Full-Time

Vice President of AI and Automation

Posted on 7/4/2025

HUB

HUB

5,001-10,000 employees

Global insurance brokerage and risk management services

Compensation Overview

$250k - $300k/yr

+ Bonus

Chicago, IL, USA

In Person

Category
🤖AI & Machine Learning (2)
,
Required Skills
LLM
Microsoft Azure
Agile
Machine Learning
AWS
Customer Service
SCRUM
Google Cloud Platform
Requirements
  • 10+ years of leadership experience in AI, digital transformation, or enterprise technology strategy.
  • Proven track record of deploying AI or intelligent automation initiatives in complex, regulated industries (insurance/financial services preferred).
  • Background in AI product management, enterprise change leadership, or managing technical squads in Agile/Scrum environments.
  • Deep familiarity with AI governance frameworks, model risk management, and compliance in enterprise environments such as NIST, AI RMF, OECD or ISO/EIC 42001.
  • Strong expertise in Microsoft 365 ecosystem, OpenAI/LLM technologies, RPA platforms (e.g., UiPath), and cloud (Azure, AWS, or GCP).
  • Demonstrated ability to lead cross-functional teams, scale POCs to enterprise products, and communicate complex strategies to executive stakeholders.
Responsibilities
  • Define and champion HUB’s enterprise AI & automation roadmap in alignment with business strategy.
  • Build a forward-looking portfolio focused on five strategic pillars: Baseline GenAI, ML and AI capability, Onboarding Enablement, Sales & Servicing capabilities and vendor capability, AI-Powered RPA and Document Ingestion, Digital D2C AI Capabilities.
  • Ability to translate strategic business process into value added strategic AI delivery capability.
  • Oversee the delivery of key MVPs and scale across business lines.
  • Partner with product, engineering, application, technology, data and business leaders to build and deploy intelligent automation across identified HUB business areas.
  • Establish a Center of Excellence and agile squads to develop, test, and scale AI products.
  • Strong customer service and servant leadership across a dynamic and decentralized business ecosystem.
  • Serve as executive sponsor of the AI Governance Board, ensuring all AI use cases comply with security, privacy, legal, and ethical standards.
  • Establish 'human-in-the-loop' safeguards, change management, and knowledge scoping across solutions.
  • Lead the third-party AI vendor assessment process, selecting and overseeing partnerships with identified AI vendors.
  • Drive user adoption by collaborating with HR, Comms, and L&D to deploy role-specific training and AI playbooks.
  • Create enterprise-wide success metrics and feedback loops to monitor performance and value realization.
  • Empower HUB’s workforce through productivity-enhancing AI embedded in daily tools like M365, Teams, and CRM systems.
Desired Qualifications
  • Knowledge of the insurance industry and insurance brokerage.
  • Familiarity with agentic automation and AI orchestration concepts.
  • Knowledge of digital direct to consumer platforms and the application of AI to those sales and servicing workflows.

HUB International provides a range of insurance and risk management services, including property and casualty, life and health insurance, employee benefits, and investment services. The company operates through a decentralized model with numerous local offices across North America, which allows it to offer customized solutions to a wide variety of clients, from individuals and families to small businesses and large corporations. HUB's unique approach involves acquiring smaller brokerage firms and integrating them into its network, enhancing its geographic presence and expertise. Revenue is generated through commissions and fees for its brokerage and advisory services, enabling HUB to leverage local knowledge alongside global resources to meet the specific needs of clients in various industries such as construction, healthcare, transportation, and finance.

Company Size

5,001-10,000

Company Stage

Growth Equity (Non-Venture Capital)

Total Funding

$8.5B

Headquarters

Chicago, Illinois

Founded

1998

Simplify Jobs

Simplify's Take

What believers are saying

  • HUB's valuation rose to $29 billion with a $1.6 billion investment in 2025.
  • Acquisitions like Veripax and Scott Held enhance HUB's wealth and insurance services.
  • HUB can leverage trends like ESG and telematics for specialized insurance products.

What critics are saying

  • Integration challenges from acquisitions may disrupt service delivery and client satisfaction.
  • Increased competition from digital-first platforms could erode HUB's market share.
  • Regulatory scrutiny on M&A activities may slow HUB's growth strategy.

What makes HUB unique

  • HUB operates a decentralized model with a vast network of local offices.
  • The company focuses on acquiring smaller firms to expand its geographic reach.
  • HUB combines local expertise with global resources for tailored client solutions.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Company Match

Paid Vacation

Flexible Work Hours

Professional Development Budget

Conference Attendance Budget

Unlimited Paid Time Off

Mental Health Support

Wellness Program

Phone/Internet Stipend

Home Office Stipend

Company News

PR Newswire
Jun 9th, 2025
Hub International Strengthens Wealth Management Services With Acquisition Of Veripax Wealth Management, Inc. In California

