Full-Time

Director, Total Rewards & People Experience

Updated on 9/3/2026

Pinnacle Live

Pinnacle Live

201-500 employees

Delivers live event experiences for hotels

Compensation Overview

$160k - $172k/yr

+ Incentives

No H1B Sponsorship

Dallas, TX, USA

Hybrid

Hybrid role based in the United States, with a preference for Dallas candidates; requires approximately 10–15% travel.

Bachelor's

Category
People & HR (1)
Required Skills
Data Visualization
Forecasting
Workday HRIS
Human Resources Information System (HRIS)
HIPAA
Financial Modeling

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Requirements
  • A bachelor's degree in human resources, Business Administration, Finance, or a related field, or an equivalent combination of education and directly related professional experience.
  • Eight or more years of progressive experience in compensation, benefits, HR operations, or total rewards, with demonstrated success building and enhancing programs in a growing organization.
  • Three or more years of direct people leadership experience managing and developing HR or total rewards staff.
  • Experience designing compensation programs, including compensation philosophy, job architecture, salary structures, market benchmarking, annual merit processes, and incentive program design.
  • Experience leading health, welfare, and retirement benefit programs end-to-end, including plan design, annual renewal, broker and vendor management, open enrollment, compliance, and budget oversight.
  • Working knowledge of the federal and multi-state regulatory framework governing total rewards, including ERISA, ACA, COBRA, HIPAA, FLSA classification and wage and hour requirements, IRS Section 125, Form 5500 filing and nondiscrimination testing, 401(k) plan governance, FMLA and ADA, and state and local pay transparency and pay equity requirements.
  • Experience developing recommendations and presenting them to executive leadership.
  • Strong analytical and financial modeling skills, with the ability to leverage data, technology, automation, and emerging tools to improve total rewards decision-making.
  • Ability to influence leaders and build strong partnerships with Finance, HR, brokers, vendors, and business stakeholders.
  • Ability to balance enterprise consistency with the unique needs of a diverse, multi-site workforce.
  • Strong project management skills with the ability to drive initiatives from strategy through implementation.
  • Ability to operate strategically while remaining hands-on in building processes, tools, and solutions.
  • Ability to translate complex compensation and benefits concepts into clear guidance for employees and non-technical audiences.
  • Sound judgment and discretion in handling highly confidential compensation data and protected health and personal information.
  • Ability to sit at a desk, stand or walk for long periods including up and down stairs, bend and stoop, use hands, reach, talk, hear, and communicate, and lift up to 50 pounds occasionally.
Responsibilities
  • Develop and evolve the organization's compensation strategy, including compensation philosophy, job architecture, pay structures, market pricing, and governance to support continued growth.
  • Lead annual compensation programs, including merit increases, incentive planning, and market benchmarking.
  • Design and administer variable and incentive pay programs across frontline, corporate, and sales populations.
  • Conduct pay equity analyses and develop remediation and governance approaches in partnership with HR leadership and legal counsel.
  • Ensure compliance with applicable federal, state, and local compensation regulations, including wage and hour requirements, exemption classification, and pay transparency laws.
  • Develop and execute the organization's health, welfare, and retirement benefits strategy, overseeing plan design, vendor partnerships, administration, and compliance.
  • Lead the annual renewal and open enrollment cycle end-to-end, including plan modeling, employee communications, and post-enrollment audit.
  • Provide strategic oversight of all leave programs, including FMLA, ADA, state and local leave laws, and company leave policies, establishing standardized processes and strengthening compliance.
  • Build and evolve a scalable employee recognition strategy that reinforces company values and strengthens employee engagement and retention.
  • Provide strategic oversight of HRIS capabilities, total rewards technology, and workforce analytics.
  • Leverage AI-enabled insights to enhance compensation, benefits, compliance, and data-driven decision-making while ensuring data integrity, fairness, and appropriate human judgment.
  • Develop total rewards reporting and dashboards for HR, Finance, and executive leadership.
  • Lead the Total Rewards function, providing strategic leadership and developing team capabilities.
  • Ensure sound financial stewardship through effective budget management and partnerships with brokers, vendors, and internal stakeholders.
  • Partner with Finance on cost modeling, accruals, and forecasting for compensation and benefits spend.
  • Support total rewards integration for acquisitions, including harmonization of pay structures and benefit plans.
  • Maintain plan documentation, required regulatory filings, and audit readiness.
Desired Qualifications
  • Experience in live events, audiovisual or production services, hospitality, or another multi-unit service business.
  • Experience managing self-insured or level-funded health plans, including underwriting and renewal analytics.
  • Experience in a high-growth or private equity-backed environment, including executive compensation, long-term or phantom equity plan support, and preparation of compensation committee or board materials.
  • Experience harmonizing pay structures and benefit plans through merger and acquisition integration.
  • Experience with enterprise HRIS platforms such as Workday, UKG, ADP, Dayforce, or Paylocity, including implementation.
  • CCP, CEBS, CBP, SHRM-SCP, SPHR, or comparable certification.

