Own and drive complex, enterprise-level sales cycles by positioning technology-led solutions across custom application development, mobile integrations, AI/ML, IoT, data analytics, cloud platforms (AWS, Azure, GCP), DevOps, and CI/CD.
Lead the full deal lifecycle for large, strategic accounts – from targeted prospecting through contract negotiation and close – while delivering a high-trust, consultative client experience.
Identify, engage, and develop relationships with senior decision-makers and executive stakeholders within enterprise organizations.
Assess client business objectives, technical environments, and industry dynamics to architect and propose high-impact, scalable solutions.
Partner closely with Delivery, Engineering, and Solution teams to shape deal strategy, scope solutions, and ensure successful handoff post-sale.
Collaborate with Marketing on account-based and enterprise outreach strategies to generate and expand pipeline.
Lead executive-level presentations and value-based discussions that clearly articulate business outcomes and ROI.
Navigate complex buying processes, address objections, and negotiate commercial terms to close high-value deals.
Consistently achieve or exceed enterprise sales targets and revenue goals.
Maintain accurate pipeline forecasting and provide regular updates to Sales and Delivery leadership.
Stay current on emerging technologies, competitive landscape, and enterprise market trends to inform sales strategy and client conversations.

Requirements

6–15 years of full-cycle, quota-carrying sales experience, with a proven track record of closing complex enterprise technology and services deals.
Demonstrated success selling solutions within the enterprise technology or software space, including cloud migration, application modernization, and data & AI offerings.
Extensive experience engaging and selling to C-level and senior executive stakeholders within Fortune 1000 organizations.
Relationship-first sales approach with strong executive presence, high emotional intelligence, and the ability to listen deeply, read the room, and communicate with clarity and credibility.
Proven ability to communicate effectively with highly technical personas, translating complex architectures and technical concepts into clear business value and outcomes for diverse stakeholders.
Experience structuring, negotiating, and closing services-led deals ranging from $100K to multi-million-dollar engagements.
Strong collaborative mindset with the ability to work effectively across sales, marketing, delivery, and technical teams.
Entrepreneurial, self-directed, and comfortable operating in a fast-paced, evolving environment.
Highly organized and analytical, with strong problem-solving skills and the ability to manage multiple priorities and deadlines.
Working knowledge of established enterprise sales methodologies (e.g., Solution Selling).
Proven experience selling within the TOLA territory (Texas, Oklahoma, Louisiana, and Arkansas), with established regional market knowledge and customer relationships highly preferred.

Benefits

Competitive Base Salary + Uncapped Commission - Great work deserves great pay. We offer a base salary starting at $120,000 and provide multiple ways to earn limitless commission through performance incentives, bonuses, and a structure that rewards results. First year On-Target-Earnings (OTE) start at $220,000 - $250,000+ (uncapped)
Generous PTO policy - Take the time you need to rest, recharge, or travel the world
401k with company match - Planning for your future? So are we. Contribute to your 401(k), and we’ll match up to 4%
Comprehensive Health Coverage - Medical, dental, and vision plans for you and your family, with 90% or more of your deductible completely covered.
Fully remote + light travel - We’ve always been (and always will be) 100% remote. Our Sales team attends events and conferences throughout the year that we hope to see you at!

Applicant Tracking System Keywords

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

Hard Skills & Tools

enterprise salesquota-carrying salescloud migrationapplication modernizationdata analyticsAI/MLIoTDevOpsCI/CDpipeline forecasting

Soft Skills

executive presenceemotional intelligencecommunicationrelationship-buildingproblem-solvingcollaborationorganizational skillsanalytical skillsnegotiationconsultative selling