# Outside Sales Manager, Strategic

**Company:** [ChowNow](https://hotfix.jobs/companies/chownow)
**Location:** Remote
**Role:** Sales Engineering
**Salary:** $130k – $165k/yr
**Experience:** 4+ years
**Skills:** Salesforce, Sales Management, Pipeline Management, Forecasting, Coaching, Strategic Sales, Smb Sales, Outside Sales, Inside Sales, Quota Attainment, Revenue Operations, Sales Enablement
**Posted:** 2026-06-08

> Lead and coach a team of 10 Territory Managers to drive high-velocity SMB restaurant sales. Act as a player/coach making discovery calls and closing deals while building strategy, optimizing processes, and hitting revenue targets in a remote role with required travel.

## Job Description

## 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

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