Sales Manager (Outside Sales | MSP & IT… at Pavago · Dominican…

Sales Manager (Outside Sales | MSP & IT Services)

Position Type: Full-Time, Remote Location: Remote (must have real-time overlap with U.S. Eastern business hours) Reports To: CEO

About the Role

At Pavago, one of our clients is hiring an experienced Sales Manager to lead and coach a team of Outside Sales Representatives (OSRs) through the complete B2B sales cycle.

This is not an SDR management role.

Instead of focusing solely on prospecting activity, you’ll own the entire sales motion—from pipeline generation and discovery through presentations, negotiations, closing, and account development—while coaching your team to consistently improve performance.

We’re looking for a leader who has personally carried a quota, built pipeline, closed deals, and understands what it takes to succeed in consultative B2B sales. If you’ve successfully transitioned from top-performing salesperson to hands-on sales leader and enjoy developing high-performing teams, this role is an excellent fit.

What You’ll Own

Full-Cycle Sales Leadership

• Lead and coach Outside Sales Representatives across the complete sales cycle.
• Support reps through:
  • Prospecting
  • Pipeline generation
  • Qualification
  • Discovery
  • Solution presentations
  • Objection handling
  • Negotiation
  • Closing
  • Account nurturing
• Drive consistent execution of the sales process while improving win rates and sales effectiveness.

Sales Coaching & Team Development

• Coach both experienced and junior sales representatives.
• Conduct live coaching sessions during customer calls.
• Review recorded calls and provide actionable feedback.
• Help reps improve discovery, positioning, negotiation, and closing skills.
• Build a culture of continuous learning and accountability.

Sales Process & Playbook Development

• Develop, refine, and document scalable sales processes.
• Create structured playbooks, coaching guides, and best practices.
• Standardize sales methodologies across the team.
• Continuously improve workflows based on performance data and market feedback.

AI-Driven Sales Management

• Leverage AI tools to improve coaching, sales execution, and operational efficiency.
• Build and manage workflows using tools such as:
  • Claude Projects
  • Claude Code
  • Claude Cowork
• Analyze sales calls, pipeline data, and team performance using AI.
• Use AI to create and continuously improve sales documentation and playbooks.

Pipeline & Performance Management

• Monitor pipeline health and forecasting accuracy.
• Conduct pipeline reviews and deal strategy sessions.
• Identify risks, bottlenecks, and opportunities.
• Ensure CRM data remains accurate and up to date.
• Track key sales metrics and coach toward continuous improvement.

Cross-Functional Collaboration

• Partner with leadership to align sales strategy and business goals.
• Share customer feedback and market insights with internal teams.
• Support ongoing improvements to messaging, positioning, and sales enablement.

Requirements

Must-Have Qualifications

Experience

• Proven experience managing full-cycle B2B sales teams.
• Demonstrated success leading Outside Sales Representatives—not just SDR or appointment-setting teams.
• Personal experience carrying a sales quota and closing complex B2B deals.
• Experience generating your own pipeline, running discovery calls, presenting solutions, negotiating, and closing business.

Industry Knowledge

• Strong background in Managed Service Providers (MSP) or IT Services is highly preferred.
• Solid understanding of consultative technology sales processes.

AI & Technology

• Hands-on experience using AI tools within daily sales operations.
• Comfortable working with:
  • Claude Projects
  • Claude Code
  • Claude Cowork
• Ability to use AI for:
  • Sales coaching
  • Pipeline analysis
  • Playbook creation
  • Process optimization

Leadership & Communication

• Strong coaching, mentoring, and leadership abilities.
• Experience writing and improving sales playbooks and processes.
• Excellent verbal and written English communication skills.
• Native or near-native English proficiency strongly preferred.
• Availability to work during U.S. Eastern business hours.

Nice-to-Have

• Experience selling or managing sales teams within:
  • Managed IT Services
  • Cybersecurity
  • Cloud Solutions
  • Professional Services
• Experience building high-performing remote sales teams.
• Familiarity with modern CRM platforms and sales analytics tools.
• Experience implementing AI-driven sales enablement strategies.

What Makes You a Strong Fit

• Proven full-cycle B2B sales leader.
• Strong consultative selling mindset.
• Excellent coach who develops people through structured feedback.
• Process-oriented while remaining adaptable.
• Comfortable balancing live coaching with asynchronous development.
• Curious, technology-driven, and enthusiastic about AI.
• High ownership, accountability, and continuous improvement mindset.

What a Typical Day Looks Like

• Review pipeline health and forecast opportunities.
• Conduct live coaching sessions with sales representatives.
• Join discovery calls and deal strategy discussions.
• Review recorded sales calls and provide coaching.
• Develop and improve sales playbooks using AI tools.
• Analyze sales metrics and identify coaching opportunities.
• Collaborate with leadership on sales strategy and process improvements.

In short: You build high-performing sales professionals by coaching every stage of the sales cycle while continuously improving the team’s processes, tools, and performance.

Key Metrics for Success (KPIs)

• Team quota attainment.
• Pipeline growth and health.
• Opportunity-to-close conversion rate.
• Sales cycle efficiency.
• Forecast accuracy.
• CRM hygiene and pipeline management.
• Rep development and coaching effectiveness.
• Adoption of sales processes and playbooks.

Why Join Us?

• Lead a full-cycle B2B sales organization.
• Work directly with executive leadership.
• High ownership over sales performance and coaching.
• Opportunity to shape sales processes using modern AI tools.
• Fully remote work environment with real business impact.
• Clear growth path into:
  • Director of Sales
  • Head of Sales
  • VP of Sales
  • Revenue Leadership

Interview Process

1. Initial Phone Screen
2. Spark Hire Intro Video (3–5 minutes)
3. Sales Leadership & Coaching Interview
4. Client Interview with CEO
5. Offer & Onboarding

What Happens After You Apply

Right after you apply, you’ll receive an email invitation from Spark Hire to record your Intro Video. This short, self-recorded video is the next step that completes your application and can be recorded whenever it’s convenient for you.

Instead of repeating yourself across multiple screening calls, you’ll introduce yourself once, and your video will be shared with the hiring team. This helps the hiring team evaluate your communication style early, making future interviews more meaningful while reducing unnecessary interview rounds.

Don’t overthink it—you can record your video as many times as you’d like before submitting it. Only your final submission will be reviewed.

Please keep an eye on both your inbox and spam folder for your Spark Hire invitation after submitting your application.

Apply Now

If you’re an experienced Sales Manager who has successfully led full-cycle B2B sales teams, thrives on coaching consultative selling, embraces AI-powered sales management, and wants to help build a high-performing sales organization, we’d love to hear from you. Apply today and play a key role in driving revenue growth while developing the next generation of top-performing sales professionals.