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