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Remote Enterprise Sales Jobs (NOW HIRING)

Datadog

  • Medical

  • Retirement

Our Director, Enterprise Sales will provide strategy, mentorship, and guidance for a team of ... Remote

Advanced Utility Systems

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This opportunity goes beyond another sales job. You'll act as a trusted advisor to our established ... This remote role welcomes candidates anywhere in the US. Travel is required as needed ...

Akkadian Labs

Enterprise Sales Executive

Hoboken, NJ · Remote

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Our culture is people-first, fully remote, and rooted in respect, innovation, and teamwork, because ... Why Top Enterprise Sellers Win at Akkadian * The platform actually works--and customers love it.

Akkadian Labs

Enterprise Sales Executive

Hoboken, NJ · Remote

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Our culture is people-first, fully remote, and rooted in respect, innovation, and teamwork, because ... Why Top Enterprise Sellers Win at Akkadian * The platform actually works-and customers love it.

Payactiv, Inc.

Enterprise Sales

$150K - $175K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Enterprise Sales Executive Job Status ... Remote Salary Range: 150K to 175K plus Commission Total Compensation: Up to $230K Preferred ...

Akkadian Labs

Enterprise Sales Executive

Hoboken, NJ · On-site +1

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Our culture is people-first, fully remote, and rooted in respect, innovation, and teamwork, because ... Why Top Enterprise Sellers Win at Akkadian * The platform actually works-and customers love it.

Rilevera

Senior Enterprise Sales

Boonton, NJ · Remote

$125K - $175K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

Senior Enterprise Sales Location ... Remote USA - NJ/NY preferred, MO secondary About Us: Rilevera is an early stage cybersecurity ...

Harris

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This opportunity goes beyond another sales job. You'll act as a trusted advisor to our established ... This remote role welcomes candidates anywhere in the US. Travel is required as needed ...

Shyft6

Regional Enterprise Sales Executive

Maitland, FL · Remote

$150K - $175K/hr

This is a remote position. Seeking an experienced Enterprise Sales Executive to drive strategic growth within health systems and provider organizations. This is an opportunity for a high-performing ...

Harris

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This opportunity goes beyond another sales job. You'll act as a trusted advisor to our established ... This remote role welcomes candidates anywhere in the US. Travel is required as needed ...

Harris

(Remote) Enterprise Account Executive

Washington, DC · Remote

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This opportunity goes beyond another sales job. You'll act as a trusted advisor to our established ... This remote role welcomes candidates anywhere in the US. Travel is required as needed ...

Harris

(Remote) Enterprise Account Executive

Florida, NY · Remote

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This opportunity goes beyond another sales job. You'll act as a trusted advisor to our established ... This remote role welcomes candidates anywhere in the US. Travel is required as needed ...

Harris

(Remote) Enterprise Account Executive

Virginia, IL · Remote

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This opportunity goes beyond another sales job. You'll act as a trusted advisor to our established ... This remote role welcomes candidates anywhere in the US. Travel is required as needed ...

Weekday AI

Enterprise Sales Domain Expert

$60 - $90/hr

Engagement Details * Full-time remote opportunity within the United States. * Work closely with AI researchers and domain experts to improve enterprise sales intelligence. * Contribute to projects ...

Axle Logistics

Enterprise Sales Executive

Knoxville, TN · On-site +1

Remote Travel Requirement: Up to 30% Axle Logistics is seeking an Enterprise Sales Executive to join our growing team. This remote role is responsible for lead generation, prospecting, and onboarding ...

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Remote Enterprise Sales information

See salary details

$90.5K

$148.3K

$299K

How much do remote enterprise sales jobs pay per year?

As of Aug 15, 2026, the average yearly pay for remote enterprise sales in the United States is $148,266.00, according to ZipRecruiter salary data. Most workers in this role earn between $114,000.00 and $164,500.00 per year, depending on experience, location, and employer.

What is a remote enterprise sales?

A Remote Enterprise Sales job involves selling products or services to large businesses while working remotely. Enterprise sales typically focus on high-value, complex deals that require relationship-building, customized solutions, and a consultative approach. Professionals in this role communicate with key decision-makers, manage long sales cycles, and negotiate contracts. They use virtual tools like video calls, CRM software, and email to engage clients effectively. Strong sales skills, industry knowledge, and self-discipline are essential for success in this remote role.

What are the key skills and qualifications needed to thrive in remote enterprise sales, and why are they important?

To thrive as a Remote Enterprise Sales professional, you need a proven track record in B2B sales, relationship management, and strategic selling—often supported by a bachelor's degree and relevant sales experience. Familiarity with CRM platforms such as Salesforce, virtual meeting tools, and sometimes sales certifications (like MEDDIC or Challenger) are commonly required. Exceptional communication, self-motivation, and the ability to build trust remotely help set top performers apart. These skills and tools are essential for driving revenue growth, nurturing long-term client partnerships, and succeeding in a virtual sales environment.

What are the main challenges faced in remote enterprise sales?

One of the primary challenges in Remote Enterprise Sales is building and maintaining strong client relationships without frequent face-to-face interactions, which requires excellent virtual communication and trust-building skills. Additionally, remote sales professionals must be highly self-motivated and organized to manage their pipelines, meet quotas, and coordinate closely with cross-functional teams—including marketing, product, and customer success. Staying adaptable to different clients' needs and mastering remote tools is essential. However, these challenges can be very rewarding and offer opportunities for career advancement as you demonstrate expertise in managing large, complex sales cycles.

Does remote enterprise sales offer remote jobs?

Remote enterprise sales roles typically offer remote job opportunities, allowing sales professionals to work from home or other locations outside the office. These positions often require strong communication skills, familiarity with CRM tools, and the ability to manage client relationships virtually.
More about Remote Enterprise Sales jobs

What cities are hiring for Remote Enterprise Sales jobs?

Cities with the most Remote Enterprise Sales job openings:

What are the most commonly searched types of Enterprise Sales jobs?

The most popular types of Enterprise Sales jobs are:

What states have the most Remote Enterprise Sales jobs?

States with the most job openings for Remote Enterprise Sales jobs include:

What job categories do people searching Remote Enterprise Sales jobs look for?

The top searched job categories for Remote Enterprise Sales jobs are:

Remote Enterprise Sales jobs near you
Infographic showing various Remote Enterprise Sales job openings in the United States as of August 2026, with employment types broken down into 78% Full Time, 21% Part Time, and 1% Contract. Highlights an 92% Physical, 1% Hybrid, and 7% Remote job distribution, with an average salary of $148,266 per year, or $71.3 per hour.

Director, Enterprise Sales

Datadog

On-site, Remote

Full-time

Medical, Retirement

Posted 22 days ago

Datadog rating

9.6

Company rating: 9.6 out of 10

Based on 6 frontline employees who took The Breakroom Quiz

1st of 492 rated business services

Job description

Our Director, Enterprise Sales will provide strategy, mentorship, and guidance for a team of Enterprise Sales Executives who are responsible for driving new business through the full sales cycle.

At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.

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

Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you're passionate about technology and want to grow your skills, we encourage you to apply.

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

Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.

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