[All remote jobs](https://jobicy.com/jobs.md)[![Quince logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/b33b4553-221.png)](https://jobicy.com/company/quince.md)[Quince](https://jobicy.com/company/quince.md)

# Regional Sales Lead, Midwest

AI Summary Quince is hiring a Regional Sales Lead to own enterprise sales growth across a 14-state Midwest territory while managing and coaching a team of 5–12 Account Executives. This player-coach role combines regional strategy, complex deal leadership, personal book-of-business development, and accountability for pipeline generation and revenue performance. The lead will recruit and onboard sales talent, run operating cadences, maintain HubSpot data integrity, and improve sales playbooks and systems. Candidates need substantial enterprise-sales and people-management experience, including a history of achieving $5M+ annual quotas. The environment is a high-ownership, fast-paced startup setting with significant expectations for execution and leadership.[Apply for this job](#job-application)[View company](https://jobicy.com/company/quince.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 230k–275k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished4 Nov 2026Apply before4 Dec 2026Listing views41Application actions1Application toolkit

## Make your next move.

Prepare your resume, explore your fit, and draft a cover letter for this opportunity.

Opportunity details

## About this role.

ABOUT QUINCE

Quince is a destination for builders, creators, innovators, and operators who want to come together and challenge the status quo. Our mission is simple: make really high quality essentials for really low prices, fairly and sustainably. We deliver on that mission through a unique manufacturer-to-consumer (M2C) model eliminating the layers of traditional retail that add cost and result in consumers paying more than they need to. We find, build relationships with, and work directly with the manufacturing partners behind some of the world’s finest products. From there, our teams design smart, efficient operational processes and build and deploy proprietary technology, AI, and analytics to help us scale fast.

What began with a small assortment of elevated basics has quickly grown into a cross-category brand spanning apparel, accessories, home goods, and more. Today, tens of millions of people across a growing number of countries come – and return – to Quince because they trust us to deliver.

OUR CULTURE

Quince is a culture built for builders by builders. Our way of working starts with a blank sheet of paper. We question conventional thinking, use technology and data to uncover new opportunities, and move quickly to turn ideas into reality. We aren’t interested in replicating how others do retail. We’re building a better way – at a speed and scale unlike anything that’s been done before.

* We dream big and chase the hard problems others shy away from. Rejecting long-held assumptions is part of our company’s DNA. Where conventional wisdom says you have to choose – soft or durable, speed or rigor, quality or price – we ask why that trade-off has to exist in the first place.
* Our pace is fast and the bar is high because our customers expect a lot from us and we refuse to let them down. We believe the best results come from challenging ourselves, learning from one another, and building on each other’s strengths.
* Here, responsibility is not determined by role, tenure, or seniority. Every team member – no matter their level – has the opportunity to drive our business and shape our trajectory.

If you’re someone who likes to imagine new possibilities and build better systems rather than plug-in to outdated ones, Quince is the place for you.

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

WHY QUINCE?

Joining Quince means being part of a mission-driven team reshaping retail. You will work alongside talented colleagues, tackle meaningful challenges, and contribute to building a more sustainable, accessible future for customers and partners alike.

EQUAL OPPORTUNITY & HIRING INTEGRITY

Quince provides equal employment opportunities to all employees and applications for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran or military status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.

Quince is committed to providing reasonable accommodations to qualified individuals with disabilities. If you need a reasonable accommodation to complete your application or to perform the essential functions of a role at Quince, please let us know by completing [this accommodation form](https://forms.gle/DpJ11jHa1WbqfUWB9). We review all requests individually and will work with you to determine appropriate accommodations on a case-by-case basis.

Employment is contingent upon successful completion of a background check. Quince will conduct background checks in compliance with applicable federal, state, and local laws.

Security Advisory: Beware of Frauds

At Quince, we’re dedicated to recruiting top talent who share our drive for innovation. To safeguard candidates, Quince emphasizes legitimate recruitment practices. Initial communication is primarily via official Quince email addresses and LinkedIn; beware of deviations. Personal data and sensitive information will not be solicited during the application phase. Interviews are conducted via phone, in person, or through the approved platforms Google Meets or Zoom—never via messaging apps or other calling services. Offers are merit-based, communicated verbally, and followed up in writing. If personal information is requested to initiate the hiring process, rest assured it will be through secure and protected means.

