Sr. Enterprise Account Executive

20/20 Teknology; Ashburn (VA); Hybrid; USD 120,000 - 180,000; Full time

Benefits offered by this job

Ultra-high variable compensation

Accelerated commission upside

Generous equity position

Job summary

20/20 Teknology, based in Northern Virginia, is seeking a Senior Account Executive to drive new revenue growth in the cloud and cybersecurity sectors. This role offers a unique compensation structure aimed at rewarding top performers with accelerated commission and equity opportunities. The ideal candidate will have over 5 years of technology sales experience, proven quota performance, and a strong ability to build executive relationships. This position allows for autonomy and significant influence over the go-to-market strategy.

Qualifications

• 5+ years of technology sales experience.
• Proven track record of meeting or exceeding quota.
• Experience with technology vendor field sales teams.

Responsibilities

• Develop and grow strategic customer relationships.
• Identify and close new business opportunities.
• Drive upsell and cross-sell within existing accounts.

Skills

Technology sales experience

Pipeline management skills

Relationship building

Education

Bachelor’s degree or equivalent experience

Job description

2020Teknology · Northern VA/MD/DC (Hybrid)

About the Role

2020Teknology is building a modern infrastructure and managed services platform focused on cloud, cybersecurity, networking, and AI-driven solutions. We partner with industry leaders such as Cisco, Microsoft, Verkada, Fortinet, Zoom, Zscaler, and others to deliver high-impact outcomes for enterprise and mid-market customers.

We are hiring a Sr. Account Executive to drive new revenue growth. This is a high-leverage opportunity for a proven sales professional who wants meaningful upside and ownership in building something significant.

You will be responsible for prospecting, account expansion, and partner-led selling across the Northern Virginia and DC market.

Travel Requirement: ~20% local travel

Responsibilities

• Develop and grow strategic customer relationships
• Identify and close new business opportunities
• Execute territory and account plans aligned to revenue targets
• Drive upsell and cross-sell within existing accounts
• Build joint go-to-market strategies with vendor partners (AWS, Microsoft, Cisco, etc.)
• Maintain accurate forecasting and pipeline management
• Ensure strong account delivery coordination with internal teams
• Achieve and exceed assigned quota

Required Experience

• 5+ years of technology sales experience (VAR, MSP, cloud, infrastructure, or security preferred)
• Proven track record of meeting or exceeding quota
• Experience working with technology vendor field sales teams
• Strong forecasting, operational discipline, and pipeline management skills
• Ability to build executive-level relationships
• Bachelor’s degree or equivalent experience

What Makes This Different

This is not a standard AE role.

We are offering:

• Ultra-high variable compensation structure designed to heavily reward top performers
• Accelerated commission upside with no artificial caps
• Generous and aggressive founding equity positionDirect access to leadership and influence over go-to-market strategy
• The opportunity to help shape a scalable, high-margin recurring services engine

This role is built for someone who wants ownership, autonomy, and outsized upside - not just a salary.

If you are a disciplined, self-driven sales professional who wants to build long-term enterprise relationships while participating in the equity upside of a growing platform, we should talk.