Sales Executive

Saxon AI; Chicago (IL); On-site; USD 120,000 - 190,000; Full time

Benefits offered by this job

None

Job summary

Saxon.ai in Chicago is seeking a Sales Executive to own the full sales cycle for our SaaS solutions. You will engage C-suite and senior decision makers, articulate AI-driven value, and coordinate with cross-functional teams to close enterprise deals and expand existing accounts.

The role emphasizes Microsoft background and strong consultative selling, with a focus on AI, automation, and data analytics solutions in fast-paced growth markets.

Qualifications

• 5+ years of B2B software or SaaS sales experience with a consistent track record of meeting or exceeding quota.
• Proven ability to manage complex, multi-stakeholder enterprise sales cycles ($100K–$1M ACV).
• Strong command of value-based and consultative selling methodologies (MEDDIC, Challenger, SPIN, or equivalent).
• Excellent executive communication, presentation, and negotiation.
• Experience selling AI, automation, cloud, data analytics, or enterprise software solutions.

Responsibilities

• New Business Development: identify, prospect, and qualify new enterprise opportunities across target verticals and build a robust pipeline.
• Full Cycle Sales Ownership: lead end-to-end sales engagements from discovery to contract execution with minimal oversight.
• Executive Engagement: build trusted relationships with C-level buyers and IT leaders to position Saxon.ai as a strategic partner.
• Solution Selling: map Saxon.ai's AI, automation, and analytics capabilities to measurable business outcomes.
• Upsell and Expansion: drive cross-sell motions within existing accounts to maximize value.
• Pipeline & Forecast: maintain CRM hygiene and provide reliable revenue forecasts.
• Partner Ecosystem: leverage Microsoft and SI/channel partners to accelerate deal velocity.
• Market Intelligence: share competitive insights and market trends with Product/Marketing.

Skills

Enterprise sales

C-suite engagement

Negotiation

Consultative selling

Strategic selling

Tools

Salesforce

HubSpot

Job description

Saxon is an enterprise AI platform that helps organizations unlock intelligent automation, conversational AI, and data-driven decision making. Our solutions are deployed across industries, including financial services, healthcare, and manufacturing, enabling clients to modernize workflows, reduce operational costs, and accelerate growth. We are on a high-growth trajectory and are looking for driven sales professionals to help us expand our market presence

. Role Overvi

ew
As a Sales Executive at Saxon.ai, you will own the full sales cycle for our software solutions from identifying and qualifying new business opportunities to closing enterprise deals and expanding existing accounts. You will engage C-suite and senior decision makers, articulate complex AI-driven value propositions, and collaborate cross-functionally to deliver exceptional client experiences. Candidates with a Microsoft sales background are strongly preferred and will have a significant advantage in this ro

le. Key Responsibili

• ties
  New Business Development: Proactively identify, prospect, and qualify new enterprise opportunities across target verticals. Build a robust pipeline independently and in partnership with BDR/SDR t
• eams.Full Cycle Sales Ownership: Lead end-to-end sales engagements — discovery, solution demonstrations, proposals, negotiations, and contract execution — with minimal overs
• ight.Executive Engagement: Build and maintain trusted relationships with C-level buyers, IT leaders, and business unit heads, positioning Saxon.ai as a strategic par
• tner.Solution Selling: Deeply understand customer pain points and map Saxon.ai's AI, automation, and analytics capabilities to measurable business outc
• omes.Account Expansion: Drive upsell and cross-sell motions within existing accounts to maximize lifetime value and deepen product adop
• tion.Pipeline & Forecasting: Maintain accurate pipeline hygiene in CRM (Salesforce/HubSpot) and provide reliable monthly and quarterly revenue forecasts to leader
• ship.Partner Ecosystem: Leverage relationships with Microsoft, system integrators, and channel partners to co-sell and accelerate deal velo
• city.Market Intelligence: Feed competitive insights, customer feedback, and market trends back to Product, Marketing, and Leadership t
• eams.Collaboration: Work closely with Pre Sales Solutions Engineers, Customer Success, and Legal to ensure smooth deal execution and seamless onboar

ding. What We're Looking For (Required Qualifica

• tions)5+ years of B2B software or SaaS sales experience, with a consistent track record of meeting or exceeding
• quotaProven ability to manage complex, multi-stakeholder enterprise sales cycles ($100K–$1M
• + ACV)Strong command of value-based and consultative selling methodologies (MEDDIC, Challenger, SPIN, or equiv
• alent)Excellent executive communication, presentation, and negotiation
• skillsExperience selling AI, automation, cloud, data analytics, or enterprise software sol
• utionsProficiency with CRM tools (Salesforce, HubSpot) and modern sales engagement pla
• formsSelf-motivated, results-driven, and comfortable operating in a fast-paced, high-growth envir

onment Preferred Qualifi

cations Microsoft Sales Background — Highly P

• referred
  Microsoft Background (Strong Plus): Experience selling Microsoft solutions (Azure, Dynamics 365, Microsoft 365, Copilot, Power Platform) or as a Microsoft partner/ISV is a significant advantage. Familiarity with Microsoft's sales ecosystem, co-sell motions, and partner programs is highl