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Director, Training, Sales Enablement & Solutions

The Federal Home Loan Bank of Chicago
vision insurance, paid holidays, tuition reimbursement, 401(k)
United States, Illinois, Chicago
200 E Randolph St (Show on map)
Mar 25, 2025

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.

  • Retirement program (401k and Pension)

  • Medical, dental and vision insurance

  • Lifestyle Spending Account

  • Competitive PTO plan

  • 11 paid holidays per year

  • Hybrid working model

Visit FHLBCbenefits.com for additional details about our benefits.

Who we are:

FHLBank Chicago partners with our members in Illinois and Wisconsin to provide them competitively priced funding, a reasonable return on their investment in the Bank, and support for their community investment activities. We are one of 11 Federal Home Loan Banks created by Congress in 1932 as a government sponsored enterprise to support mortgage lending and community investment. We are member owned and member focused. Our members include banks, credit unions, insurance companies and CDFIs.

What it's like to work here:

At 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.

What you'll do:

The Director, Training, Sales Enablement, and Risk Solutions is responsible for providing strategic leadership and direction across Training, Sales Enablement, Membership, and Risk Solutions. This role involves overseeing a team of professionals, driving cross-functional initiatives, and ensuring alignment with organizational goals. The Director will play a key role in enhancing processes, managing risks, and fostering a culture of continuous improvement. This position requires a visionary leader with a strong track record of success in the financial industry.

How you'll make an impact:

  • Increasing Member engagement and product usage.
  • Setting up a first line of defense program to enhance our knowledge of our Members and their behavior.
  • Driving the strategy and direction of our Member training programs.

What you can expect:

Training

  • Lead program strategy and planning with stakeholders to understand business goals, learner needs, and target outcomes. Develop a strategic plan for instructional design initiatives, ensuring alignment with company objectives.
  • Manage a team that compiles, analyzes, and evaluates mortgage data and customer interactions in Salesforce, evaluates policies and procedures, and organizes meetings with PFIs to share findings and industry best practices.
  • Design, develop, and implement training programs and mortgage operations reviews to internal and external partners.
  • Identify knowledge gaps and provide recommendations for additional training or support.
  • Perform trend analysis of PFIs and modify training program requirements based on that analysis

Sales Enablement (Mortgage Partnership Finance Sales Enablement, Membership Sales Enablement)

  • Lead and strategize the overall sales enablement efforts, ensuring alignment with organizational goals and objectives.
  • Provide executive oversight and support to the Sales team and members on complex questions related to mortgage product onboarding, servicing, guidelines, and operations. Deliver high-level presentations and participate in key calls/meetings/events as required.
  • Manage and mentor a team of Mortgage Partnership Finance (MPF) MPF trainers, overseeing their review of prospective members' origination and servicing capacity, and ensuring continuous training and development throughout their tenure in the program.
  • Collaborate with company executives to coordinate exceptions or major program initiatives, and review comprehensive reporting on the MPF program, escalating concerns or issues as necessary.
  • Represent the Chicago Bank on system-wide committees, providing strategic insights and leadership.
  • Lead and manage a team responsible for researching and analyzing prospects across all membership types, evaluating their strategic potential for the Bank, organizational structure, eligibility, and initial risk and regulatory considerations.
  • Oversee and optimize the team's efforts in member onboarding, ensuring strict compliance with regulatory guidelines and continuously enhancing the process for greater efficiency.
  • Direct and review the team's ongoing membership analytics to inform Bank strategy, SEC filings, annual reports, regulatory reporting, and other critical documentation.
  • Supervise and guide the team in facilitating member departures and mergers, analyzing potential new member and product opportunities arising from mergers and acquisitions, and enhancing processes as needed.
  • Oversee the annual stock recalculation process, ensuring the team maintains the Tier 1 EUC file, and provide detailed analytics on year-over-year changes in member mortgage assets, voting shares, and directors.
  • Serve as a key expert on membership regulations and the Bank's capital plan, providing authoritative insights and guidance to the team.

Risk Solutions

  • Own and manage risks associated with both membership and mortgage teams, designing, operating, and implementing controls for these risks. Coordinate with front-line employees who identify, assess, and manage risks.
  • Conduct and oversee semi-annual member products risk assessments in conjunction with other front-line departments in the Bank, reporting findings to relevant committees.
  • Ensure the timely closing of any audit or exam findings affecting the department, and represent the department on compliance and risk committees.
  • Collaborate with teams in Sales, Strategy, and Solutions to establish a first line of defense program, which includes monitoring and reporting issues related to member product use behavior, member health, and Sales, Solutions, and Marketing processes.

Other

  • Supervise, mentor, and develop senior level staff and leaders, fostering professional growth and ensuring alignment with organizational goals.
  • Collaborate with various teams across the organization to drive initiatives forward, leading cross-functional teams to successfully complete diverse tasks as needed.

What you'll bring:

  • Bachelor's degree in finance, business, or a related field; Master's degree preferred.
  • 12-15+ years of experience in a financial institution or related industry, with a proven track record of success.
  • 5+ years of leadership or management experience, demonstrating the ability to lead and develop teams.
  • 2-3 years of experience driving cross-functional projects, showcasing strong project management skills.
  • Critical thinker with excellent communication skills (verbal, public speaking, written, and listening).
  • Strong analytical and organizational skills; ability to multitask while maintaining superb attention to detail.
  • Compassionate leader who can inspire their team and hold them accountable.
  • Motivated to delve deeply into relevant subjects and speak as an expert within the organization.
  • Self-directed, yet a strong team player.
  • Highly accountable individual who can also hold others accountable; ability to influence stakeholders to meet objectives or complete tasks.
  • Proficient in MS Office (PowerPoint, Excel, Word).
  • Knowledge of Salesforce or Riskonnect is a plus.

The perks:

At 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.. #LI-Hybrid

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