Manager Sales Enablement

At FHLBank Chicago, we prioritize our employees by offering a highly competitive compensation and bonus package, along with a comprehensive benefits program designed to meet their needs. Our collaborative, in-office operating model fosters innovation and shared success.

About Us

Our mission at FHLBank Chicago is to partner with our members in Illinois and Wisconsin to provide competitively priced funding, a reasonable return on their investment, and support for their community investment activities. We are a bank for banks and other financial institutions, focused on being a strategic partner for our members to reinvest in communities, from urban centers to rural areas.

Created by Congress in 1932, FHLBank Chicago is one of 11 Federal Home Loan Banks, a government-sponsored enterprise supporting mortgage lending and community investment.

At FHLBank Chicago, we bring people together through a high-performing, engaged workforce and support the communities we serve. Our Buddy Program pairs new hires with tenured employees for onboarding guidance. We offer professional development through upskilling, mentorship programs, and tuition reimbursement. Our in-office model fosters collaboration, while employees receive allocated remote days for flexibility and balance.

Responsibilities

The Manager, Sales Enablement builds and leads the Bank’s dedicated Sales Enablement function, equipping the sales organization, the broader Bank, and participating financial institutions (PFIs) with the skills, education, and tools to execute the Bank’s commercial strategy. This role owns:

• Sales process and opportunity discipline
• Translation and simplification of complex product, policy, and market developments into practical guidance
• Sales tools, content, and sales strategies
• Training and coaching
• MORE (Member Outreach) administration

The Manager designs playbooks, curricula, content standards, and Salesforce workflows to make member engagement consistent, risk-aware, and effective. This is a builder’s role, as Sales Enablement does not currently exist as a dedicated function and will be established as a 2026 pillar.

Impact

• Help define and build the Sales Enablement function: Design and implement the enablement engine to shape how the Bank engages members and drives commercial growth.
• Turn complexity into action: Help sales teams and member institutions navigate complex products, policies, and market developments through practical tools, training, and guidance.
• Equip the sales organization to sell with confidence: Design playbooks, training programs, and processes for consistent, effective, and risk-aware member engagement.

Key Duties

Sales Process & Opportunity Discipline

• Standardize how opportunities are initiated, developed, coordinated, and advanced across the sales organization.
• Design and maintain Salesforce workflows, stages, and discipline to support a consistent, well-managed pipeline.
• Define and reinforce cadence, hand-offs, and accountabilities to keep member engagements moving.

Translation & Simplification

• Convert complex product, policy, and market developments into practical, sales-ready guidance.
• Partner with Solutions and First Line of Defense to ensure messaging is accurate, suitable, and on-strategy.
• Maintain plain-language reference materials to help the sales force engage members with confidence.

Sales Tools, Content & Pitchbooks

• Curate and standardize sales materials, templates, and pitchbooks.
• Establish and maintain a single source of truth for approved sales content with clear version control.
• Ensure content is consistent, on-brand, compliant, and easy for the sales force to deploy.

Training & Coaching

• Build and deliver sales training on risk-aware execution and broader organizational training on business changes.
• Design onboarding programs and progressive development curricula using sound adult-learning principles.
• Partner with the MORE and organizational-training anchor to plan and deliver training across the organization.

MORE Administration (PFI-facing)

• Oversee MORE engagements to ensure PFIs underwrite to FHLB standards.
• Coordinate PFI-facing engagements to support the production pipeline and reinforce underwriting-standard alignment.

Team Leadership & Talent Development

• Directly manage and develop a team, including a Sales Enablement Analyst and the MORE and organizational-training anchor.
• Set priorities, allocate workloads, and maintain high standards across enablement deliverables.
• Review and quality-control enablement content, curricula, and reporting prior to release.

Requirements

• Bachelor’s degree in Business, Marketing, Finance, Communications, or a related field. Advanced degree (MBA) or relevant certification is a plus.
• 7+ years of professional experience in sales enablement, sales operations, product marketing, training and learning & development, or commercial strategy—preferably in financial services—including 1–3 years of people leadership experience.
• Demonstrated experience building enablement programs, playbooks, curricula, or standardized content from the ground up.
• Hands-on experience designing and maintaining Salesforce (or comparable CRM) workflows and reporting.
• Proven ability to translate complex financial products and policy into clear, sales-ready guidance.
• Sales process design and CRM/Salesforce workflow discipline.
• Skill at translating complex product, policy, and market developments into clear, practical guidance.
• Curriculum design and adult-learning delivery, with strong facilitation and coaching ability.
• Content and pitchbook standardization, with an eye for consistency, brand, and compliance.
• Exceptional written and verbal communication skills, with executive presence and the ability to influence.
• Strong cross-functional partnership skills.
• Proven ability to set direction, manage workloads, and develop talent within a team.

Benefits

• Retirement program (401k and Pension)
• Medical, dental, and vision insurance
• Lifestyle Spending Account
• Competitive PTO plan (five weeks of vacation for new employees)
• 11 paid holidays per year
• Professional development and training opportunities through upskilling, mentorship programs, and tuition reimbursement
• Buddy Program for new hires
• Allocated remote days for flexibility
• Central downtown location at the Old Post Office with easy access to public transportation and award-winning rooftop views

Visit FHLBCbenefits.com for additional details about our benefits.

Pay

Salary Range: $125,825.00 - $221,275.00. The final salary will consider experience and other job-related factors.