Enterprise Account Executive (Chicago)

Ferretti Search is delighted to partner with a growing organization to locate their next Enterprise Account Executive.

Location: Remote – Midwest U.S.

Compensation: $250,000–$300,000 OTE (50/50 base and commission) + equity potential

Schedule: Fully Remote | 25–35% Travel

What's in it for you?

• Growth Opportunity: Join a rapidly expanding organization with the opportunity to develop and own a territory in the financial services market.
• High Earning Potential: Competitive compensation structure with uncapped earning potential and equity participation.
• Ownership & Autonomy: Take ownership of your territory, develop relationships with senior executives, and play an important role in the company's continued growth.

What will your day look like?

• New Business Development: Identify, prospect, and close new enterprise customers within the banking and insurance industries.
• Executive Relationships: Build relationships with C-suite executives and senior decision-makers across financial services organizations.
• Complex Sales Cycles: Manage enterprise sales opportunities involving multiple stakeholders, lengthy evaluations, and complex procurement processes.
• Pipeline Development: Independently generate new business opportunities through strategic prospecting, networking, and outbound sales activities.
• Strategic Selling: Understand customer business challenges and position solutions that support operational improvements and business objectives.
• Cross-Functional Collaboration: Partner with internal teams to develop proposals, navigate customer requirements, and successfully close opportunities.

Who are you?

• Enterprise Sales Professional: Proven success selling SaaS, technology, or enterprise solutions into banks, insurance companies, or other financial institutions.
• New Logo Hunter: Demonstrated ability to establish new customer relationships and close business without relying heavily on existing accounts or inbound leads.
• Complex Deal Experience: Experience closing enterprise agreements of $100K+ in annual contract value with sales cycles of six months or longer.
• Financial Services Expertise: Strong understanding of how large financial institutions evaluate, approve, and purchase new technology or services.
• Executive Presence: Comfortable engaging C-suite executives, navigating multiple stakeholders, and managing complex negotiations.
• Self-Starter: Highly motivated, resourceful, and successful working independently in a remote environment.

Application & Contact Information

If you are an experienced Enterprise Account Executive with a strong background in financial services and a proven ability to develop new business, contact Chris Machon at for a confidential conversation.