Outside Sales Manager, Strategic

Responsibilities

• Lead, coach, and develop a team of ~10 SMB Territory Managers in a high-velocity sales environment
• Drive consistent performance against weekly, monthly, and quarterly revenue targets
• Travel to territories in South & Central Florida, Chicago, Virginia & West Virginia, Washington, California, Kentucky & North Carolina at least 2 times a month for in-person coaching and co-selling
• Run effective 1:1s, pipeline reviews, forecast calls, and live call coaching
• Maintain accurate forecasting within ±15% variance through disciplined pipeline management
• Partner with Sales Enablement to identify skill gaps and deliver targeted training
• Collaborate with Revenue Operations on process optimization, tooling, and reporting
• Hire, onboard, and ramp top-performing sales talent
• Ensure strong Salesforce hygiene and data integrity
• Build and sustain a high-performance, high-accountability team culture
• Act as a player/coach: personally sell SMB and Mid Market deals, make 5-10 discovery calls per month, and close deals

Requirements

• 4+ years of strategic sales management experience in SMB, high-velocity SaaS or marketplace environments
• Demonstrated experience in strategic sales, and in both inside and outside sales
• Proven track record of consistently hitting or exceeding quota as a manager
• Prior experience selling SMB yourself
• Demonstrated success improving conversion rates, ramp times, and rep productivity through virtual and in-person coaching
• Strong coaching instincts with a people-first leadership style
• Deep comfort with Salesforce, forecasting, pipeline analysis, and performance metrics
• Ability to balance strategy and execution

Nice-to-Haves

• Experience building strategy on regional development through strategic sales and referral partners
• Deep understanding of the restaurant industry and commitment to helping independent restaurants thrive

Compensation

• Estimated On Target Earnings (OTE): $130,000-$165,000 (depending on candidate experience and location)
• Rock solid medical, dental, and vision plans
• Mental Health Coverage
• Unlimited Paid Vacation
• 7 weeks of baby bonding time, 8 Weeks of Paid Pregnancy Leave
• 401(k) Matching
• Employer-contributing student loan assistance or continuing education reimbursement
• Employee Stock Incentive Plan
• Pet insurance