Show more

[Apply now >](https://jobicy.com/jobs/158881-regional-sales-lead-midwest.md)

*

![Upload CV](data:image/svg+xml;base64,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)

### Upload your resume now

To unlock remote work opportunities and be discovered by global employers.

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

## Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

### Job Complexity

5/5EasyHard

### Pace & Pressure

5/5RelaxedFast-paced

### Autonomy Level

5/5GuidedFull ownership

### Communication Load

5/5IndependentCollaborative

AI insightThis is a senior commercial leadership role with direct responsibility for regional growth, enterprise deal support, forecasting, hiring, and team performance. It requires balancing strategic leadership with hands-on selling in an ambiguous, high-pressure environment.

## Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate$252,500US market range (per year)$220k–$300k0$330k

AI insightThe yearly pay period is inferred from the job context; it was not explicitly stated by the employer. The employer discloses a base-salary range of $230,000–$275,000 USD. The annual cadence is inferred from the senior full-time US sales-lead role and the scale of the stated base-pay range; the posting does not explicitly state a pay period. Bonus and equity may also be available, but no amounts are provided. Estimated US market base salary for a comparable regional enterprise sales leadership role is approximately $220,000–$300,000 annually.

## Core skills

Skills and capabilities most closely associated with this opportunity.

[Enterprise sales](https://jobicy.com/jobs?search_keywords=Enterprise%20sales.md)[Sales leadership](https://jobicy.com/jobs?search_keywords=Sales%20leadership.md)[Account executive coaching](https://jobicy.com/jobs?search_keywords=Account%20executive%20coaching.md)[Revenue growth strategy](https://jobicy.com/jobs?search_keywords=Revenue%20growth%20strategy.md)[Pipeline management](https://jobicy.com/jobs?search_keywords=Pipeline%20management.md)[Sales forecasting](https://jobicy.com/jobs?search_keywords=Sales%20forecasting.md)[HubSpot CRM](https://jobicy.com/jobs?search_keywords=HubSpot%20CRM.md)[Complex deal negotiation](https://jobicy.com/jobs?search_keywords=Complex%20deal%20negotiation.md)[Team recruitment](https://jobicy.com/jobs?search_keywords=Team%20recruitment.md)[Sales onboarding](https://jobicy.com/jobs?search_keywords=Sales%20onboarding.md)[Performance management](https://jobicy.com/jobs?search_keywords=Performance%20management.md)[Business development](https://jobicy.com/jobs?search_keywords=Business%20development.md)[Sales playbook development](https://jobicy.com/jobs?search_keywords=Sales%20playbook%20development.md)[Google Workspace](https://jobicy.com/jobs?search_keywords=Google%20Workspace.md)[AI prospecting tools](https://jobicy.com/jobs?search_keywords=AI%20prospecting%20tools.md)

Sample interview questionsHow have you balanced individual revenue ownership with managing a sales team?I establish clear operating rhythms for my team while retaining a focused personal portfolio of strategic opportunities. I use deal reviews, pipeline inspections, and 1:1 coaching to unblock sellers, then join executive-level conversations where my involvement can materially improve close probability.

Describe a time you improved forecast accuracy for an enterprise sales organization.

I introduced standardized opportunity stages, exit criteria, close-plan requirements, and weekly inspection of next steps and risk factors. This improved CRM hygiene, surfaced slippage earlier, and enabled leadership to make more reliable resource and revenue decisions.

What would your first 90 days in the Midwest Regional Sales Lead role look like?

I would assess territory performance, pipeline quality, account coverage, team capability, and recruiting needs. I would establish a consistent cadence for 1:1s, deal reviews, and forecasting, identify priority enterprise accounts, and create measurable 30/60/90-day development plans for each Account Executive.

How do you coach Account Executives through complex procurement cycles?

I help sellers map stakeholders, clarify economic value, identify decision criteria, build mutual action plans, and prepare for objections. I also coach them to create executive alignment early, document risks in the CRM, and maintain disciplined follow-up throughout the buying process.

