Mid-Market Account Executive

Tailscale

Account Executive responsible for expanding and renewing customer accounts for Tailscale. Collaborating with cross-functional teams to achieve revenue growth and build pipeline.

Posted 5/21/2026full-timeDenver • Colorado • 🇺🇸 United StatesMid-LevelSenior💰 $200,000 per yearWebsite

About the role

Key responsibilities & impact

Own an incremental revenue number each quarter while consistently building pipeline throughout the whole year.
Ensure our existing customers get value out of Tailscale and renew + expand their usage.
Provide accurate weekly forecasting & revenue delivery.
Demonstrate the ability to outbound to net-new customers and generate net-new pipeline.
You own the relationship with customers long term and sell new products as we build them.
Participation in video-recorded customer meetings is a core part of this role. Recordings are used for training, collaboration, and quality improvement.

Requirements

What you’ll need

3+ years of closing experience in an AE or an AM role. Outbound experience strongly preferred
Has sold developer and/or technical products, especially in a product-led growth (PLG) motion
Comfortable selling to senior leaders - CTO, CISO, VP of engineering, head of IT
Experience using Gong, Salesforce, or similar, to collaborate internally and manage pipeline
Experience partnering with a Sales Engineering team, support, and customer success team to drive positive outcomes for clients
Proactive from lead to close - the hiring manager for this role is Ben Roberts.
Willing to come into our downtown Denver office 2-3 days per week #LI-Hybrid

Benefits

Comp & perks

An inclusive, flexible environment where you can be your authentic self.
A competitive total compensation package.
Comprehensive group benefits with no waiting period.
Remote first company—most of our teams work fully remotely.
Connect with other Tailscalars IRL.
Support for your personal and professional development.
Paid time off and a healthy work-life integration.
A build-your-own home office setup.
Generous parental leave program from your first day.

ATS Keywords

✓ Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

closing experienceoutbound salespipeline managementforecastingselling technical productsproduct-led growth

Soft Skills

relationship managementproactivecollaborationcommunication