Regional Sales Lead, Midwest

THE ROLE

Regional Sales Lead, Midwest

As Regional Sales Lead for Quince’s Midwest territory, you will drive $8-figure growth while building and coaching a high-performing team of 5-12 Account Executives. This is a rare “player-coach” role: you’ll spend your time architecting regional strategy at 30,000 feet while rolling up your sleeves to help close complex enterprise deals. You’ll combine tactical enterprise grit with the leadership intuition necessary to build a world-class sales culture—all while operating in a fast-paced, startup environment where the bar is high and ownership is expected from day one.

Your region spans 14 Midwest states: IA, IL, IN, KS, MI, MN, MO, ND, NE, NM, OK, SD, TX, and WI.

Responsibilities

Coach and mentor a team of 5-12 Account Executives, focusing on professional development, tactical closing skills, and performance accountability

Lead recruitment and onboarding for the Midwest region, owning full team integration through 30/60/90-day benchmarks

Run high-energy weekly standups, 1:1s, and regional offsites; set the pace and standard for excellence

Own the regional revenue target by identifying high-value enterprise opportunities and driving net-new pipeline through proactive engagement

Join key client meetings and industry events to provide executive presence, navigate complex procurement cycles, and help close deals

Maintain “source of truth” integrity in HubSpot; oversee pipeline hygiene, forecasting accuracy, and real-time reporting dashboards

Develop, manage, and grow your own book of business alongside your team’s growth

Be the ultimate subject matter expert on Quince’s B2B model, product assortment, and customization capabilities for both clients and your team

Constantly iterate on sales playbooks, tech stacks, and team infrastructure to remove friction and accelerate the sales cycle

Proactively identify opportunities for regional expansion and creative positioning within the segment

Qualifications

Required:

5+ years of enterprise sales experience with a proven track record of consistently hitting $5M+ annual quotas

3+ years of direct people management experience leading high-performing sales teams

Power-user of CRMs (HubSpot preferred) with ability to maintain pipeline integrity and leverage data for strategy

Proven ability to thrive in ambiguous, fast-paced startup environments while maintaining rigor and accountability

Excellent proactive, solution-oriented problem-solving skills and flexibility

Strong verbal and written communication with demonstrated ability to communicate effectively across levels

Proficiency in Google Workspace

Preferred:

Experience building and scaling sales teams from the ground up

Background in corporate gifting, promotional products, or apparel sales (ASI, PPAI)

Familiarity with AI tools for prospecting, research, and outreach

Track record of successful talent development and AE promotion from within

All posted ranges are reflective of base salary and may vary depending upon experience level and location. Bonus and equity may also be provided for eligible roles.

Pay Range

$230,000—$275,000 USD