Account Executive, Advisory Services

UPSTACK is the leading full-service technology brokerage that empowers businesses to make smarter technology investments. Through a vendor-neutral approach, UPSTACK delivers expert advisory and execution services across the entire technology landscape—including data center colocation, cloud, connectivity, networking, cybersecurity, AI, and more—at no additional cost to our clients.

Under the leadership of Founder and CEO Christopher Trapp ,
UPSTACK is committed to exceptional customer experiences
, serving 6,500+ clients—from SMBs to enterprises—and managing over $1B+ in annual technology spend across industries."

The Account Executive, Advisory Services is a hunter-focused sales role responsible for generating new business and building a high-value book of business from the ground up. This position owns the full sales cycle, including prospecting, strategic account targeting, relationship development, solution positioning, negotiation, and closing net-new business opportunities.

The ideal candidate is a highly motivated sales professional with a proven ability to independently generate pipeline, penetrate target accounts, and establish relationships with stakeholders at all organizational levels, including executive leadership. This role requires a disciplined, self-starting individual who thrives in a fast-paced environment and can effectively collaborate cross-functionally while maintaining ownership of revenue generation and account growth initiatives.

Remote

• Generate new business opportunities through outbound prospecting, strategic account targeting, networking, and relationship-building activities
• Build and maintain a strong, self-sourced sales pipeline focused on acquiring net-new customers and expanding market presence
• Research target accounts, industry trends, and competitive insights to inform outreach strategies and account engagement plans
• Develop and execute strategic account plans to support both new customer acquisition and long-term account growth opportunities
• Manage the full sales cycle from initial outreach and discovery through proposal development, negotiation, and contract close
• Establish and maintain strong relationships with stakeholders across all levels of customer organizations, including executive leadership and C-suite decision-makers
• Conduct discovery conversations to understand customer business objectives, organizational structures, pain points, and strategic initiatives
• Position and communicate solution value propositions that align with customer needs and deliver measurable business outcomes
• Collaborate cross-functionally with Customer Success, Solutions Engineering, Marketing, Sales
• Development, Product, and Sales Enablement teams to support customer acquisition and expansion efforts
• Partner with Customer Success teams to drive customer retention, account expansion, and long-term relationship growth
• Conduct regular business reviews and strategic account discussions to identify additional opportunities and maximize customer value
• Maintain accurate opportunity tracking, pipeline management, forecasting, and account documentation within CRM platforms such as Salesforce
• Consistently meet or exceed sales quotas, pipeline generation goals, and performance metrics Resilience & Market Awareness
• Demonstrate resilience and persistence in navigating complex sales cycles, objections, and competitive environments
• Stay informed on industry trends, technology solutions, and market developments within the technology and telecommunications sectors

• Bachelor's degree encouraged, but not required.

• At least 7+ years of proven full-cycle sales experience in the Technology and/or Telecommunications…