CHICAGO, June 9, 2025 /PRNewswire/ -- Hub International Limited (Hub), a leading global insurance brokerage and financial services firm, announced today that it has acquired the assets of Veripax Wealth Management, Inc. (VWM). Terms of the transaction were not disclosed.VWM is an independent, fee-based financial planning and investment advisory firm with offices located in Folsom, California. They specialize in risk-focused wealth management, retirement income planning and strategic financial planning."We're excited the VWM team is joining Hub, which enables us to expand our services in retirement and wealth management," said Darren Caesar, CEO of Hub Central & Northern California (Hub CNC). "It reflects our continued commitment to delivering comprehensive, long-term financial solutions in the region."Owner Jerry Verseput, Advisor Brian Wells and the VWM team will join Hub CNC."Jerry and Brian bring extensive planning expertise and a client-first mindset that aligns perfectly with how we serve our clients at Hub," said Joe DeNoyior, President of Hub Retirement and Private Wealth (RPW). "The VWM team enhances our ability to deliver integrated retirement and wealth strategies that support individuals and families, helping them work toward their financial goals with confidence."The move continues to strengthen Hub's Retirement & Private Wealth practices and its services while developing more comprehensive financial advice for clients

PR Newswire
Jun 4th, 2025
Hub International Enhances Commercial And Personal Insurance Capabilities With Scott Held Insurance Agency, Inc. In California

CHICAGO, June 4, 2025 /PRNewswire/ -- Hub International Limited (Hub), a leading global insurance brokerage and financial services firm, announced today that it has acquired the assets of Scott Held Insurance Agency, Inc. (Scott Held Insurance Agency). Terms of the transaction were not disclosed.Located in Carlsbad, California, Scott Held Insurance Agency is an independent insurance agency providing commercial and personal insurance to clients in the region.President Scott Held and the Scott Held Insurance Agency team will join Hub Southern California & Utah."We're excited to join Hub, a partnership that marks an exciting new chapter for our agency," said Held. "We'll better serve our clients by expanding access to more insurance carriers and leveraging Hub's advanced technology. Our trusted service and commitment to the community will remain unchanged for years to come."Scott Held Insurance Agency will be referred to as Scott Held Insurance Agency, a Hub International company.About Hub's M&A ActivitiesHub International Limited is committed to growing organically and through acquisitions to expand its geographic footprint and strengthen industry and product expertise. For more information on the Hub M&A experience, visit WeAreHub.com.About Hub InternationalHeadquartered in Chicago, Illinois, Hub International Limited is a leading full-service global insurance broker and financial services firm providing risk management, insurance, employee benefits, retirement and wealth management products and services

PR Newswire
Jun 3rd, 2025
Hub International Strengthens Architects Engineers Professional Liability Capabilities With Fenner And Esler Agency, Inc. In New Jersey

CHICAGO, June 3, 2025 /PRNewswire/ -- Hub International Limited (Hub), a leading global insurance brokerage and financial services firm, announced today that it has acquired the assets of Fenner and Esler Agency, Inc. (Fenner & Esler). Terms of the transaction were not disclosed.Founded in 1923 and located in Oradell, New Jersey, Fenner & Esler has been an industry leader in offering professional liability and risk management services to architects, engineers, surveyors and environment professionals."We are delighted to add Tim, Kevin and the entire Fenner & Esler team to Hub's growing specialties," said Paul Collins, President and CEO of Hub Northeast. "Their expertise and extensive knowledge immediately position Hub to be a leading provider of best-in-class insurance and risk management solutions to architects, engineers, surveyors and environmental consultants.""Today is the culmination of a partnership that has existed for over a decade, having worked closely with Hub on behalf of our architect & engineer clients," said Tim Esler, Principal of Fenner & Esler. "We are thrilled about the opportunities that this relationship with Hub will present for our clients. Through broader market access and with new product solutions, Kevin and I view the combination of our firms as truly being a 1+1=3 outcome."Principals Tim Esler and Kevin Esler and their team will join Hub Northeast.Fenner & Esler will be referred to as Fenner & Esler, a Hub International Company.MarshBerry served as financial advisor to Fenner & Esler.About Hub's M&A ActivitiesHub International Limited is committed to growing organically and through acquisitions to expand its geographic footprint and strengthen industry and product expertise

401k Specialist Magazine
May 30th, 2025
HUB International Inks Partnership with TIFIN @Work

TIFIN has announced a multi-year partnership with HUB International, integrating @Work, its AI-based retirement platform, into HUB's FinPath wellness platform.

PR Newswire
May 16th, 2025
Hub International Strengthens Commercial Insurance Capabilities With The Addition Of Fifth Avenue Insurance Agency In Oklahoma

CHICAGO, May 16, 2025 /PRNewswire/ -- Hub International Limited (Hub), a leading global insurance brokerage and financial services firm, announced today that it has acquired the assets of Fifth Avenue Insurance Agency (Fifth Avenue). Terms of the transaction were not disclosed.Based in Oklahoma City, Oklahoma, Guy Feist is the President of Fifth Avenue. He has more than 25 years of experience in the healthcare industry, including building a truly unique, technology-based risk-purchasing platform. Feist will join Hub Mid-America."Fifth Avenue has a strong reputation in the market, and we are excited to welcome Guy Feist and his team to the Hub family," said Travis Biggert, President of Hub Mid-America region. "Additionally, Fifth Avenue's unique approach to medical professional liability coverage will provide Hub clients across our platform unparalleled market access and pricing."About Hub's M&A ActivitiesHub International Limited is committed to growing organically and through acquisitions to expand its geographic footprint and strengthen industry and product expertise. For more information on the Hub M&A experience, visit WeAreHub.com.About Hub InternationalHeadquartered in Chicago, Illinois, Hub International Limited is a leading full-service global insurance broker and financial services firm providing risk management, insurance, employee benefits, retirement and wealth management products and services

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