Mid-Market Sales Manager, Midwest

Miter; United States; Remote; USD 130,000 - 300,000; Full time

Benefits offered by this job

Medical Insurance

401(k) Retirement Plan

Flexible PTO

Parental Leave

Learning & Development

Office Extras

Community

Job summary

Miter is seeking a Mid-Market Sales Manager for the Midwest, based in Chicago with remote-friendly options. You will lead a team of Account Executives across defined territories, driving new business, and creating a winning sales culture in the field.

You will report to the Head of Sales, coach reps, and collaborate with product, marketing, and customer success to hit ambitious quotas while traveling roughly 25% to stay connected with customers and markets.

Qualifications

• Very little explicit role-specific skills are listed in the posting.

Responsibilities

• Build and develop strong teams: hire, develop, motivate, and manage 6–8 full-cycle Account Executives in defined territories.
• Be in the field: participate in ride-alongs, visits, trade shows, and local partnerships in the territory.
• Conduct pipeline and deal reviews, provide performance analysis, and coach for career growth.
• Drive territory growth by building pipeline in new and existing markets and coaching local prospecting strategies.

Job description

Mid-Market Sales Manager, Midwest

Location

Chicago

Employment Type

Full time

Location Type

Remote

Department

Sales

Compensation

• Base Salary $130,000 | On Target Earnings $250K – $300K
• Offers Equity
• Offers Commission

The posted range represents the typical compensation range for this role. To determine actual compensation we review the market rate of each candidate which can include a variety of factors including qualifications, experience, interview performance, and location. Additional benefits are shared as part of the job posting.

Overview

Application

A Better Built World

At Miter, we’re on a mission to help construction contractors build with confidence. If we’re successful, we’ll make it easier and faster to build critical physical infrastructure - roads, bridges, utilities, data centers, housing, etc.

For decades, construction and field services contractors have had to run their businesses on outdated software: clunky, on-premise systems created in the 1980s and 1990s.

That’s where Miter comes in. We’re using AI and embedded payments to rebuild the core HR, finance, and operations systems that underpin our physical economy. Using Miter, contractors like Marathon Electrical, W.J. O’Neil, and Truebeck Construction are building stronger teams, controlling job costs, and accelerating jobsite execution.

This idea is resonating. Since we launched in 2021, we’ve grown to thousands of customers and tens of millions in ARR, making us one of the fastest growing vertical software companies ever. To double-down on our momentum, we’ve raised $78M+ from top investors (Bessemer, Coatue, and Battery) who share our belief that we’re just getting started.

About the Role:

As a Sales Manager, you will lead and grow Miter's Midwest Mid-Market Sales team. Reporting to the Head of Sales, you will build, coach, and manage a team of Account Executives who own defined geographic territories, launching new markets, acquiring new business, and creating a winning sales culture in the field. This is a hands‑on leadership role that requires both strategic thinking and a deep commitment to coaching your team on the ground — where your customers work.

This role requires significant overlap with Central working hours. This role also involves approximately 25% travel. Most travel will be within your team's Midwest territories and focused on field coaching, customer meetings, industry and company events, and site visits.

What You’ll Do:

• Build and develop strong teams: Hire, develop, motivate, and manage 6–8 full-cycle Account Executives who each own a defined geographic territory. Coach them to be trusted advisors in their local markets.
• Be in the field: Actively participate in the sales process through ride‑alongs, joint customer visits, site visits, trade shows, and local partnerships. Be present where your reps are — on the ground, in the territory.
• Be an effective operator: Conduct regular pipeline and deal reviews, provide performance analysis, and deliver consistent coaching to ensure your team exceeds their targets and develops the skills required for career growth.
• Drive territory growth: Help your team build pipeline from scratch in new and existing markets. Understand the nuances of each rep’s territory and coach them on local prospecting strategies, account prioritization, and long‑cycle discipline.
• Lead collaboratively: Partner with cross-functional teams — including product, marketing, launch, and customer success — to ensure seamless customer experiences and alignment on business goals across the East Coast.
• Leverage technology and data: Utilize our CRM and other technologies to track key metrics, forecast pipelines, and report on team productivity. Salesforce experience preferred.

Culture: Foster an entrepreneurial, high-energy, and collaboratively competitive team culture that levels up everyone around you — grounded in local presence and genuine customer relationships.

What You’ll Need:

• 2+ years of leadership experience hiring, managing, and developing a team of 6+ quota-carrying Account Executives in a field or territory-based sales model.
• A track record of consistently exceeding team quotas and helping your reps grow, get promoted, and win — including in competitive, ground‑up territory development.
• Direct experience in field sales or managing field sales teams: you understand what it takes to build pipeline from scratch, maintain presence in a territory, and develop local market expertise.
• A passion for coaching and building high‑performing, motivated sales teams who show up and compete in the field every day.
• An entrepreneurial mindset — you're scrappy, adaptable, and energized by fast‑paced, high‑growth environments where the playbook is still being written.
• Strong business judgment and data fluency to inform decisions and drive predictable results.
• Exceptional communication and relationship‑building skills — with your team, your customers, and your community.
• Willingness and ability to travel extensively within the East Coast region. This is a field‑first leadership role.
• Experience in construction, payroll, or related industries is a plus.

Our Interview Process:

Recruiter Screen

Hiring Manager Interview

Team Round Interviews

Take Home Assignment

Final Leadership Interview

Our Benefits:

• Competitive Compensation: We offer competitive (well above “market”) salary, commission, and equity packages.
• Medical Insurance: Comprehensive medical, dental, FSA, vision plans to suit you and your family’s needs.
• 401(k) Retirement Plan: Company‑matched contributions to help you plan for your future.
• Flexible PTO: Take the time you need to recharge and be your best self.
• Parental Leave: Generous 16‑week paid leave for all parents, including adoptive and foster parents.
• Learning & Development: We offer every employee an annual educational allowance to explore external professional development.
• Office Extras: Snacks, coffee, lunch, and commuter benefits for in‑office Mitosaurs.
• Community: Company‑wide and team‑specific off‑sites per year.

Hybrid vs. Remote Approach:

We believe the magic of Miter comes from working side by side. We also believe in work flexibility. For roles that are listed as hybrid, our approach is 3 days a week in the office giving us the chance to connect, brainstorm, and build stronger relationships. If you live within a reasonable commute to either our New York City or San Francisco offices, we ask that you work in our hybrid approach.

Otherwise, for roles listed as remote or in other cities where we don't have an office location, there is no requirement to work in our hybrid approach.