Head of Sales

ABOUT FEEL-GOOD MSP

Feel-Good MSP’s mission is to ennoble the sales profession with empathy and vulnerability.

That’s why our company is one of the leading voices for sales and growth in the Managed Services industry. Our rapidly growing, bootstrapped company has helped our members generate tens of millions of dollars in revenue using our unique, empathy-driven sales process.

We're a fully remote team of proactive, high accountability professionals who want to make a lasting impact with their work.

JOB SUMMARY

We’re looking for a Head of Sales who can own the sales process from lead generation through close while helping shape and improve the overall sales strategy for the company.

This role is ideal for someone who loves building relationships, thrives in conversations, and can balance strategy with execution. You will own revenue growth and work with leadership to improve sales processes and create an exceptional experience for prospective clients.

This is a hands-on role for someone who can both think like a sales leader and perform like a top closer.

The Head of Sales will report directly to the Founder and will collaborate with him to create the next generation of GTM for this company. With the full support of a marketing department and a sales-first founder, this person is positioned to be the highest earner in the company in their first year.

RESPONSIBILITIES

Full Cycle Sales

• Manage the entire sales process from prospecting to close
• Conduct discovery calls and identify client needs
• Deliver thoughtful, consultative sales conversations
• Create and present proposals
• Follow up consistently and maintain active pipelines
• Close new business opportunities aligned with company goals

Pipeline and Lead Generation

• Source and develop new leads through outbound outreach, referrals, partnerships, and networking
• Build and maintain a healthy sales pipeline
• Track outreach and sales activity within CRM systems
• Identify opportunities to improve lead flow and conversion

Sales Strategy and Leadership

• Collaborate with leadership on revenue goals and sales initiatives
• Help develop scalable sales systems and processes
• Provide insight into market trends, customer feedback, and positioning
• Support sales reporting and forecasting
• Contribute to messaging, offers, and overall sales strategy

Client Experience

• Create a high-touch, positive experience for prospects
• Build trust-based relationships with potential clients
• Ensure smooth handoff and onboarding after close
• Represent the Feel-Good MSP brand with professionalism and warmth

QUALIFICATIONS

• 3+ years of experience in sales, business development, or account management
• Experience owning a full sales cycle from prospecting to close
• Strong communication and relationship-building skills
• Comfortable leading sales calls and handling objections
• Highly organized and self-motivated
• Experience with CRM platforms and pipeline management
• Strategic thinker with an execution mindset
• Ability to thrive in a fast-moving, entrepreneurial, remote environment
• Ability to build effective relationships with internal team members
  

Bonus Qualifications

• Experience selling consulting, coaching, agency, or service-based offerings
• Startup or small business experience
• Experience building or improving sales processes
• Leadership or team management experience
• Strong public speaking skills
• Bachelor’s degree or higher

WHAT SUCCESS LOOKS LIKE

• Consistently meeting or exceeding revenue targets
• Maintaining a strong and organized pipeline
• Improving conversion rates and sales processes
• Creating an excellent prospect experience
• Helping Feel-Good MSP grow sustainably and strategically

COMPENSATION

• $80-90K Base, $160-1800K OTE
• Aggressive multipliers and first quarter incentives
• Competitive benefits package