Enterprise Sales Manager

Location: Minneapolis, MN (Hybrid - in office Tuesdays and Thursdays)

Vertical Insure is a leading embedded insurance platform built for vertical SaaS platforms. We help software platforms offer customized insurance solutions to each business and its customers by creating new revenue streams and value without added complexity.

The Enterprise Sales Manager is responsible for leading, coaching, and scaling the Enterprise Account Executive team and reports to the VP of Sales. This is a frontline people leadership role focused on execution, accountability, and team development. The Enterprise Sales Manager does not carry an individual sales quota. Success is measured by the performance, consistency, and growth of the Enterprise AE team.

Our Minneapolis office operates on a hybrid model, with in-office collaboration on Tuesdays and Thursdays. At this time, we’re only considering local candidates.

Why This Role Matters

The Enterprise Sales Manager requires strong judgment, operational discipline, and the ability to lead within an evolving sales organization. If you are energized by developing people, building teams, and driving disciplined execution, this role offers meaningful impact and long-term growth.

What You’ll Do

Team Leadership & Coaching:

• Lead, manage, and coach a team of Enterprise Account Executives to consistently achieve and exceed revenue targets.
• Conduct regular 1:1s, team meetings, and performance check-ins to drive accountability, development, and engagement.
• Provide hands-on coaching across discovery, deal strategy, stakeholder management, negotiation, and close.
• Set clear expectations and support individual development through ongoing feedback and growth plans.
• Foster a high-performance, high-integrity sales culture aligned with Vertical Insure’s values.

Pipeline Management & Forecasting:

• Own team-level pipeline management, deal inspection, and forecasting.
• Ensure accurate, predictable forecasts with a strong command of deal health, risks, and next steps.
• Drive consistent CRM usage and HubSpot hygiene across the team.
• Partner closely with Sales Leadership to support revenue planning and execution.

Hiring & Team Development:

• Partner with Sales Leadership and HR to recruit, interview, and hire high-performing Enterprise Account Executives.
• Play an active role in onboarding, ramping, and developing new hires.
• Continuously raise the bar for talent through thoughtful hiring, coaching, and performance management.

Performance Management:

• Own frontline performance management responsibilities, including delivering feedback, addressing underperformance, and making improvement recommendations.
• Partner with Sales Leadership and HR on personnel decisions as needed.
• Hold team members accountable to expectations while maintaining trust, fairness, and transparency.

Sales Support & Deal Strategy:

• Act as a strategic resource for Enterprise AEs on complex or high-impact opportunities.
• Support deal strategy, executive alignment, and internal coordination without owning deals directly.
• Help remove obstacles and ensure alignment across Product, Operations, Compliance, and Engineering.

Cross-Functional Collaboration:

• Serve as a key liaison between the Enterprise Sales team and internal stakeholders.
• Partner with Product, Marketing, and Operations to refine messaging, improve processes, and enhance execution.
• Represent the needs of the Enterprise Sales team while maintaining alignment with company priorities.

Process & Performance Improvement:

• Identify opportunities to improve sales processes, enablement, and team efficiency.
• Contribute to the evolution of Vertical Insure’s enterprise sales playbook.
• Champion continuous improvement, accountability, and growth across the team.

Who You Are

• 5+ years of experience in enterprise B2B sales, preferably in SaaS, fintech, or insurtech.
• Experience managing and coaching quota-carrying sales teams, or demonstrated leadership experience operating at a comparable level of responsibility.
• Proven ability to drive performance through coaching, accountability, and execution.
• Strong understanding of enterprise sales cycles, forecasting, and deal inspection.
• Experience hiring, onboarding, and developing sales talent.
• Excellent communication skills with the ability to lead through clarity, influence, and sound judgment.
• Comfortable operating in a fast-paced, evolving environment.
• Proficiency with HubSpot or similar CRM platforms.

Experience That Goes the Extra Mile

• Experience selling complex, multi-stakeholder enterprise solutions.
• Familiarity with vertical SaaS, embedded finance, or insurance-related sales.
• Experience working cross-functionally with product, technical, or operations teams.

What We Offer:

The estimated base salary for this role is: $150,000 - $180,000 per year, based on experience, skills, and scope of responsibility. In addition to base salary, this role is eligible for performance-based variable compensation tied to team results and leadership execution.

We offer a comprehensive benefits package, including health, dental, life insurance, flexible PTO, 401(k), and more.

Vertical Insure is an equal opportunity employer. We consider all qualified applicants without regard to race, color, religion, sex, national origin, age, sexual orientation, citizenship, gender identity, disability, veteran status, marital or family status, or any other status protected by law.