Full-Time

Sales Support Administrator

First

Posted on 8/23/2025

Wintrust

Wintrust

1,001-5,000 employees

Community banking and wealth management provider

Compensation Overview

$42k - $55k/yr

+ Annual Bonus

Northbrook, IL, USA

In Person

Category
Sales & Account Management
Required Skills
Salesforce
Requirements
  • 3-5 years’ experience, Sales Support, Account Management, Portfolio Management, Relationship Building, or Financial Services
  • Bachelor’s degree in Sales, Finance, or relevant field
  • Knowledge of Insurance Products
  • Advanced Computer Skills, MS Office Suite skills, proficient and experience with Salesforce.com and Adobe InDesign
Responsibilities
  • Complete Enhancement Request Forms for customization requests from Third Party programs and provides client facing or web-based training to agents on any product or service offered by FIRST.
  • Onboards new clients and ensures they have everything necessary to successfully utilize our products and services, including demos/training for e-Complete.
  • Relationship development with Third Party Sales representatives and program business and increase client business by identifying cross-selling opportunities in lending and deposits.
  • Acts as first point of contact for escalated nonroutine request, solving complex issues, serving as the internal go-to for our most significant agency relationships and responsible for tracking and analyzing action items from all departments to ensure everyone remain consistent.
  • Uses creativity and good judgment to provide the client with the best possible solutions to their needs while minimizing the risk to FIRST.
  • Provides agency program quality marketing analytics data, query building/custom reporting, and program request approvals for our Third-Party clients, while helping to drive and measure Team activity.
  • Generates profitability proposals and manage customizing request of marketing materials in preparation for program calls.
  • Works with department management and outside sales where applicable to analyze and vet programs through profit modeling in effort to optimize program performance, asset quality and profit.
  • Monitors service requests, quotes, and business from assigned programs, for FIRST’s “Fourteen Warning Signs” and concerning trends.
  • Coordinates Business Strategy, project management development, testing of system customizations, new products, and escalation of system bugs oddities from internal team and Third-Party Programs.
  • Oversee documentations and ongoing monitoring of assets and client portfolio.
  • Completes requested premium finance quotes and adheres to credit/underwriting term/pricing procedures & guidelines on FIRSTs most demanding and challenging programs which often require deep underwriting and pricing knowledge and negotiation skills to meet program demands.
  • Contributes to the positive and team-oriented culture by maintaining cooperative relationships (assisting other project teams when necessary), facilitating the resolution of conflicts, sharing information, and accepting and providing feedback.
  • Develops and maintains strong client relationships with internal and external clients through superior service.
  • Accept inbound emails and phone calls from agents and insureds; accept payments, answer questions, and resolve concerns on Third Party & other program quotes/accounts as needed.
  • Performs miscellaneous projects as assigned by the Integrated Solutions management team.
  • Coordinating projects with Integrated Solutions and other departments.
  • Contribute to department and client meetings and completes project tasks as assigned.

Wintrust Financial coordinates a network of community and commercial banks that provide banking, wealth management, insurance premium financing, mortgage origination, and related financial services across 175+ locations in Chicagoland, NW Indiana, southern Wisconsin, and Florida. Customers access products through checking and savings accounts, loans and lines of credit, and cash management, with wealth management offering advisory services and planning, premium financing enabling payment of insurance premiums over time, and mortgage origination helping clients secure home loans. The company differentiates itself by offering a broad, locally focused set of services across a wide regional footprint, tailored to community needs through its multiple divisions. Its goal is to deliver accessible, comprehensive financial solutions to individuals and businesses while expanding its network of community banks and services.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Rosemont, Illinois

Founded

1995

Simplify Jobs

Simplify's Take

What believers are saying

  • Macatawa merger expands Midwest footprint, enhances Michigan customer base, service offerings.
  • Integration upgrades Macatawa products on April 28, 2025, providing excess liquidity, strong deposits.
  • Receives Crain's M&A award for largest banking-finance deal, boosting shareholder value.

