Head of Enterprise Sales
About The Position
Broccoli is seeking a Head of Enterprise Sales to build and lead the team selling to large, multi-location operators in home and commercial services, including Plumbing, HVAC, Electrical, Pest Control, and related trades. This is a player-coach role: the Head of Enterprise Sales owns the enterprise sales target, hires and coaches Account Executives, establishes the sales strategy, and personally leads Broccoli’s most important deals. The role works across long, complex sales cycles with multiple stakeholders and partners closely with Customer Success, Product, Marketing, and RevOps to drive successful sales, customer rollouts, and team execution.
Requirements
- At least 8 years of B2B SaaS sales experience, including a track record of closing six- and seven-figure enterprise deals.
- Experience building, hiring, and leading a team of enterprise or strategic Account Executives.
- Proven ability to manage complex, multi-stakeholder sales cycles.
- Strong forecasting and pipeline discipline.
- Comfort using a modern CRM and sales stack.
- Experience building an enterprise sales motion from zero.
- Uses AI tools regularly for work such as preparation, research, and follow-up, and expects the team to do the same.
- Customer-focused approach centered on selling outcomes and closing deals believed to be positioned for success.
Nice To Haves
- Experience at a high-growth technology company.
- Experience selling to multi-location operators, home services businesses, trades, or vertical SaaS customers.
- Curiosity about the trades and willingness to learn how customers operate and make money.
Responsibilities
- Own the enterprise sales target, set targets with leadership, develop a plan to achieve them, and forecast weekly.
- Hire, onboard, and coach a team of enterprise Account Executives.
- Refine the approach to finding, qualifying, piloting, and closing complex, multi-location operators, from initial meeting through security review, pilot, rollout, and expansion.
- Lead executive relationships and complex negotiations, and model effective discovery and deal strategy.
- Partner with Customer Success to turn initial location deployments into company-wide rollouts, defining success criteria in advance.
- Share enterprise-buyer feedback with Product and Marketing and help develop the business case, ROI story, and references needed by large operators.
- Partner with RevOps on pipeline reviews, deal reviews, forecasting, and sales tools and processes.
- Stay close to customers through ride-alongs and visits to call centers and dispatch floors to learn how large operations work.
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