Pinnacle Live designs and manages live event experiences that partner with premiere hotels, customers, and industry partners. Its core offering is to create events that connect people across the hotel, guest, and partner ecosystem, delivering memorable interactions and community engagement. The process involves coordinating venues, attendees, sponsors, and partners to stage events that emphasize human connections and shared experiences rather than just a standard gathering. What makes Pinnacle Live different from competitors is its focus on the hospitality ecosystem and its emphasis on building deep, lasting connections among guests, partners, and communities through a modern, integrated approach to live events that leverages hotels as central hubs for experiences. The company’s goal is to unleash the power of live events by fostering meaningful human connections at scale, enhancing value for hotels, sponsors, attendees, and the broader community.

Company Size

201-500

Company Stage

N/A

Total Funding

N/A

Headquarters

Arlington Heights, Illinois

Founded

2021

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Simplify Jobs

Simplify's Take

What believers are saying

  • June 2026 added Preston and Urbine, strengthening HR and venue-sales execution.
  • February 2026 IHS provider-network visibility expands lead flow among hospitality buyers.
  • Falcon Events integration broadens creative, technical, and logistics capabilities for larger enterprise events.

What critics are saying

  • Jackson v. Pinnacle Live, LLC filed November 2025 brings employment-discrimination exposure.
  • Rapid hotel expansion strains service quality, and one bad flagship event damages trust fast.
  • AV and event production remain fragmented; entrenched hotel vendors can undercut margins by 2027.

What makes Pinnacle Live unique

  • Pinnacle Live embeds AV teams inside hotels, making service feel like a property function.
  • By August 2026, it operated 200+ hotels, including Marriott Marquis and Fontainebleau.
  • Edge by Pinnacle Live, launched January 2025, adds experiential brand activation services.

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Benefits

Performance Bonus

Paid Vacation

Paid Sick Leave

Paid Holidays

401(k) Company Match

Health Insurance

Vision Insurance

Dental Insurance

Company News

Pinnacle Live
Jun 24th, 2026
Pinnacle Live strengthens executive team with two senior appointments to support national growth.

