Jennifer Chesery
Jennifer Chesery

Human Resources Associate

Actively looking · Member since 21 Aug 2026
Message
Location
Vail, United States
Desired salary
Unspecified
Work preference
On-site
Experience level
Mid

About

Professional summary

I am a dedicated Human Resources professional with more than three years of progressive HR experience supporting organizations in Vail Valley, Colorado. I specialize in creating welcoming, inclusive employee experiences and supporting mission-driven teams through practical, people-centered HR operations.

I have led full-cycle onboarding for more than 100 employees, including orientation delivery, welcome communications, I-9 and E-Verify processing, benefits education, payroll data entry, and relocation support. I enjoy improving onboarding programs so new hires feel informed, supported, and engaged from day one.

I bring hands-on HRIS experience with Workday and ADP, including data migration, system configuration support, audits, reporting, benefits reconciliations, and data governance. I am comfortable working with sensitive employee, payroll, and benefits information with discretion and attention to detail.

My experience also includes recruitment support, job description updates, interview-question development, offboarding coordination, employee recognition programs, and internal communications. I use clear, accessible communication across newsletters, presentations, HRIS updates, flyers, calendars, and other employee channels.

Before transitioning into HR, I spent many years in education, where I built strong relationships, designed engaging programs, delivered training, and worked with diverse stakeholders. This background strengthens my approach to employee relations, learning, communication, project coordination, and employee engagement.

I am a long-time Eagle County resident who is passionate about fostering positive workplace cultures. I have completed Employers Council training in onboarding best practices and earned a Leadership Certification through Vail Valley Partnership.

Skills

26 capabilities

Tech stack & tools

Working toolkit

Design

Experience

Career history

Human Resource Associate Town of Vail Human Resources Department

Supported Workday HRIS implementation, including Phase I HCM and payroll setup, data migration, employee transitions, and preparation for Phase II recruiting, onboarding, journeys, help, talent, and learning capabilities. Updated job descriptions and supported system configuration, reporting, data audits, and benefits enrollment reconciliations for more than 300 employees.

Redesigned onboarding to be more inclusive, welcoming, and educational through orientations, welcome packets, benefits education, I-9/E-Verify processing, and compliance communications. Served as a primary contact for benefits, payroll, new-hire, and compliance questions; managed carrier-payment spreadsheets, internal HR communications, recognition events, recruitment preparation, and offboarding documentation.

Human Resource Administrator The Sonnenalp Hotel

Led full-cycle onboarding for more than 100 employees, including orientation, I-9 verification and E-Verify, ADP HRIS maintenance, pre- and post-hire communications, direct deposit setup, payroll data entry, and welcome packets for relocating employees. Maintained HR data quality through audits, reporting, data entry, and payroll and benefits system maintenance.

Supported recruitment by posting jobs, updating job descriptions, screening applications, communicating with candidates, scheduling interviews, and coordinating manager handoffs. Developed and communicated HR policies and compliance guidance, managed employee-facing communications, coordinated appreciation programs and learning events, and standardized offboarding checklists and exit questionnaires.

Resort Executive Assistant & HR & Administrative Support Marriott's StreamSide

Supported onboarding, orientation, I-9 documentation, benefits education, policy communications, employee check-ins, newsletters, celebrations, and engagement activities. Assisted recruitment through job fairs, payroll support, local wage and housing research, and event coordination in a competitive resort-market environment.

Provided executive administrative support to the General Manager and Association Governance Manager, including agenda preparation, sensitive communications, and record keeping. Served as Recording Secretary for four board associations and coordinated board-member travel, itineraries, accommodations, meals, and on-property logistics.

Education

Learning history

Montana State University

Bachelor of Arts, English Education

Graduated Summa Cum Laude with a GPA of 3.82.

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