Head of Sales

The Role

This is a hands-on sales leadership role for someone who knows how to create pipeline, open strategic accounts and close complex enterprise technology contracts.

We are not looking for someone who only manages people who sell.

You will sell.

You will work directly with the CEO and technical leadership to identify target institutions, activate executive relationships, prospect into new accounts, lead discovery, develop opportunities, navigate complex buying processes, negotiate and close.

As revenue scales, you will build the sales organization around a repeatable enterprise sales motion.

What You'll Own

• Own enterprise sales and new ARR generation.
• Build qualified pipeline across banks, credit unions, fintechs and other regulated financial institutions.
• Personally source and close strategic enterprise opportunities.
• Leverage existing financial-services relationships to create executive-level conversations.
• Develop new relationships within target accounts.
• Sell to CIOs, CTOs, CISOs, Chief Risk Officers, Chief Data Officers, Chief AI Officers and other senior executives.
• Lead executive discovery, product positioning and commercial conversations.
• Navigate complex technical, security, risk, compliance, procurement and legal processes.
• Build strategic account plans for priority institutions.
• Develop a repeatable land-and-expand sales motion.
• Maintain disciplined pipeline management and accurate forecasting.
• Work with product and technical leadership to refine positioning, use cases, pricing and go-to-market strategy.
• Develop strategic partnerships capable of generating qualified opportunities.
• Recruit and build the broader sales organization as revenue scales.

What We're Looking For

We are deliberately setting a high bar.

You should have:

• 10+ years of enterprise technology sales experience.
• Significant experience selling into banks and regulated financial institutions.
• A strong network of senior executives across financial services.
• A demonstrated history of personally generating multi-million-dollar enterprise pipeline.
• A demonstrated history of personally sourcing and closing six- and seven-figure enterprise contracts.
• Experience selling AI, SaaS, data infrastructure, cybersecurity, governance, risk, compliance, lending, core banking or other mission-critical enterprise technology.
• Strong technical fluency and the ability to engage credibly with sophisticated technology buyers.
• Experience navigating complex, multi-stakeholder enterprise sales cycles.
• Strong executive presence and commercial negotiation skills.
• Excellent pipeline management and forecasting discipline.
• Experience operating in an early-stage or high-growth environment.
• The ability and willingness to operate without a large existing SDR, marketing or sales organization.

The Profile

The strongest candidates combine four characteristics:

Connected - You have genuine relationships across financial services and can create conversations with senior executives.

Technical - You can credibly discuss AI, governance, data, risk, security and enterprise technology.

Hungry - You will prospect, follow up, travel, demo, negotiate and personally drive opportunities forward.

A Closer - You have repeatedly turned complex enterprise opportunities into signed contracts and ARR.

We care less about how many salespeople you have managed than what you personally sourced, sold and closed.

Relevant Experience

Candidates may come from banking technology, AI/data infrastructure, cybersecurity, risk, compliance or enterprise software companies such as:

nCino, FIS, Fiserv, Jack Henry, Finastra, Temenos, Alkami, NICE Actimize, SAS, Feedzai, ServiceNow, Databricks, Snowflake, Microsoft, AWS, Salesforce, Oracle or similar organizations.

Equivalent experience at other companies is equally relevant.

Success Metrics

Your performance will be measured by:

• Qualified enterprise pipeline created
• Personally sourced pipeline
• Executive relationships established
• Strategic accounts activated
• Qualified opportunities created
• Sales-cycle progression and conversion
• New ARR closed
• Expansion ARR
• Forecast accuracy
• Strategic partnerships producing pipeline and revenue

Activity is not the objective. Revenue is.

What We Will Ask You

We want to understand what you have actually sold, not simply where you have worked.

Candidates should be prepared to discuss:

1. Revenue/ARR you personally helped build.
2. Qualified pipeline you personally generated.
3. The largest enterprise contracts you personally sourced and closed.
4. Financial institutions you have successfully sold into.
5. Your personal contribution to those sales.
6. The executive buyer relationships you have developed.
7. How you would approach building eAI's enterprise sales engine.

Prior performance and references may be verified.

If you've built enterprise revenue before and want to do it again from the ground up, we'd like to hear from you.