Enterprise Sales Manager

Fello
Remote

About The Position

This role is for a sales leader who has experience building and coaching teams selling enterprise deals. The ideal candidate understands how to transition a team from transactional selling to complex, multi-stakeholder, longer-cycle deals. Responsibilities include managing and developing quota-carrying reps, coaching them in discovery, deal strategy, forecasting rigor, and pipeline management to consistently close larger business. The role requires a seasoned operator who can elevate teams to handle bigger deals, longer sales cycles, more complex buying committees, and larger pipelines. The leader will guide from the front, be comfortable in deal reviews and live coaching, and build the necessary team muscle memory for high-level selling.

Requirements

  • 5+ years of sales leadership experience, directly managing a quota-carrying sales team
  • 5+ years of software sales experience, with a track record of selling and/or leading teams that sell $50K+ deals
  • Demonstrated success coaching sales teams through longer, more complex sales cycles and larger deal sizes
  • Strong pipeline management and forecasting discipline, with experience instilling that rigor in others
  • A hands-on coaching style — you're in the deals with your team, not just reviewing numbers after the fact
  • Excellent communication and executive presence, with the credibility to coach tenured reps through a real shift in how they sell

Nice To Haves

  • Real estate industry experience is a plus, but not required — we're looking for depth in sales leadership and bigger-deal selling first

Responsibilities

  • Lead and coach a team of Enterprise Account Executives, driving the team's shift from smaller, faster transactions into larger, more complex deals with longer sales cycles
  • Run regular pipeline reviews, deal strategy sessions, and forecasting cadences that bring discipline and predictability to a growing enterprise pipeline
  • Coach reps 1:1 and in the field — joining calls, reviewing deal strategy, and sharpening discovery, negotiation, and multi-stakeholder selling skills
  • Partner with sales leadership to build the playbooks, processes, and skills the team needs to consistently win enterprise deals
  • Develop and refine compensation, quota, and territory structures appropriate for a maturing enterprise motion
  • Identify skill gaps across the team and build targeted coaching plans and enablement to close them
  • Collaborate cross-functionally with Marketing, Product, and Customer Success to align on enterprise deal strategy and customer needs
  • Report on team performance, pipeline health, and deal progression to sales leadership

Benefits

  • Competitive Compensation: Attractive salary and benefits package.
  • Flexible Work Environment: Fully remote work with flexible hours to promote work-life balance.
  • Professional Growth: Opportunities for career advancement and professional development.
  • Health & Wellness: Comprehensive health, dental, and vision insurance plans.
  • Paid Time Off: Generous PTO and paid holidays to recharge and relax.
  • Collaborative Culture: A supportive team environment that values innovation and collaboration.
  • Equity Options: Opportunity to own a part of Fello and share in our success.
  • Cutting-Edge Projects: Work on innovative products that leverage AI and advanced technologies.
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