HR Generalist

Performance Profile

Why We Need You - The Mission

At Widewail, we’re laser-focused on building trust between local businesses and the communities they serve. Widewail develops software and delivers services primarily to the North American auto and property management industries. To help us accomplish our objective to build the most trustworthy reputation management software and services company in our markets, we are currently searching for a strong HR Generalist to maintain and ultimately build up and scale the G&A foundation at Widewail.

The HR Generalist will be the first full-time HR hire on a small-but-mighty back-office team that will scale over the next few years as the business grows.

As the Human Resources Generalist, you will be involved in a variety of tasks that provide your day variety. Your core responsibilities will be to support the Widewail team in a variety of areas, including but not limited to payroll processing, benefits administration, recruiting, employee engagement and wellness, monthly invoice reconciliation and other areas as needed.

Over the past three years, Widewail has delivered 50% annual growth and 120% net revenue retention while operating profitably. The company was bootstrapped by visionary industry veterans and recently partnered with ParkerGale Capital to fuel its next growth phase. Based in Burlington, Vermont, the company has built an enviable culture based on passion, focus, execution, collaboration, innovation, and transparency.

We’re excited to talk with you about the position.

What You'll Accomplish - Your Performance Objectives

Objective #1:

Within your first 30 days, you will own Widewail’s payroll processing.

· Get comfortable with current system (Gusto) and get up to speed on new system (Rippling)

· Process weekly (moving to bi-weekly) payrolls

· Become the go-to person for payroll-related questions from employees and management

· Ensure all state and local taxes are active and set up correctly

· Create and own procedures to onboard new employees

Objective #2:

Within your first 6 months, you will become well-versed in Rippling

· Help assist Widewail in moving off of Gusto and implementing Rippling

· Be able to run standard reports, with modifications as needed

· Have an understanding of the dashboard creation tool and its functionality

· Maintain and build on Rippling implementation features & functionality to make the most out of the system for yourself and employees

· Manage Performance Management process in Rippling, working together with managers to complete annual reviews

· Be able to fill in ESG reporting (quarterly) for ParkerGale

· Successfully communicate HR policies and procedures with Widewail team on a regular basis

Objective #3:

Within your first 9 months, you will be responsible for Widewail’s benefits administration.

· Responsible for monthly invoice reconciliation for all of our benefit providers

· Ensure enrollments and terminations are processed timely

· Work with our insurance broker on any escalated issues from employees

· Help prepare the business for open enrollment for 2026

· Roll out employee engagement and wellness program by the end of 2025

Who We're Looking For - The Personal Competencies That Matter

Influencing and relationship-building – We want someone with the ability to quickly establish credibility with and gain the trust and respect of everyone in the organization. A good Human Resources team member understands the nuances and complexities of executing on an agenda which impacts multiple areas of a company in a growth organization. You must be a person that employees and leadership can trust with sensitive information.

Balanced (short and long-term) – You are hands-on and recognize that nothing gets done without execution. You consistently execute on the weekly and monthly deliverables, but also look for opportunities to improve future performance.

Thrives in ambiguity - At times, this role will be responsible for taking nebulous ideas and translating them into specific, concrete actions. Your work will not always be paint-by-number. You will be comfortable taking nebulous direction, translating it into a plan, and enlisting those you need to get the job done. As such, you will have examples of times when you took a poorly- formed idea, sharpened it, and owned its execution from start-to-finish.

Growth Mindset – You enjoy the process of getting better at what you do, and you seek out the feedback that improves your ability to learn from your experiences. The prospect of joining a rapidly growing organization excites you, and working with a dynamic Human Resources team is attractive to you for reasons you can convincingly articulate

Keep it real – Display integrity and transparency. Graciously accept feedback and deliver it respectfully and always assume the best intentions.

Widewail

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Widewail | Human Resources Generalist