Pinnacle Live strengthens executive team with two senior appointments to support national growth. ARLINGTON HEIGHTS, IL, June 24, 2026 - Pinnacle Live, a leading in-house audiovisual and event production partner for hotels in North America, today announced the appointments of Kenneth Preston as Chief Human Resources Officer and April Urbine as Senior Vice President of Venue Sales. The dual appointments reflect the company's continued investment in leadership infrastructure - building both the people foundation and the commercial engine required to sustain its next phase of growth. The appointments follow the recent announcement of Paul Lowenthal as Chief Operating Officer and Felicia Hamerman as Chief Marketing Officer, marking the company's latest wave of senior leadership investment as it scales to meet growing demand from hotel partners nationwide. "We are building one of the strongest leadership teams in this industry, and Kenneth and April are exactly the caliber of leaders that ambition demands," said Natalie De Fazio, CEO of Pinnacle Live. "Kenneth gives us the HR foundation to attract and develop the talent that makes every client experience exceptional. April gives us a proven sales leader who has spent her career building the kinds of deep, trust-based relationships that define how we operate." Kenneth Preston - Chief Human Resources Officer As CHRO, Kenneth Preston will lead the end-to-end HR strategy, including international HR operations, talent, organizational design, and culture for Pinnacle Live. He joins the company following a distinguished 14-year career at Amazon, where he served in progressive executive HR leadership roles and collaborated alongside some of the industry's foremost global businesses and technology experts. Most recently, Kenneth served as HR Director within Amazon's Devices & Services including Alexa, Echo and Health Technology businesses as well as leading the Devices and Services international HR organizations. Known for aligning people strategy directly with business growth agendas, his tenure also included leading HR for Global Delivery Services encompassing but not limited to Last Mile Delivery, Global Mile and associated technology teams. He has led international expansions across Asia, Europe, and the Middle East. Prior to Amazon, Kenneth held progressive leadership roles at Visteon Corporation and Honeywell Specialty Materials. He is an alumnus of the University of Illinois, Urbana-Champaign and Frostburg State University. "What drew me to Pinnacle Live is a culture that is already winning," said Kenneth Preston, Chief Human Resources Officer. "This company has a clear identity, a strong sense of purpose, and real momentum in the market. The organizations that thrive during periods of aggressive expansion are those that build the talent, skills, and infrastructure to scale seamlessly. My job is to ensure our people strategy matches that ambition - attracting exceptional talent, investing in our teams, and building the infrastructure that allows Pinnacle Live to scale while preserving what makes Pinnacle Live great." April Urbine - Senior Vice President of Venue Sales April Urbine brings more than three decades of hospitality sales leadership to Pinnacle Live. A results-driven executive known for building high-performing sales teams and cultivating lasting client relationships, April has led sales strategy across some of the industry's most recognized brands and portfolios. She spent 23 years at Wyndham, rising from VP of Property Sales to VP of Global Sales - a tenure that gave her deep expertise in national account management, brand strategy, and scaling commercial teams across diverse markets. April then served for a decade as SVP of Venue Sales at ClubCorp (now Invited), leading sales across a diverse portfolio of private country clubs, business clubs, and stadium clubs. Most recently, she served as National Director of Sales & Marketing at Red Roof Inn, part of Westmont Hospitality's 750-hotel portfolio. At Pinnacle Live, April leads the venue sales teams that serve meeting planners and event clients across the company's hotel portfolio, while deepening the collaborative relationships that define Pinnacle Live's approach to hotel partnerships. "Pinnacle Live has built something genuinely different in this industry," said April Urbine, Senior Vice President of Venue Sales. "Hotel partners deserve a real choice - a partner who shows up as an extension of their team, not just a vendor. I've spent my career building those kinds of relationships, and I'm excited to bring that approach to a company that has made it their competitive identity." Pinnacle Live has differentiated itself through a partner-first operating model, embedding its teams within hotel properties as an extension of each hotel's brand and service culture. The appointments of Preston and Urbine continue that investment - and reflect the scale of what Pinnacle Live is building. Having grown from 45 venues to more than 200 hotels and resorts in three years - including the New York Marriott Marquis, Fontainebleau Miami Beach, and JW Marriott Miami Turnberry Resort & Spa - the company is deepening the leadership bench required to sustain that momentum and deliver a consistently elevated experience across the most iconic venues in hospitality.

Bay Area Business Travel Association
Apr 15th, 2025
Travel News from PR Newswire

CHICAGO, April 15, 2025 /PRNewswire/ - Pinnacle Live has appointed Richard Maranville as Chief Technology Officer.

KTBS 3
Jan 13th, 2025
Edge, By Pinnacle Live: Pinnacle Live positioned to disrupt experiential event space

CHICAGO, Jan. 13, 2025 /PRNewswire/ - Pinnacle Live proudly announces the launch of Edge by Pinnacle Live, a full-service experience agency dedicated to delivering integrated, immersive brand activations and live events.

PR Newswire
May 9th, 2024
Experience Pinnacle Live Announces Acquisition of Falcon Events

Experience Pinnacle Live announces acquisition of Falcon Events.