[Remote] Outside Sales Manager, Strategic

Note: The job is a remote job and is open to candidates in USA. ChowNow is a restaurant technology company that provides digital dining, online ordering, delivery management, and marketing solutions for independent restaurants. The Strategic Outside Sales Manager will lead and develop a team of Territory Managers, drive predictable revenue and strategic partnerships, manage sales performance, and participate directly in SMB and mid-market sales as a player/coach.

Responsibilities

• Lead, coach, and develop a team of SMB Territory Managers in a high-velocity sales environment
• Drive consistent performance against weekly, monthly, and quarterly revenue target
• Travel to Territory Managers at least 2 times a month to drive productivity through 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 closely 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 to maximize conversion and productivity
• Build and sustain a high-performance, high-accountability team culture
• Dive in personally as a player/coach to help support your team and close deals individually
• Progress through our Ramp Camp (ChowNow’s New Hire Onboarding Experience)
• Shadow in-person selling and sales calls
• Cross-train with Onboarding, Customer Success, and Support to understand the full customer lifecycle
• Launch weekly 1:1s and establish individual development plans
• Build and customize Salesforce dashboards for pipeline visibility, conversion, and rep productivity
• Begin weekly reporting cadence on attainment, conversion rates, and pacing
• Complete a full team assessment and deliver targeted coaching plans both virtually and in-person
• Partner with Enablement to launch training focused on highest-impact performance gaps
• Meet with multiple restaurant partners to deepen understanding of buying triggers and competitive positioning
• Publish your first playbook updates based on real deal data and customer insights
• Implement at least one process or tooling improvement with Revenue Ops
• Establish an ongoing Territory Manager hiring pipeline in partnership with Recruiting
• Operationalize playbook governance—win/loss reviews, talk track iteration, and adoption accountability
• Drive measurable improvements in data integrity, conversion rates, and forecast accuracy
• Build a strong, engaged, execution-focused team culture
• Start making 5-10 discovery calls a month in order to work toward your first close

Skills

• 4+ years of Strategic sales management experience in SMB, high-velocity SaaS or marketplace environments
• Demonstrated experience in strategic sales
• Demonstrated experience in both inside and outside sales
• A proven track record of consistently hitting or exceeding quota as a manager
• Prior experience selling SMB yourself—you understand the motion, objections, and pace
• Demonstrated success improving conversion rates, ramp times, and rep productivity through both virtual and in-person coaching
• Strong coaching instincts with a people-first leadership style
• Deep comfort with Salesforce, forecasting, pipeline analysis, and performance metrics
• The ability to balance strategy and execution—you can build the plan and jump in to close when needed
• Requires travel in markets located in South & Central Florida, Chicago, Virginia & West Virginia, Washington, California, Kentucky & North Carolina at least 2 times a month
• This is a remote role based in the United States
• ChowNow is not eligible to employ in every state and the recruiting team will confirm location and eligibility before moving past initial stages

Benefits

• Remote role based in the United States
• Ongoing training and growth opportunities
• Rock solid medical, dental, and vision plans
• Mental Health Coverage with several programs to support mental health and wellness goals
• Unlimited Paid Vacation
• 7 weeks of baby bonding time for all new parents within the first year of birth or adoption
• 8 Weeks of Paid Pregnancy Leave
• 401(k) Matching
• Employer-contributing student loan assistance program or continuing education reimbursement program
• Employee Stock Incentive Plan
• Pet insurance

Company Overview