AI Squared Logo

AI Squared

Account Executive - Mid Market

Reposted 12 Days Ago
Remote
Hiring Remotely in USA
Expert/Leader
Remote
Hiring Remotely in USA
Expert/Leader
The Strategic Account Executive is responsible for acquiring new clients and expanding market presence by leveraging a data and AI platform, managing the sales cycle, and engaging with C-suite executives to provide tailored solutions.
The summary above was generated by AI

Position Overview

We are seeking a dynamic and results-driven Strategic Account Executive to focus on acquiring new customers and expanding our market presence in the mid-market segment. In this role, you will focus on helping organizations adopt and leverage our cutting-edge data, AI, and analytics platform to transform their business. You will own the entire sales cycle, from prospecting to closing, and work closely with technical and business stakeholders to deliver innovative, high-value solutions. This role is pivotal in driving revenue growth by identifying, targeting, and closing new business opportunities. The ideal candidate thrives on building relationships, navigating complex sales cycles, and delivering tailored solutions that address prospective clients' needs.

Key Responsibilities

  • New Business Development: Proactively identify and pursue prospects and new business opportunities to secure new logos, expanding the company’s customer base.

  • Solution Selling: Use a consultative approach to understand prospective clients’ business challenges and articulate the value of our platform in solving their data and AI needs.

  • Executive Engagement: Build relationships with senior decision-makers, including CIOs, CTOs, and data and business leaders, to establish trust and influence decision-making.

  • Pipeline Management: Build and manage a robust sales pipeline, ensuring consistent achievement of sales targets and KPIs.

  • Prospecting & Outreach: Utilize various tools and strategies (e.g., cold outreach, networking, events) to engage potential customers and qualify leads.

  • Consultative Selling: Understand prospective clients' unique challenges and objectives, delivering tailored solutions that demonstrate clear value and ROI.

  • Sales Cycle Management: Manage the entire sales process, including prospecting, discovery, solution presentation, negotiation, and contract closing.

  • Market Intelligence: Stay informed about industry trends, competitors, and market conditions to identify opportunities and position the company’s offerings effectively.

  • Collaboration: Partner with marketing, product, and other internal teams to create compelling go-to-market strategies and ensure smooth onboarding for new clients.

  • CRM Mastery: Maintain accurate records of prospect interactions, sales activities, and progress in CRM systems (e.g., Salesforce, HubSpot).

  • Metrics & Reporting: Consistently achieve or exceed sales quotas and report on progress, pipeline, and forecast accuracy.

Qualifications

Location: Remote but with a high preference to candidates located within the NYC & Chicago metro area(s)

Experience
10+ years in sales or business development, with a proven track record of acquiring new clients, preferably selling SaaS, data, AI, or analytics solutions into the mid-market.

Education
Bachelor’s degree in business, marketing, or a related field; MBA is a plus.

Skills

  • Strong prospecting and lead generation expertise, including cold calling, outbound email, LinkedIn/social selling, and event-based networking

  • Experience managing high-velocity mid-market sales cycles from first touch to signed contract

  • Ability to effectively qualify opportunities using structured methodologies (e.g., MEDDICC, BANT, or similar)

  • Excellent communication and storytelling skills, with the ability to present to both technical and non-technical audiences

  • Strong negotiation and objection-handling abilities

  • Comfort running product demos and solution presentations independently

  • Experience selling consultative, value-based solutions with clear ROI articulation

  • Familiarity with SaaS business models, subscription-based pricing, and expansion/upsell strategies

  • Strong working knowledge of CRM systems, pipeline management, forecasting, and reporting

  • Ability to manage multiple deals in parallel while maintaining accuracy and speed

Attributes

  • Highly motivated, target-driven professional who takes full ownership of outcomes

  • Results-oriented with a healthy competitive edge and a bias for action

  • Self-starter who thrives in autonomy and doesn’t need to be micromanaged

  • Resilient and persistent — handles rejection without losing momentum or confidence

  • Organized, detail-oriented, and disciplined in follow-through

  • Curious, coachable, and always looking to improve performance

  • Adaptable and flexible in evolving, high-growth environments

  • Strong sense of accountability, professionalism, and integrity

  • Collaborative team player who also knows how to run their own book of business

  • Comfortable with ambiguity and able to make smart decisions with limited information

Similar Jobs

2 Days Ago
In-Office or Remote
130K-234K Annually
Senior level
130K-234K Annually
Senior level
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Lead full outbound sales cycle for mid-market merchants: prospect, build pipeline, demo, negotiate, and close multi-product deals. Develop tailored solutions across Square’s ecosystem, partner with BD and cross-functional teams, maintain Salesforce pipeline and forecasts, and consistently meet or exceed revenue targets.
Top Skills: Salesforce
7 Days Ago
In-Office or Remote
115K-145K Annually
Senior level
115K-145K Annually
Senior level
Artificial Intelligence • Fintech • Software • Financial Services • Generative AI • Big Data Analytics • Automation
Full-cycle quota-carrying sales role selling Advisor360°'s platform to mid-market wealth management firms. Manage discovery, demos with Sales Engineering, proposals, negotiations, and closes. Build relationships with RIAs and broker-dealers, maintain pipeline and forecasts, collaborate with Marketing, and maintain CRM and sales engagement data while meeting revenue targets.
Top Skills: CRMMetaviewSales Engagement ToolsSalesforce
7 Days Ago
In-Office or Remote
130K-234K Annually
Senior level
130K-234K Annually
Senior level
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Own the full outbound mid-market sales cycle: prospect, build pipeline, develop multi-product Square solutions, run discovery/demos/negotiations, close complex deals, and forecast in Salesforce while collaborating cross-functionally to meet revenue targets.
Top Skills: SalesforceSquare

What you need to know about the Seattle Tech Scene

Home to tech titans like Microsoft and Amazon, Seattle punches far above its weight in innovation. But its surrounding mountains, sprinkled with world-famous hiking trails and climbing routes, make the city a destination for outdoorsy types as well. Established as a logging town before shifting to shipbuilding and logistics, the Emerald City is now known for its contributions to aerospace, software, biotech and cloud computing. And its status as a thriving tech ecosystem is attracting out-of-town companies looking to establish new tech and engineering hubs.

Key Facts About Seattle Tech

  • Number of Tech Workers: 287,000; 13% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: Amazon, Microsoft, Meta, Google
  • Key Industries: Artificial intelligence, cloud computing, software, biotechnology, game development
  • Funding Landscape: $3.1 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Madrona, Fuse, Tola, Maveron
  • Research Centers and Universities: University of Washington, Seattle University, Seattle Pacific University, Allen Institute for Brain Science, Bill & Melinda Gates Foundation, Seattle Children’s Research Institute

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account