Regional Sales Manager

The role

This person will coach reps through the outbound sales process and manage remote software sales teams. They will monitor pipeline metrics, support complex deals, and partner cross-functionally to execute sales initiatives.

What you will do

• Coach reps through the full outbound sales cycle
• Monitor pipeline, activity, and conversion metrics to spot gaps
• Design and execute coaching, process, or enablement changes
• Support deals directly as senior air cover
• Onboard and ramp new Account Executives
• Forecast accurately and represent business to the executive team
• Partner cross-functionally with Marketing, Operations, Product, and Engineering
• Coach reps on value proposition, positioning, and strategy
• Own and evolve the sales playbook
• Develop future sales leaders

Required qualifications

• 2+ years of experience building and managing high-performing remote software sales teams
• 5+ years of quota-exceeding experience selling mid-enterprise deals

Nice to have

• Experience leading outbound/inside sales teams
• A track record of thriving in fast-paced environments
• A background in cultures that prioritize learning and development

Benefits

• Medical, dental, and vision plans
• Flexible paid time off
• At least 8 paid company holidays annually
• Phone stipend
• Commuter stipend
• Supplemental pay on qualified leaves
• Employee health savings account (HSA) contribution
• Flexible spending plans
• 401K plan
• Perkspot: discount program through Lumity

About the company

Instawork is an AI-powered labor marketplace connecting skilled hourly professionals to businesses in hospitality and logistics. Founded in 2015, it serves thousands of businesses across more than 50 major markets in the United States and Canada.