Enterprise Account Executive – High-Earning Hunter

Sasha Sidel Coaching; Chicago (IL); On-site; USD 100,000 - 110,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

401(k) matching

Job summary

Sasha Sidel Coaching is seeking an Account Executive (Sales Hunter) to drive net-new business in a high-growth technology solutions environment. Based in Chicago or Dallas, this role demands a hunter mentality and the ability to build relationships from scratch.

You will travel heavily, prospect via cold calls, networking, and social selling, and partner with product teams to ensure smooth onboarding. A competitive commission with OTE around $180k complements a base of $100k–$110k.

Qualifications

• 5-8+ years of B2B sales focusing on net-new accounts in tech, SaaS, or IT services is a major plus.
• Hunter mentality with self-motivation, resilience, and quota drive.
• Exceptional negotiation, presentation, and interpersonal skills.
• Willingness to travel heavily, especially if based outside Dallas or Chicago.
• CRM proficiency with Salesforce or similar modern CRM platforms.

Responsibilities

• Prospect & Acquire: Actively hunt and close net-new accounts through cold calling, networking, social selling, and strategic outreach.
• Pipeline Management: Build, qualify, and manage a robust sales pipeline from initial contact to close.
• Consultative Selling: Understand client pain points and present tailored tech solutions with clear ROI.
• On-the-Road Engagement: Travel heavily to meet prospects face-to-face and present at industry events.
• Collaboration: Partner with technical and product teams to ensure onboarding and handoff of new accounts.

Skills

Hunter mentality

CRM Savvy

Negotiation

Communication

Relationship building

Tools

Salesforce

Job description

Sasha Sidel Coaching is seeking an Account Executive (Sales Hunter) to drive net-new business in a high-growth technology solutions environment. Based in Chicago or Dallas, this role demands a hunter mentality and the ability to build relationships from scratch.

You will travel heavily, prospect via cold calls, networking, and social selling, and partner with product teams to ensure smooth onboarding. A competitive commission with OTE around $180k complements a base of $100k–$110k.