How would you build a high-performance sales culture in a fast-paced startup?

I would set transparent expectations, define leading and lagging metrics, celebrate disciplined execution, and address performance issues directly and fairly. I believe a strong culture combines high standards with practical coaching, psychological safety, and accountability for outcomes.

Next step

## Apply now.

Follow the employer’s application method and review Jobicy’s safety guidance before sharing personal information.

Keep exploring

## Related remote jobs.

*
![Brain Co. logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/b2bdd014-221.png)
Brain Co. Nov 4  New

### [Account Executive, Insurance](https://jobicy.com/jobs/158918-account-executive-insurance.md)

Our Mission Rebuild how the world works, to make institutions work better for the people they serve. About Brain Co. Brain Co. builds AI-native operating systems for large, regulated institutions….

*
![Brain Co. logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/08/b2bdd014-221.png)
Brain Co. Nov 4  New

### [Account Executive, Financial Services](https://jobicy.com/jobs/158906-account-executive-financial-services-2.md)

Our Mission Rebuild how the world works, to make institutions work better for the people they serve. About Brain Co. Brain Co. builds AI-native operating systems for large, regulated institutions….

*
![CertiK logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2021/03/Jobicy-210308091023-955845.jpg)
CertiK Nov 4  New

### [Strategic Account Executive, Financial Institutions, Brazil](https://jobicy.com/jobs/158905-strategic-account-executive-financial-institutions-brazil.md)

About CertiKBorn from groundbreaking research at Columbia and Yale, CertiK has grown to become the largest Web3 security platform, combining proprietary models with comprehensive security solutions and end-to-end toolkits to…

*
![Skillsoft logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/cb747022-221.png)
Skillsoft Nov 4  New

### [Sr Solutions Partner](https://jobicy.com/jobs/158903-sr-solutions-partner.md)

At Skillsoft, we believe skills fuel growth. Our mission is to empower every organization and every learner to turn constant change into continuous growth. As part of the team, your…

*
![Stripe logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2020/10/WRILS-201011073943-272457.png)
Stripe Nov 4  New

### [Account Executive, Strategics](https://jobicy.com/jobs/158902-account-executive-strategics.md)

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow…

*
![StackAdapt logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2022/01/bf5f2bb689c6f35f6cab5459f3eff869.jpg)
StackAdapt Nov 4  New

### [Account Executive – Southeast](https://jobicy.com/jobs/158900-account-executive-southeast.md)

StackAdapt is the leading technology company that empowers marketers to reach, engage, and convert audiences with precision. With 465 billion automated optimizations per second, the AI-powered StackAdapt Marketing Platform seamlessly…

*
![Dataiku logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2026/06/5a9d57bf-221.webp)
Dataiku Nov 4  New

### [Director, Sales Engineering](https://jobicy.com/jobs/158890-director-sales-engineering-2.md)

Dataiku is the Platform for AI Success, the enterprise orchestration layer for building, deploying, and governing AI. In a single environment, teams design and operate analytics, machine learning, and AI…

*
![Skillsoft logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2025/06/cb747022-221.png)
Skillsoft Nov 4  New

### [Enterprise Growth Account Executive](https://jobicy.com/jobs/158886-enterprise-growth-account-executive.md)

At Skillsoft, we believe skills fuel growth. Our mission is to empower every organization and every learner to turn constant change into continuous growth. As part of the team, your…

*
![Cloudflare, Inc. logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2026/06/e81b43c4-221.png)
Cloudflare, Inc. Nov 4  New

### [Territory Account Executive, Saskatchewan / Manitoba](https://jobicy.com/jobs/158885-territory-account-executive-saskatchewan-manitoba.md)

About Us At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites…

*
![Salesloft logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2022/03/8f0ff4d3ba38b945acfa9bbe11e39be1.jpeg)
Salesloft Nov 4  New

### [Commercial Account Manager](https://jobicy.com/jobs/158859-commercial-account-manager-3.md)

Job Title: Commercial Account Manager Location: United States – Remote This is a fully remote opportunity and can be worked from any location in the United States. THE OPPORTUNITY: At…

[Browse all jobs](https://jobicy.com/jobs.md)