Enterprise Account Executive (GovCon)

TechnoMile is the leading provider of AI-powered software solutions purpose-built for companies that sell to the government. Trusted by government contractors across industry, TechnoMile helps GovCon teams manage the full lifecycle of winning and executing federal, state, and local contracts – from opportunity identification through contract management. With AI-driven insights, automated workflows, and deep domain expertise, TechnoMile is redefining how companies navigate the complexity of doing business with government.

About the Role

TechnoMile is seeking an Enterprise Account Executive to join our Sales team. Reporting to the Chief Revenue Officer, you'll drive new business growth within strategic enterprise accounts across Aerospace & Defense and the broader GovCon market, selling into organizations that do business with the Federal Government. This is a net-new logo hunting role first, with cross-sell potential across large company divisions once you land.

We believe this role is perfect for someone who has sold business applications into the DIB, regulated or federal-adjacent markets and is excited to own a quota-carrying seat with real earning upside: this territory is targeting an average deal size of $300k-$500k+, so you'll be putting meaningful numbers in front of sophisticated buyers from day one. You'll be part of a culture that values experimentation, continuous learning, and finding smarter ways to win.

This role is open to candidates located in the Washington, DC metro area and is a hybrid role reporting to our office in Tysons Corner, VA, typically 2-3 days onsite, or otherwise determined by leader and team.

About the Team

Our field Sales team is a fast-growing, quota-carrying organization split across Enterprise and Mid-Market segments, all focused on helping GovCons run compliant, efficient revenue operations. Together, we're responsible for landing new logos and expanding existing accounts across a large and underpenetrated market.

What You'll Work On

• Own a $1.2M-$1.5M annual quota, built through a roughly even mix of inbound and self-sourced outbound pipeline.

• Penetrate new enterprise accounts ($2B+ in revenue) while expanding footprint within your existing customer base.

• Build and maintain a strong, self-generated pipeline through contextual prospecting and territory/account planning.

• Coordinate with sales management and marketing to support territory growth, while owning direct outbound as the primary driver of new pipeline.

• Lead insightful commercial conversations with customers, confidently presenting $1M+ solution quotes and articulating the business impact of TechnoMile's platform.

• Partner within TechnoMile's ecosystem to generate and close business.

• Manage proposal and RFP processes in collaboration with the SE team, coordinating internal resources across Product and Professional Services.

• Represent TechnoMile at key industry events and functions.

• Ramp into territory over your first 90 days: learning TechnoMile's platform and GovCon value proposition, building your account and territory plan, and building a qualified pipeline sized to 4x your quota.

• Leverage AI and automation tools to sharpen prospecting, account research, and proposal development, and identify opportunities to embed AI into your own workflow for faster, smarter execution.

What We're Looking For

• GovCon fluency: Direct experience selling into Government Contractors, ideally Aerospace & Defense, and genuine command of the federal buying process and language. Federal or A&D-adjacent sellers with aptitude to learn the sales process for government contractors will be considered.

• Experience: 8+ years of SaaS sales experience, with a strong preference for enterprise business application sales (e.g. ERP, CRM, CLM, Asset Management) over pure technology/widget selling.

• Track record: A track record of leading capture activities and building enterprise-level relationships across long, multi-stakeholder sales cycles (typically 6-12 months), spanning Product, Professional Services, and other departments.

• Methodology: Trained in a formal sales methodology (e.g., MEDDIC, Sandler, Strategic Selling, or Solution Selling), with the discipline to apply it consistently to qualify, forecast, and advance complex, multi-stakeholder opportunities.

• Approach: A hungry, entrepreneurial, and scrappy approach to pipeline building: you're comfortable with ambiguity.

• AI fluency: Hands-on experience using generative AI and automation tools to boost personal productivity, with sound judgment on when to lean on AI versus your own instincts with a customer.

Our Tech Stack

You'll work with technologies like: Salesforce, Gong, and standard SaaS pipeline and forecasting tools.

Will You Thrive at TechnoMile

At TechnoMile, we come from many backgrounds, but we're united by our core values and our drive to pursue greater opportunity. Together, we achieve the extraordinary, turning the improbable into possible.

• Stronger Together: We know it takes people with different backgrounds, distinct experiences, and unique points of view to make our company succeed. We treat one another with trust and respect and work together, knowing we win or lose as a team. We take time to have fun together, share our appreciation for one another, and celebrate achievements.

• Relentless Customer Focus: Taking care of our clients is our first priority and at the core of everything we do. We listen to our customers and seek to exceed their expectations. We keep our promises, and we acknowledge and learn from mistakes when we make them.

• Humble, Hungry, and Smart: We are curious and seek to continuously learn. We avoid arrogance, recognizing that our clients, co-workers, and partners bring knowledge and experience that help us achieve our shared goals. We think creatively, devise new approaches to solve problems, and seek to deliver solutions and insights that others cannot.

• Aim High: We are committed to the highest standards of ethical conduct in all that we do, and we take pride in providing high quality products and services that we stand behind.

Why You'll Love Working at TechnoMile

We want you to succeed here, personally and professionally. Here's what that looks like:

• Work-life Integration: Unlimited PTO, because we trust you to manage your time and get your work done.

• Competitive Benefits: A 401(k) match, plus health coverage with employer-paid or employer-contributed HSA options.

• Growth & Development: An annual professional development allowance to support your learning and growth.

• Where You'll Work: A mix of hybrid and remote roles, with the setup determined by team and position.