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Enterprise Account Executive

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: RiskExec, Inc.
Full Time position
Listed on 2026-10-29
Job specializations:
  • Sales
    IT / Software Sales, SaaS Sales, B2B Sales, Business Development
Salary/Wage Range or Industry Benchmark: 120000 - 180000 USD Yearly USD 120000.00 180000.00 YEAR
Job Description & How to Apply Below

Risk Exec provides regulatory compliance, lending analytics and increasingly AI-enabled intelligence to financial institutions operating in one of the most demanding regulatory environments in the economy.

What We're Building

Our next phase of growth requires deeper penetration of larger financial institutions: organizations with complex regulatory obligations, multiple stakeholders, established technology environments and buying processes that extend across Compliance, Lending, Risk, IT, Security, Procurement, Legal and executive leadership.

Role Overview

This is a strategic new-logo role with responsibility for a defined portfolio of high-value accounts. You will determine where Risk Exec has the strongest right to win, build relationships across those institutions, create opportunities where none exist today and orchestrate complex evaluations from first engagement through signature.

This is not an inbound order-taking role, and it is not a volume-prospecting role with a larger quota.

You are expected to combine account strategy, executive-level selling, regulatory credibility, disciplined deal management and persistent pipeline creation.

As Risk Exec expands its AI-native capabilities, including Integrity, you will also help sophisticated financial institutions understand where AI can improve compliance workflows while maintaining appropriate human judgment, governance and control.

We are currently considering remote candidates based in Eastern and Central time zones.

What You Will Own

Enterprise new ARR. You are accountable for winning new strategic customers and delivering your annual bookings commitment.

Named-account strategy. For each priority institution, you will develop a clear view of organizational structure, business priorities, regulatory pressures, incumbent solutions, competitive position, relevant stakeholders and realistic paths to entry.

Pipeline creation within your portfolio. BDR, Marketing and executive resources will support you; responsibility for creating enough enterprise pipeline to make the territory successful remains yours.

Complex deal orchestration. You own the opportunity from initial engagement through discovery, evaluation, security and diligence processes, business case, procurement, negotiation and signature.

Executive and multi-threaded relationships. You will build relationships beyond a single champion and engage compliance executives, business leaders, technology stakeholders and economic buyers at the appropriate stages of the process.

Strategic platform selling. You will position Risk Exec as a platform rather than a collection of isolated modules, connecting HMDA, CRA, Fair Lending, Redlining, Fair Servicing and AI-enabled capabilities to the institution’s broader operating priorities.

Commercial strategy and negotiation. You will make thoughtful decisions about packaging, sequencing, stakeholder engagement and use of internal resources while protecting long-term account value.

Pipeline and forecast data in Hub Spot. Opportunity structure, stakeholder maps, next steps and close dates live in Hub Spot and stay current. A forecast is only as credible as the record behind it.

Customer Success owns implementation, adoption and account health following handoff. You will remain strategically involved where executive relationships, expansion strategy or commercial action requires it.

Selling Integrity, Risk Exec's AI-Native Module

Enterprise institutions will scrutinize Integrity harder than any other part of the platform, and that scrutiny will come from Risk, Legal, IT and Security rather than from your compliance champion. You own that conversation in the deal.

Develop a working command of what Integrity does, what data it uses, how its outputs are produced and where human review sits. No AI or ML background is required, and claiming more technical depth than you have will cost you credibility with the people who evaluate it.

Position Integrity inside the platform conversation rather than as a standalone product, connecting it to the institution's existing HMDA, CRA, Fair Lending and Redlining work and to the compliance capacity a lean team is trying to protect.

Carry Integrity through model risk management and third-party AI governance diligence. Larger institutions increasingly run this as a formal review track, and it will slow or stop a deal if you are not prepared for it.

Answer practical questions on data handling, explainability and human review points in front of technical and legal…

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