Senior Director, Mid Market Sales

Brex
New York, NY
Hybrid

Who this role is best for

Best suited to seasoned B2B sales leaders with a track record in Mid-Market environments, working in fintech or spend management.

Best fit for

  • Seasoned B2B sales leaders with a track record in Mid-Market environments
    — “10+ years of B2B sales experience, with demonstrated success in Mid-Market or comparable upmarket environments”
  • Candidates who have led second-line sales teams and driven measurable business results
    — “3+ years of experience managing managers in a second-line sales leadership role, with measurable business results delivered through the frontline management team”
  • Individuals with experience building forecasting and pipeline management systems
    — “Strong operating and analytical rigor, including experience building forecasting, pipeline management, and inspection systems”

Things to consider

  • Minimum three days per week in-office requirement with limited remote flexibility
    — “require a minimum of three days per week in the office—Monday, Wednesday, and Thursday”
  • Compensation may be influenced by internal pay parity and location factors
    — “the starting base pay will depend on a number of factors, including the candidate’s location, skills, experience, market demands, and internal pay parity”

How to stand out

  • Highlight experience in building scalable sales operations and team development frameworks
    — “build repeatable systems that drive pipeline generation, forecast accuracy, and consistent deal execution”
  • Emphasize your ability to lead through growth and change with clear priorities and execution
    — “Lead teams through growth and change by communicating clear priorities, building commitment, and reinforcing consistent execution and accountability”
  • Demonstrate your track record in coaching managers and driving team performance
    — “coach managers, develop exceptional talent, and build leadership bench strength”
Pace · Fast PacedCollaboration · HighAutonomy · HighDecision Impact · Team

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • leading sales teams to achieve new-business targets
  • developing and scaling operating cadences
  • hiring and developing exceptional sales talent
  • building repeatable systems for pipeline generation and deal execution
Typical background
sales leadershipsales operationssales strategy

Skills & requirements

Required

Sales LeadershipStrategic PlanningTeam CoachingSales Performance ManagementOperating CadencesData-driven Decision MakingCross-functional Collaboration

Preferred

Mid-market SalesAi-native AutomationGlobal Corporate CardsBankingSpend ManagementBill PayTravel Software

About the role

Original posting from Brex

Why join us

Brex is the intelligent finance platform that enables companies to spend smarter and move faster in more than 200 markets. By combining global corporate cards and banking with intuitive spend management, bill pay, and travel software, Brex enables founders and finance teams to accelerate operations, gain real-time visibility, and control spend effortlessly. Brex’s AI-native automation and world-class service eliminate manual expense and accounting tasks for customers so they can focus on what matters most. Tens of thousands of the world's best companies run on Brex, including DoorDash, Coinbase, Robinhood, Zoom, Plaid, Reddit, and SeatGeek.

Working at Brex allows you to push your limits, challenge the status quo, and collaborate with some of the brightest minds in the industry. We’re committed to building a diverse team and inclusive culture and believe your potential should only be limited by how big you can dream. We make this a reality by empowering you with the tools, resources, and support you need to grow your career.

Sales at Brex

The Sales team is the driving force behind revenue at Brex, and every team member directly impacts our bottom line. We focus on generating new opportunities, acquiring new customers, and expanding value across our portfolio. We celebrate individual accomplishments and team wins, with a high-performance culture rooted in execution, transparency, and collaboration.

What You’ll Do

As Senior Director of Sales for the Mid-Market segment, you will lead Brex’s Mid-Market organization, overseeing four frontline sales leaders and ~20 Account Executives. Reporting to the SVP of Sales, you’ll own segment performance, develop the management team, and shape the strategy and operating cadences that support the organization’s next phase of growth.

This is a second-line leadership role that combines strategic planning with hands-on sales leadership. You’ll coach managers, develop exceptional talent, and build repeatable systems that drive pipeline generation, forecast accuracy, and consistent deal execution. You’ll establish clear priorities and lead teams through growth and change while fostering a culture of accountability, ownership, and collaboration. Working across go-to-market functions, this leader will empower the organization to win competitive deals and translate successful approaches into stronger execution across the segment.

Where You’ll Work

This role will be based in one of our offices in San Francisco, New York City, or Seattle. Our hybrid environment combines the energy and connections of being in the office with the benefits and flexibility of working from home. We currently require a minimum of three days per week in the office—Monday, Wednesday, and Thursday. As a perk, we also offer up to four weeks per year of fully remote work. 

Responsibilities

Lead, coach, and develop frontline sales managers to consistently achieve Mid-Market new-business targets

Own segment strategy and execution, translating business priorities into clear goals, manager expectations, and measurable outcomes

Hire and develop exceptional sales talent, build leadership bench strength, and maintain a high bar for coaching and performance management

Build and scale operating cadences across outbound prospecting, account prioritization, pipeline inspection, deal reviews, and forecasting

Use data to diagnose performance gaps, prioritize improvements, and measure their impact on pipeline quality, conversion, and sales productivity

Coach managers on qualification, competitive differentiation, and strategic deal execution; participate in key customer opportunities while strengthening the team’s ability to win independently

Partner with Sales Development, Marketing, Product Marketing, Revenue Operations, Enablement, Product, and post-sale teams to generate pipeline, remove friction, and deliver on customer commitments

Lead teams through growth and change by communicating clear priorities, building commitment, and reinforcing consistent execution and accountability

Model ownership, urgency, humility, and a company-first mindset while contributing to broader go-to-market initiatives

Requirements

10+ years of B2B sales experience, with demonstrated success in Mid-Market or comparable upmarket environments and a consistent record of meeting or exceeding revenue targets

3+ years of experience managing managers in a second-line sales leadership role, with measurable business results delivered through the frontline management team

Strong operating and analytical rigor, including experience building forecasting, pipeline management, and inspection systems that improve execution and predictability

Experience leading outbound-oriented sales teams and helping sellers prioritize large books of accounts while maintaining deal velocity

Strong sales judgment and competitive-selling experience, with the ability to coach managers through qualification, stakeholder engagement, differentiation, and complex deal decisions

A proven approach to hiring, coaching, and performance management, along with experience leading teams through meaningful growth or organizational change

Strong cross-functional leadership skills, with examples of aligning stakeholders, navigating disagreement, and delivering shared business outcomes

Clear communication and sound judgment under ambiguity; comfortable setting strategic direction while staying close to customers, managers, and execution

Experience in fintech or spend management, selling to finance buyers, partner-led selling, or leadership spanning new business and post-sale is helpful but not required

Compensation

The expected OTE range for this role is $343,520 - $429,400. However, the starting base pay will depend on a number of factors, including the candidate’s location, skills, experience, market demands, and internal pay parity. Depending on the position offered, equity and other forms of compensation may be provided as part of a total compensation package.

Brex LLC is a wholly owned subsidiary of Capital One, N.A.

Please be aware, job-seekers may be at risk of targeting by malicious actors looking for personal data. Brex recruiters will only reach out via LinkedIn or email with a brex.com domain. Any outreach claiming to be from Brex via other sources should be ignored.

Source: Brex careers

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