Mid-Market Sales Leader: Scale Growth & Strategy

Brex; New York (NY); On-site; USD 260,000 - 350,000; Full time

Benefits offered by this job

Medical, dental & vision

Generous vacation

Year-end company shutdown

In-office days, lunches & offsites

Commuter benefits

4 fully remote weeks

Carrot Fertility benefits

Generous parental leave

Job summary

Brex is seeking a Senior Director of Sales for the Mid-Market segment in New York. You will lead the Mid-Market organization, coaching four frontline sales leaders and ~20 Account Executives, and shape strategy, cadence, and execution to drive pipeline and deal velocity.

This role combines strategic planning with hands-on leadership, training managers, and building repeatable systems to ensure forecast accuracy and strong performance across the segment.

Qualifications

• 3+ years of experience managing managers in a second-line sales leadership role.
• Proven ability to hire, coach and manage performance at scale.
• Strong communication and judgment under ambiguity.
• Experience building forecasting, pipeline management, and inspection systems.
• Experience leading outbound-oriented sales teams and driving growth.

Responsibilities

• Lead Mid-Market organization with four frontline sales leaders and ~20 Account Executives.
• Own segment strategy and execution with clear goals and measurable outcomes.
• Hire and develop exceptional sales talent; build leadership bench strength.
• Scale operating cadences for outbound prospecting, pipeline reviews, forecasting.
• Partner with GTM functions to generate pipeline and win deals.
• Coach managers on qualification, competitive differentiation, and strategic deal execution.
• Lead teams through growth and change with accountability.

Skills

Managing managers

Mid-Market sales

Coaching

Forecasting & pipeline

Cross-functional leadership

Strategic planning

Data-driven decision making

Hiring & performance management

Outbound sales leadership

Job description

Brex is seeking a Senior Director of Sales for the Mid-Market segment in New York. You will lead the Mid-Market organization, coaching four frontline sales leaders and ~20 Account Executives, and shape strategy, cadence, and execution to drive pipeline and deal velocity.

This role combines strategic planning with hands-on leadership, training managers, and building repeatable systems to ensure forecast accuracy and strong performance across the segment.