# Director, Enterprise Sales

**Company:** [Datadog](https://hotfix.jobs/companies/datadog)
**Location:** Remote
**Role:** Sales Engineering
**Salary:** $150k – $200k/yr
**Experience:** 5+ years
**Skills:** Enterprise Sales, sales management, quota setting, Sales Forecasting, c-level selling, complex negotiations, MEDDIC, Command Of The Message
**Posted:** 2026-07-23

> Lead, hire, coach and manage a team of Enterprise Sales Executives to achieve bookings quotas. Requires 5+ years of enterprise sales experience, strong track record managing complex deals with Fortune 1000 and C-level IT executives, and regular client travel.

## Job Description

## What You’ll Do

- Manage, hire, train and ramp a team of Enterprise Sales Executives responsible for new and expansion bookings
- Achieve annual Enterprise bookings quota with monthly and quarterly targets
- Develop and manage Enterprise Sales Executives on productivity metrics such as deal size, win rate, and forecast accuracy as well as how to lead a customer through a proactive sales cycle
- Coach Sales Executives through building executive relationships with Named Enterprise accounts in their territories and through complex Enterprise deals and negotiations
- Shape the direction of the go-to market strategy and execution for your region
- Work collaboratively with Marketing, Product and Success to build targeted messaging and collateral, and mapping a customer journey for the specific business needs of your region
- Conduct weekly forecast meetings
- Support direct reports by participating and leading in client and prospect meetings. Engaging other corporate resources as required

## Who You Are

- Experienced in managing a high performing Enterprise Sales team for a B2B technology company
- A strong relationship builder with 5+ years of overall Enterprise sales experience working with Fortune 1000 companies
- Confident in managing complex sales processes with multiple stakeholders and negotiations with pricing based on business value, legal and procurement
- Knowledgeable in selling to C-level executives in the IT space
- Experienced in setting quotas and managing people against those quotas
- Passionate about coaching others with a successful track record as an individual contributor and can share relevant and complex closing experience with a growing team
- Role requires regular travel to client sites, within your area and other regions, using various modes of transportation (car, train, air), depending on business needs

## Benefits and Growth

- High income earning opportunities based on self performance
- New hire stock equity (RSU) and employee stock purchase plan (ESPP)
- Continuous professional development, product training, and career pathing
- Sales training in MEDDIC and Command of the Message
- Intra-departmental mentor and buddy program for in-house networking
- An inclusive company culture, opportunity to join our Community Guilds
- Generous and competitive medical benefits package
- Retirement savings match
- Pet adoption and insurance program

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