Founder Operations Deal Flow Manager

About the RoleWe are seeking a highly organized, proactive Founder Operations & Deal Flow Manager to work directly with the founder of Effortless Hire and the Side Hustle live event brand.This role sits at the center of the founder’s work, ensuring that opportunities, relationships, and key projects move forward every week.
You will help manage deal flow, organize communication and follow-ups, coordinate projects, and help implement systems that improve operational efficiency.

You will also help leverage internal resources such as Effortless Hire’s recruiting team and existing VA talent pool to bring in specialists when projects require additional execution support.
This role starts part-time (~20 hours per week) with potential to expand.
Core ResponsibilitiesDeal Flow & Relationship ManagementA major focus of this role is ensuring that business opportunities and relationships are organized and consistently followed up on.
Responsibilities include:• Maintain the founder’s opportunity and relationship pipeline inside GoHighLevel CRM• Track conversations with potential clients, referral partners, sponsors, and collaborators• Monitor email threads and identify conversations requiring follow-up• Draft follow-up emails for the founder to review and send• Schedule meetings and manage outreach follow-ups• Send recap emails after calls when appropriate• Maintain organized relationship notes inside the CRM
Examples of opportunities you will help manage:• potential Effortless Hire clients• referral partner relationships• sponsorship opportunities for the Side Hustle show• partnerships and collaborationsYour goal is to ensure no meaningful opportunity falls through the cracks.
Founder Operations & Executive SupportYou will help reduce the founder’s operational load by organizing communication and maintaining clear priorities.Responsibilities include:• Organize and maintain the founder’s inbox• Draft email responses and follow-ups• Track commitments made in meetings• Maintain a simple task and project tracker for the founder• Coordinate calendar scheduling• Organize documents and resources• Identify tasks that should be delegated to team members or contractorsThis role helps ensure the founder can focus on strategy, sales, and partnerships.
Project Coordination & Specialist ManagementThe founder runs multiple initiatives across Effortless Hire and Side Hustle. Your role is to ensure those projects maintain forward momentum.Responsibilities include:• Track key projects and initiatives• Break projects into clear next steps• Coordinate execution with internal VAs or specialists• Monitor progress and ensure deadlines are met• Identify when additional talent is needed for execution
When additional support is needed, you will:• work with the Effortless Hire recruiting team• identify suitable candidates from the existing VA talent pool• coordinate interviews or trial projects• project manage the selected specialist
Example projects you may coordinate:• CRM organization and data cleanup• newsletter and email list setup• LinkedIn content repurposing from past calls• sponsorship outreach campaigns• internal training documentation
Knowledge Capture & Content RepurposingThe founder records many calls using Fathom. These conversations contain valuable insights and content.Responsibilities include:• Review Fathom call recordings and transcripts• Extract key insights and action items• Turn useful moments into draft LinkedIn posts or newsletter ideas• Organize knowledge into internal documentation or checklists
Basic Marketing & Asset SupportWhile you will not be responsible for full marketing execution, you may assist with simple assets when needed.
Responsibilities include:• Light edits or asset preparation using Canva• organizing marketing assets or presentation materials• coordinating with designers or editors when needed
Tools You Will Work With• GoHighLevel (CRM)• Gmail• Google Docs / Sheets• ClickUp or other task management tools• Slack• Fathom (call recordings)• Canva (light asset work)• AI tools such as ChatGPT or ClaudeComfort with AI-assisted workflows is strongly preferred.
Ideal CandidateWe are looking for someone who is:• extremely organized and detail-oriented• proactive and comfortable taking initiative• strong in written communication and email drafting• comfortable managing multiple ongoing projects• able to coordinate specialists and track progress• professional and trustworthy with sensitive communications• curious and comfortable learning new tools
Success in this role means:• Opportunities are consistently tracked and followed up on• The founder’s inbox and communications are organized• Projects move forward without constant founder oversight• Meeting conversations turn into clear next steps• Specialists and VAs are coordinated effectively when execution is required