Full-Time

Head of Sales

Employee Benefits, Life & Supplemental Health

Posted on 3/14/2026

One80 Intermediaries

One80 Intermediaries

Compensation Overview

$147.7k - $165k/yr

+ Commission

Cleveland, OH, USA

Hybrid

Category
Sales & Account Management (2)
,
Required Skills
Sales
Requirements
  • Minimum 8 years of business development, consulting or sales experience in the insurance industry
  • Active Life & Health and Property & Casualty license required
  • Must demonstrate daily cross-functional team support at peer, subordinate & senior management levels
  • Effective in balancing costs and resources vs. scope and requirements for client development and new business opportunities
  • Excellent verbal and written communication and presentation skills
  • Decision-making, problem resolution and creative thinking skills
  • Demonstrated leadership and team management and development experience
  • Talent development and alignment of employee personal/professional goals to corporate objectives
Responsibilities
  • Manage a team of talented, motivated sales professionals and oversee the full sales process with prospective enterprise-level clients
  • Oversee multi-stakeholder relationships and a consultative sales approach
  • Serve as the primary liaison with broker, carrier, and client partners
  • Be the strategic partner for client executives to shape pitches, case studies and contracting while guiding onboarding
  • Lead strategic account growth and revenue objectives and support sales team expansion, process development, recruiting, and leadership collaboration
  • Provide leadership for the sales team including training, performance management, work allocation, and implementation of best practices
  • Collaborate with Marketing and Client Management to identify market needs and implement scalable client solutions
  • Design team organizational structure to meet department responsibilities and goals
  • Identify staffing levels and skills to fulfill objectives within budget
  • Assist in development of Key Performance Metrics and regularly report KPI results
  • Establish annual team and team member performance goals and regularly report progress
  • Supervise, coach and mentor team; establish performance objectives and provide regular feedback and formal reviews
  • Update senior leadership on team performance; develop tangible employee development plans
  • Manage requests for services and capabilities from prospective clients and broker/distribution partners; collaborate with Operations and I.T.; communicate progress to client and leadership
  • Maintain subject-matter-expertise on markets; monitor changes and update leadership
  • Oversee planning and preparation of prospective client presentations and meetings; lead presentations
  • Collaborate with Human Resources to select team members with identified skills that align with roles
  • Monitor Operations to identify opportunities to expand service offerings and improve processes; implement best practices with Operations owner and Project Manager
Desired Qualifications
  • Bachelor’s degree preferred
  • Life and/or health insurance company, administrator or brokerage experience preferred

Company Size

N/A

Company Stage

N/A

Total Funding

N/A

Headquarters

Toronto, Canada

Founded

2007

Simplify Jobs

Simplify's Take

What believers are saying

  • Accession secures $1bn Golub Capital financing to accelerate One80's M&A growth.
  • Brown & Brown pursues $9.8bn acquisition of One80's parent amid investor interest.
  • One80 expands homeowners insurance and non-trucking liability offerings to new markets.

What critics are saying

  • Bridge acquires One80, promoting Celeste Albert and eroding Gulf Coast independence.
  • Brown & Brown's $9.8bn deal faces DOJ antitrust block, liquidating One80 assets.
  • EU AI Act enforcement in August 2026 invalidates One80's AI warranty claims.

What makes One80 Intermediaries unique

  • One80 launches AI warranty coverage with Armilla AI for healthcare and legal sectors.
  • One80 introduces $30m liability policy tailored for chief restructuring officers.
  • One80 develops specialized Longshore and Harbor USL&H program via PMC partnership.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

401(k) Retirement Plan

Paid Vacation

Paid Sick Leave

Paid Holidays

Company News

Bridge Specialty Group
Feb 16th, 2026
Bridge Specialty Group announces leadership appointments in the Mid-Atlantic & Delta region

Bridge Specialty Group announces leadership appointments in the Mid-Atlantic & Delta region. February 16, 2026 At Bridge Specialty Group, its growth is driven by the strength, leadership and expertise of its people. Bridge Specialty Group is proud to announce several well-earned leadership promotions across its Mid-Atlantic & Delta Region that underscore its commitment to developing leaders who reflect its ongoing investment in talent and help position its teams for even greater success. Cierra York has been promoted to Managing Director of The Colonial Group. Based in Greensboro, North Carolina, Cierra joined the organization in 2005 and has built a career spanning all levels of the wholesale insurance business, with a strong focus on business development. Following her appointment as Vice President of Sales & Marketing in 2023, she now leads The Colonial Group's profit center with a passion for growth, collaboration and opportunity. As part of Bridge Specialty Group's recent acquisition of One80 Intermediaries, Bridge Specialty Group is pleased to welcome Celeste Albert and announce her promotion to Managing Director of Equity Partners. Since joining Equity Partners in 2010, Celeste has served in multiple leadership roles, including leading underwriting teams and managing carrier relationships. Under her leadership, Equity Partners continues to build on its expertise supporting main street coastal business along the Gulf Coast. Jerrold Olinger has been promoted to Managing Director of Tim Parkman, Inc. (TPI), where he leads the Clinton, Mississippi profit center overseeing both personal and commercial lines. Jerrold began his career at TPI in 2009 and has held several key roles, most recently serving as Vice President of Personal Lines Underwriting. His experience and steady leadership position the team for continued success. Bridge Specialty Group congratulate Khalia Starr on her promotion to Regional Team Resources Partner. Since joining Bridge Specialty Group in 2020, she has progressed from Team Resources Audit Analyst to supporting leaders and teammates across the Central, Mid-Atlantic and Delta Regions. In her expanded role, Khalia provides guidance across the full teammate lifecycle while continuing to advance education and awareness initiatives across the organization with a collaborative, people-centered focus for continued impact. Led by Jason Haupt, Regional President of the Mid-Atlantic & Delta, please join Bridge Specialty Group in congratulating Cierra, Celeste, Jerrold and Khalia on their new roles! These promotions reflect the depth of talent within Bridge Specialty Group and its continued investment in leadership that drives growth, strengthens its culture and supports exceptional service for its customers.

Insurance Journal
Jun 19th, 2025
Plenty of Investor Interest in Insurance Despite Drop in Deal Volume, Says PwC

Most recently, Brown & Brown announced it was acquiring the parent company of Risk Strategies and One80 Intermediaries for about $9.8 billion.

VentureCapital.com
Nov 19th, 2024
One80 Intermediaries Completes Acquisition of Waypoint Underwriting Management

One80 Intermediaries completes acquisition of Waypoint Underwriting Management.

Coverager
Nov 8th, 2024
Geico Appoints Toyota Insurance Management Solutions

Toyota Insurance Management Solutions is appointed with GEICO County Mutual Insurance Company and GEICO Texas County Mutual Insurance Company. One entity focuses on commercial auto, while the other specializes in Texas business. This news follows our coverage of TIMS and Lemonade. Other noteworthy appointments include GEICO and

The Insurer
Aug 22nd, 2024
Accession closes $1bn financing with Golub Capital to accelerate growth

Risk Strategies and One80 Intermediaries parent Accession Risk Management Group has closed a $1bn financing that it says will further accelerate its "remarkable" growth trajectory both organically and through M&A, The Insurer can reveal.

INACTIVE