Position: Head of Outside Sales Operations
Compensation: $150K-$200K base salary, $300K OTE

Overview:

We are partnering with a global leader in providing innovative restaurant point-of-sale (POS) systems and payment processing solutions, trusted by thousands of restaurants across 70+ countries. Our client is looking for a hands-on, strategic leader to drive and scale their outside sales operations across the US, with a focus on rapid expansion and market penetration.

Key Requirements:

Startup Experience: Proven ability to scale and lead sales teams in a high-growth, entrepreneurial environment.
Leadership Skills: Experience managing and mentoring teams, with a "boots on the ground" approach.
B2B Software Success: Demonstrated success in selling technology solutions, ideally in the SMB space.

This role is ideal for someone who thrives in fast-paced environments, enjoys getting hands-on, and is ready to build and optimize a high-performance outside sales operation. You will be instrumental in developing a repeatable sales model, expanding it across new markets, and driving significant revenue growth.

What You’ll Do:

1. Lead and Build Sales Teams:

Start as a "Player-Coach," actively selling while recruiting, training, and scaling high-performing outside sales teams across various US markets.
Foster a high-performance culture focused on accountability, collaboration, and growth.
Provide ongoing coaching, mentoring, and strategic direction to ensure the team meets or exceeds sales objectives.

2. Sales Strategy and Execution:

Develop and implement a comprehensive outside sales strategy that drives revenue and market growth.
Set clear sales goals, KPIs, and performance metrics, and ensure alignment with the company’s overall business objectives.
Identify and capitalize on new business opportunities, expanding our client base through targeted market strategies.

3. Market Expansion and Customer Acquisition:

Lead efforts to expand into new local markets across the US, requiring significant travel to develop and nurture client relationships.
Build strong relationships with restaurant owners and operators, establishing trust and credibility through tailored solutions and insights.
Develop a robust pipeline of qualified leads, using market research and competitive analysis to stay ahead of industry trends.

4. Sales Process Optimization:

Implement best-in-class sales tools, CRM systems, and methodologies to streamline operations and boost team productivity.
Continuously monitor sales performance, leveraging data and analytics to make informed, strategic decisions that drive improvement.
Refine the sales process to improve efficiency, effectiveness, and scalability.

5. Cross-Departmental Collaboration:

Work closely with marketing, product development, and customer support teams to ensure sales efforts are aligned with product offerings and customer needs.
Communicate regularly with leadership, presenting sales reports, market insights, and growth strategies.

6. Customer Relationship Management:

Build and maintain strong relationships with key partners in the restaurant industry, setting up a "Referral Selling System" in targeted markets.
Drive customer success and retention through proactive relationship management and personalized support.

Qualifications:

Bachelor’s degree in Business, Marketing, or a related field.
Minimum 4 years of experience in outside sales, with at least 2 years in a leadership role.
Proven track record of building and scaling successful sales teams in a startup or high-growth environment.
Experience selling B2B technology solutions, ideally in the SMB market.
Strong proficiency in CRM systems and sales analytics tools.
Willingness to travel extensively to support market expansion and sales efforts.

Why Join Us:

Competitive base salary with a lucrative performance-based incentive structure, including stock options.
Comprehensive benefits package (health, dental, vision insurance).
Entrepreneurial culture with transparency and access to leadership, including the CEO.
Opportunity to scale a national sales operation and have a direct impact on the company’s growth and success.

360 Talent Avenue Jobs

Head of Outside Sales Operations