treat others with a high level of respect.
Our facilitators have a history of working with teams, and some of them have exited companies. They understand how to lead, feel comfortable asking questions, and aren't afraid to interrupt and guide strong personalities when appropriate.
Who We Are Looking For
Our ideal candidate has business ownership experience, extra time, and wants to be around other smart founders who are engaged in business problems.
They should understand the community and know how to relate with high-level, bootstrapped founders.
Previous facilitation experience is NOT required, but through your previous business and founder experience, you should be able to:
Lead a group, read the room, contribute to the conversation, and keep it moving in a positive direction.
Highly organized and have experience running meetings with agendas, note-taking, and moving the conversation forward.
This role is for someone with an established path. This is not for someone pivoting or looking for a new career path.
We’re NOT looking for coaches, gurus, or experts. We’re looking for practitioners who can empower our members and help them achieve their goals.
All new facilitators receive the full support of our team to be successful in their role.
The Work Involved
You are responsible for ensuring your group meets every month. This is with email reminders and WhatsApp check-ins. In addition to successfully running the mastermind call, you must keep the group connected between calls.
You’ll lead 2-4 mastermind groups and keep them motivated between calls, which will require approximately 10 hours of your time each month.
Leading up to the Mastermind Calls: Ensuring the group is prepared by completing the Miro board
During the Mastermind Calls: Lead the call, follow the agenda, involve every participant
Between Calls: Involvement in the WhatsApp group, engaging the the members, keeping the conversation moving forward
Availability/Working Hours
The work is flexible except when the calls are happening. You must be available for each call and arrive early to greet everyone joining the call.
Between calls, you’ll be preparing for the next calls and checking in with the members. This is more flexible.
You should be available evenings in a North American timezone.
The Format of the Mastermind Call
The monthly call starts with updates from all the members. We use whiteboard software to track these updates each month. They take turns sharing their highs and lows since the last meeting that are relevant to previous hot seats or current events.
Following the updates, we begin the hot seat format. During this portion of the call, two members get the opportunity for 45 minutes to discuss and receive feedback on a specific topic they’d like to discuss. These topics can range from particular business opportunities or liabilities to more personal struggles i.e., partnerships.
During the hot seat discussion, it’s the moderator's job to keep the conversation going in a direction that’s helpful to the presenter. This can mean asking the presenter to clarify key aspects of their issue, probing members to chime in, connecting a trail of conversation breadcrumbs for the group to consider, and sometimes sharing relevant stories from your experiences.
Near the end of the hot seat, the moderator will ask the presenter to summarize what they heard during the call and to share potential next steps. The hot seat member should leave this call with a feeling like they solved an important problem with the help of the group.
Preparing for the Mastermind Call
Successfully solving problems in this format starts with the members writing out their issues and roadblocks before the call. Members are encouraged to fill out a hot seat form, which helps them to pose the topic so that it can be easily digested by their fellow members. By the time they get to the call, they should be fully prepared to discuss a fleshed-out concept or idea.
After the Mastermind Call
Members communicate between calls on our private forum, email, and WhatsApp. As a facilitator, it’s your responsibility to make connections and introductions as they come up. This often means sending follow-up emails to members or relevant links that were discussed on calls. You should also be able to communicate with members about important dates and events in the community.
The Commitment
The facilitator will lead 4 groups per month with the option to take on more if you’d like. This amounts to 10 hours of calls per month. Consider 1-2 more hours per month of emails and basic admin for your group.
We will also request one call per quarter, where we will invite all of our facilitators to join and share their experiences with their groups in an effort to improve the calls for our members. We’d expect a minimum of 6 months; however, the term can be extended indefinitely. Calls cannot be missed or rescheduled; you are expected to attend all calls and be prompt.
Thank you for taking the time to review the role, and we’re looking forward to seeing your application!
The Dynamite Circle Team
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