What critics are saying

  • Michigan integration fails, eroding deposits to Fifth Third Bank within 6-12 months.
  • Commercial real estate defaults in northern Illinois slash net interest margins in 12-18 months.
  • JPMorgan Chase captures small business lending share via superior digital tech in 18-24 months.

What makes Wintrust unique

  • Wintrust operates 16 banking charters across community, commercial, specialty finance, wealth management.
  • Merger with Macatawa Bank on August 1, 2024, adds 26 Michigan branches in Kent, Ottawa, Allegan counties.
  • Macatawa acquisition, valued at $510.3 million, marks largest West Michigan bank deal in years.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Retirement Plan

401(k) Company Match

Parental Leave

Employee Assistance Program (EAP)

Flexible Spending Account (FSA)

Employee Stock Purchase Plan

Transportation and Commuting Benefits

Pet Insurance

Company News

Yahoo Finance
Feb 25th, 2026
Regional bank stocks deliver solid Q4 results, revenues beat estimates by 1.5%

Wintrust Financial reported Q4 revenues of $715.6 million, up 11% year-on-year and exceeding analyst expectations by 1.8%. The regional bank delivered a strong quarter with beats on both revenue and net interest income estimates. CEO Timothy Crane highlighted 19% net income growth and record results across several metrics, driven by robust loan and deposit growth in the Chicago-area bank's markets. The company achieved a stable net interest margin and strong balance sheet expansion. Across the regional banking sector, the 95 tracked banks reported satisfactory Q4 results, with revenues beating consensus estimates by 1.5% on average. Share prices have remained relatively unchanged following earnings announcements. Wintrust Financial's stock has risen 3.4% since reporting and currently trades at $149.55.

Yahoo Finance
Feb 1st, 2026
Shaker Investments exits $3.47M Wintrust Financial stake despite 13% gain

Shaker Investments sold its entire 26,185-share stake in Wintrust Financial on 30 January, representing an estimated $3.47 million transaction and reducing its exposure by 1.44% of assets under management. The exit came despite Wintrust shares rising 13% over the past year, though the stock underperformed the S&P 500 by approximately two percentage points. Wintrust, a regional financial holding company offering community banking and wealth management services, primarily operates across the Midwest and select Florida markets. The sale appears to reflect portfolio repositioning rather than concerns about Wintrust's performance. Over 30% of Shaker's assets are now concentrated in industrials and mega-cap technology stocks, with top holdings including Axos Financial, Broadcom and Nvidia, suggesting a preference for companies with dominant market positions and stronger growth prospects.

Yahoo Finance
Jan 21st, 2026
Wintrust hits record $824M net income, climbs to third in Chicago deposit market share

Wintrust Financial reported record full-year 2025 results, with net income of $824 million, up from $695 million in 2024. Total assets reached approximately $71 billion. Fourth-quarter net income hit a record $223 million. The company achieved mid- to high-single-digit organic growth in loans and deposits, each rising roughly $1 billion in the fourth quarter. Net interest margin remained stable around current levels, supporting record net interest income. Wintrust advanced to third place in Chicago deposit market share whilst posting strong gains in Wisconsin and West Michigan. For 2026, management targets mid- to high-single-digit loan and deposit growth with net interest margin expected to remain relatively stable. The company retains share buyback authorisation of slightly over $200 million whilst prioritising organic growth and anticipating revenue growth to outpace expenses.

GlobeNewswire
May 9th, 2025
Wintrust Financial Corporation Announces Pricing of $425 Million Preferred Stock Offering

ROSEMONT, Ill., May 08, 2025 (GLOBE NEWSWIRE) -- Wintrust Financial Corporation (“Wintrust”) (Nasdaq: WTFC) today announced that it has priced an...

Equipment Leasing and Finance Association
Apr 8th, 2025
Key Equipment Finance refinancing for The Dutra Group

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