Human Resources Generalist

Company: Winston Flowers

Role summary

Human Resources Generalist is a role at Winston Flowers in Boston, England, United Kingdom (hybrid). Posted 2026-08-28. Salary: USD 75,000–85,000 per year. Experience level: 2-5.

Job title
Human Resources Generalist
Company
Winston Flowers
Location
Boston, England, United Kingdom
Work arrangement
hybrid
Category
Retail
Salary
USD 75,000–85,000 per year
Experience level
2-5
Date posted
2026-08-28

Winston Flowers is seeking a Human Resources Generalist to join their team, offering a competitive salary and a chance to contribute to a well-established company. This role is perfect for someone looking to make a tangible impact in a supportive environment.

Job description

Description

For over 80 years, the dedicated team at Winston Flowers has been committed to fostering excellence in everything we do. Today, our family-owned company has a worldwide online presence, two state-of-the-art design studios—60,000 square feet in Boston and 12,000 square feet in New York City—and retail shops throughout the Greater Boston area and in Greenwich, Connecticut. Each and every person on our team works in pursuit of a singular goal: to take care of our clients’ precious moments as if they were our own.

We are seeking a full-time Human Resources Generalist to provide exemplary internal customer service and execution of Human Resources functions and processes in accordance with applicable laws, plan provisions and company guidelines. The ideal candidate is energetic, proactive, and self-motivated, with the ability to work independently and collaboratively in a fast-paced, diverse, and creative environment.

Job Responsibilities:

Primary employee benefits administrator for medical, dental, COBRA, workers’ compensation, disability & life insurance, and 401(k) plans; maintains a strong knowledge of all plans and responsible to perform all compliance-related recordkeeping functions and reconciliation of monthly invoices

Administers and maintain HRIS (Paylocity) data and employee records, including, ensuring accurate and timely processing of updates, including new hires, transfers and promotions, pay rate changes, wage garnishments in compliance with federal, state and local payroll, wage and hour laws and best practices

Consults on employee questions and issues, ensuring confidentiality and consistency with company policy and practices, escalating to Director of Human Resources as appropriate

Leads new hire orientations, process pre-hire information and applicable benefits plans, coordinate setup of IT needs and partner with hiring manager to coordinate onboarding events for all new hires, ensuring an exemplary new employee experience

Performs exit interviews and report feedback as appropriate; primary point of contact for post-employment activities - COBRA, employment verifications, etc.

Administers annual benefits open enrollment, benefits fair and annual 401(k) testing and audit, as well as planning of select employee events? ??

Consistently evaluates policies, processes and best practices within the department and company and partner with Director of Human Resources to evolve and update as needed

Partners with Director of Human Resources and/or managers on other special projects as needed

Requirements

Three years of progressive experience in Human Resources and benefits administration, with a strong working knowledge of employment laws, benefits compliance and HR best practices. Experience in a creative, retail, or fast-paced environment is preferred

Bilingual in English and Spanish, with strong written and verbal communication skills in both languages, required.

Proactive, analytical, and service-oriented, with the ability to build collaborative relationships and communicate effectively with a diverse employee population.

Exemplary written, verbal and interpersonal communication skills; bilingual in spoken and written Spanish is a plus

Proactive and analytical with a customer service orientation, with the ability to communicate collaboratively and effectively with a diverse employee population

Highly organized and detail-oriented, with the ability prioritize and manage multiple projects and initiatives

Ability to resolve highly confidential, time-sensitive and complex issues independently and with sound judgment

Must be proficient with standard Microsoft Office programs, primarily Word and Excel; previous experience with Paylocity or other HRIS systems

Other:

Full-time position; core schedule will be Monday – Friday, with occasional weekend availability as business needs require

On-site; Four days/ week

Flexible to perform other business support responsibilities and projects during peak business periods

Occasional local and/or regional travel may be required

Winston Flowers’ benefits are comprehensive and include competitive compensation, free on-site parking, paid time off, medical, dental and vision insurance, company-paid life and long term disability insurance, short term disability, pre-tax commuter and dependent care accounts; 401(k) and health savings account, both with company match, and a generous employee discount.

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