Founding Sales Manager; Player-Coach

You will lead sales execution while developing the people, processes, and performance standards needed to support sustainable revenue growth.

• Own the full sales cycle, including discovery calls, product demonstrations, negotiations, and deal closing, while identifying conversion bottlenecks and documenting successful sales practices.
• Recruit, onboard, train, and manage Sales Closers and outbound Sales Development Representatives (SDRs).
• Establish clear sales targets, coach representatives through live calls, monitor performance, and implement improvement strategies.
• Develop and refine sales messaging, follow-up sequences, pipeline management practices, conversion strategies, and forecasting processes across both brands.
• Take ownership of team revenue targets, convert initial projects into recurring monthly retainers, and identify opportunities for upselling and account expansion.
• Collaborate with Marketing, Account Management, Go-to-Market (GTM) Engineering, and the CEO to improve lead quality, sales execution, and overall revenue performance.
• Leverage Salesforce and existing automated GTM workflows to improve sales efficiency, pipeline visibility, and team productivity.
• Monitor key performance indicators, including meeting show rates, close rates, sales cycle length, and revenue per representative.
• Provide regular sales performance updates, forecasts, and actionable recommendations to leadership.
• Build scalable sales playbooks, processes, and performance standards that support long-term organizational growth.

The ideal candidate is a commercially driven sales leader who combines a strong personal record of closing deals with the ability to build, coach, and scale a high-performing sales team.

• At least 7 years of B2B sales experience, including 3 or more years in sales leadership.
• Demonstrated success exceeding sales quotas and personally closing deals.
• Proven experience recruiting, training, coaching, and managing sales representatives.
• Strong expertise in outbound prospecting, consultative selling, negotiation, pipeline development, and full-cycle sales management.
• Experience using Salesforce or comparable CRM platforms, along with sales performance metrics and forecasting tools.
• Ability to develop scalable sales processes, playbooks, and performance management frameworks.
• Strong analytical skills, commercial awareness, and the ability to translate sales data into actionable business decisions.
• A proactive, hands‑on approach with a strong sense of ownership and accountability for revenue outcomes.
• Excellent communication, leadership, coaching, and relationship-building skills.
• Experience in agency, professional services, or technology sales is an advantage.
• Based in Florida is strongly preferred, although candidates elsewhere in the U.S. Eastern Time Zone will be considered.
• Ability to work remotely on a full‑time basis while maintaining alignment with U.S. business hours.

• Competitive compensation:
  Base salary plus a performance-based bonus tied to team revenue.
• Established lead generation:
  Access to a steady flow of inbound leads to support sales opportunities.
• Sales technology infrastructure:
  Work with an existing CRM system and automated go-to-market workflows.
• Direct leadership collaboration:
  Work closely with the CEO and GTM Engineering team to influence business strategy and revenue performance.
• Ownership and autonomy:
  Build, shape, and scale the sales organization from the ground up.
• Remote flexibility:
  Full-time remote work for candidates based in Florida or other eligible locations within the U.S. Eastern Time Zone.