Manager Sales Enablement

Federal Home Loan Bank of Chicago; Chicago (IL); Hybrid; USD 125,825 - 221,275; Full time

Benefits offered by this job

Competitive compensation

Bonus package

401(k) and Pension

Medical/dental/vision

Lifestyle Spending Account

PTO + holidays

Job summary

Federal Home Loan Bank of Chicago is seeking a Senior Manager of Sales Enablement to build and lead a new enablement function. You will standardize opportunities, design training, and develop playbooks for a high-growth, risk-aware sales pipeline across member institutions.

You’ll translate complex products and policies into practical guidance, curate sales content, and partner with Solutions and First Line of Defense to ensure accurate messaging and brand compliance.

Qualifications

• 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.

Responsibilities

• Build and lead the Bank’s Sales Enablement function.
• Design playbooks, curricula, content standards, and Salesforce workflows.
• Translate complex products, policies, and market developments into practical guidance.
• Develop training programs, coaching, and onboarding curricula.
• Oversee MORE engagements with PFIs and coordinate underwriting-standard alignment.

Education

Bachelor’s degree in Business, Marketing, Finance, Communications, or a related field

MBA or relevant certification

Tools

Salesforce

Job description

At the Federal Home Loan Bank of Chicago, employees come first - that’s why we offer a highly competitive compensation and bonus package, and access to a comprehensive benefits program designed to meet the needs of our employees.Collaborative, in-office operating modelRetirement program (401k and Pension)Medical, dental and vision insuranceLifestyle Spending AccountCompetitive PTO plan11 paid holidays per yearWho we areOur mission at FHLBank Chicago: To partner with our members in Illinois and Wisconsin to provide them competitively priced funding, a reasonable return on their investment, and support for their community investment activities.Simply said, we're a bank for banks and other financial institutions, focused on being a strategic partner for our members and working together to reinvest in our communities, from urban centers to rural areas. Created by Congress in 1932, FHLBank Chicago is one of 11 Federal Home Loan Banks, government sponsored in support of mortgage lending and community investment.What it’s like to work hereAt FHLBank Chicago, we bring people together. We are committed to a high performing, engaged workforce, and to supporting the communities we serve across Illinois and Wisconsin. Our Buddy Program pairs new hires with tenured employees to guide their onboarding. Our professional development and training opportunities through upskilling, mentorship programs, and tuition reimbursement allow employees to grow their career with us. Our collaborative, in-office operating model brings teams together to foster innovation, connection, and shared success. To support balance and flexibility, employees are provided with an allocation of remote days to use as needed throughout the year.What you'll doThe 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 against 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; and MORE (Member Outreach) administration.The Manager designs the playbooks, curricula, content standards, and Salesforce workflows that make member engagement consistent, risk-aware, and effective. This is a builder’s role: Sales Enablement does not exist as a dedicated function at the Bank today, and this leader will stand it up as a 2026 pillar.This position sits within the Member Financial Strategies group, reports to the group’s senior leader, and leads a team that includes a Sales Enablement Analyst and the MORE and organizational-training anchor. It engages cross-functionally with Sales, Solutions, First Line of Defense, MPF Sales, Product Development, Marketing and Communications, and the Customer Experience group.How you'll make an impactHelp define and build the Sale Enablement function. Design and implement the enablement engine, shaping how the Bank engages members and drives commercial growth for years to come.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 sell with confidence. Design the playbooks, training programs, and processes that enable more consistent, effective, and risk-aware member engagement across the Bank.What you can expectSales Process & Opportunity DisciplineStandardize how opportunities are initiated, developed, coordinated, and advanced across the sales organizationDesign and maintain Salesforce workflows, stages, and discipline that support a consistent, well-managed pipelineDefine and reinforce the cadence, hand-offs, and accountabilities that keep member engagements movingTranslation & SimplificationConvert complex product, policy, and market developments into practical, sales-ready guidancePartner with Solutions and First Line of Defense to ensure messaging is accurate, suitable, and on-strategyMaintain plain-language reference materials that help the sales force engage members with confidenceSales Tools, Content & PitchbooksCurate and standardize sales materials, templates, and pitchbooksEstablish and maintain a single source of truth for approved sales content, with clear version controlEnsure content is consistent, on-brand, compliant, and easy for the sales force to deployTraining & CoachingBuild and deliver sales training on risk-aware execution, and broader organizational training on business changesDesign onboarding programs and progressive development curricula using sound adult-learning principlesPartner with the MORE and organizational-training anchor to plan and deliver training across the organizationMORE Administration (PFI-facing)Oversee MORE engagements that ensure PFIs underwrite to FHLB standardsCoordinate PFI-facing engagements that support the production pipeline and reinforce underwriting-standard alignmentTeam Leadership & Talent DevelopmentDirectly manage and develop a teamSet priorities, allocate workloads, and maintain high standards across enablement deliverablesReview and quality-control enablement content, curricula, and reporting prior to releaseWhat you'll bringBachelor’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 influenceStrong cross-functional partnership skillsProven ability to set direction, manage workloads, and develop talent within a team.The PerksAt FHLBank Chicago, we believe in rewarding our high performing workforce. We offer a highly competitive compensation and bonus package, and access to a comprehensive benefits program designed to meet the needs of our employees. Our retirement program includes a 401(k) and pension plan. Our wellbeing program supports employees at work and in their personal lives: Our PTO plan provides five weeks of vacation for new employees and 11 paid holidays per year; our Lifestyle Spending Account provides an annual stipend for employees to support wellbeing activities; and our central downtown location at the Old Post Office provides easy access to public transportation and breathtaking views from our award-winning rooftop. Visit FHLBCbenefits.com for additional details about our benefits. Step into a brighter future with us.Salary Range:$125,825.00 - $221,275.00The above represents the expected salary range for this job requisition. Ultimately, in determining your pay, we may also consider your experience, and other job-related factors. In addition to the base salary, we offer a comprehensive benefits package which can be found here: https://hrportal.ehr.com/fhlbc