Regional Sales Manager

atCaddieRemoteFull-timeSalesMid-levelSenior$70k – $75k/year

Posted Oct 16

This is a fully remote position, open to applicants in United States, +1 more country.

📋 Description

• Take ownership of and expand a designated regional territory by acquiring new single-course operator clients.

• Develop and implement a strategic territory plan focused on high-value opportunities.

• Sustain a steady pipeline from lead generation all the way through to closing.

• Customize Club Caddie's value proposition to align with the operations and objectives of each course.

• Manage the entire sales cycle, encompassing prospecting, discovery, presentations, demonstrations, negotiations, and contract finalization.

• Showcase Club Caddie's platform with both technical and operational credibility.

• Achieve or surpass territory quotas and revenue goals.

• Cultivate relationships with course owners, general managers, and key industry figures.

• Represent Club Caddie at industry events, trade shows, and regional meet-ups.

• Negotiate and finalize agreements with established point-of-sale and tee sheet providers.

• Collaborate with Marketing on campaigns and lead generation specific to the territory.

• Provide market insights to Sales Leadership, Product, and Marketing teams.

• Ensure a smooth, documented transition from sales to implementation.

• Maintain precise records of activities, pipeline stages, and deal advancements in HubSpot.

• Present territory performance reports and forecasts to the VP of Sales (SCO).

• Evaluate territory outcomes and refine strategies to enhance conversion rates and revenue growth.


⛳️ Requirements

• Demonstrated experience in SaaS or enterprise software sales, with a proven history of meeting and exceeding objectives.

• Strong preference for candidates with golf industry experience.

• In-depth understanding of golf course operations, particularly experience with single-course operators.

• Familiarity with GMS platforms, POS systems, and golf-operation technologies.

• Exceptional consultative selling abilities.

• Strong negotiation and closing skills, with a record of securing deals against established competitors.

• Highly organized and data-oriented; committed to maintaining CRM hygiene, pipeline accuracy, and effective forecasting.

• Experience with HubSpot is advantageous.

• Self-motivated and results-focused, capable of managing priorities across a large territory.

• A genuine passion for the golf industry.

• Ability to function effectively as an individual contributor.

• Expected weekly hours: 40.


🏝️ Benefits

• Uncapped commission potential.

• Comprehensive benefits package.

• Opportunities for career advancement.

• Autonomy in building pipeline and strategy.

• Supported by the scale and stability of Jonas Software and Constellation Software.

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