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HR Benefits Specialist

| Greater Boulder Area

Come join a team helping athletes and musicians achieve their best!

At Peaksware, we pride ourselves on being a great place to work. As HR Benefits Specialist, you are a key component of employee well-being and play a vital part in creating a workplace where employees are happy and engaged. The primary purpose of this role is to manage and administer benefit programs for Peaksware and its subsidiary companies - TrainingPeaks, TrainHeroic, MakeMusic and Alfred Music.

Related responsibilities include welcoming and on-boarding new hires, maintaining/process improving HRIS systems & data, overseeing file feeds between HRIS systems and our carriers, and compliance tracking and reporting. The HR Specialist liaisons with employees, benefits carriers, insurance brokers, compliance agencies and vendors to help provide excellent benefits services to Peaksware employees.

Core Responsibilities:

  • Liaison with benefit brokers and carriers to determine annual planning of all employee benefit offerings:
    • Medical, Dental and Vision Insurance Plans
    • Ancillary Plans including Life, AD&D and Disability Plans
    • Supplemental Plans including Accident, Critical Illness and Hospital Indemnity
    • Flexible Spending and Health Savings Accounts
    • Open-Enrollment planning and coordination
  • Administer above benefit offerings, as well as:
    • COBRA
    • Leaves of Absence (FMLA/STD/LTD)
    • Paid Time Off (PTO/Sick/Bereavement/Jury Duty)
    • Workers Compensation
  • Maintain HRIS systems and research innovative approaches to streamline and improve processes
  • Coordinate wellness activities to include annual health risk assessment process and onsite flu-shot clinic
  • Resolve employee benefit related issues
  • Reconcile monthly insurance vendor invoices and submit to A/P for timely payment; resolve any discrepancies with carriers
  • Serve as primary point of contact for Peaksware 401k Plan for employees, third-party administrator and provider for day-to-day plan administration


Required Qualifications:

  • A bachelor’s degree and four years benefits experience, or any combination of relevant education and experience
  • Familiarity with pertinent laws, regulations and filing and compliance requirements affecting payroll, employee benefits programs, leaves of absence, workers' compensation, FMLA, and EEO
  • Experience using various HRIS platforms
  • Advanced computer skills including data entry, Google Apps Suite, Word, Excel and Powerpoint
  • Excellent professional verbal and written communication skills
  • Strong initiative and ability to anticipate issues proactively
  • Ability to succeed in an evolving and changing environment
  • Proven track record of reliability and responsibility
  • Strong attention to detail and organizational / administrative skills
  • Discreet and able to handle confidential and proprietary information appropriately
  • Ability to interact with individuals from diverse levels and backgrounds within the company and to provide excellent customer service

Desired Qualifications:

  • Knowledge of and experience with Paycom
  • Demonstrated experience managing benefits in a company of 300+ employees
  • Knowledge of self-funded benefit plans and HSA’s
  • Sense of humor and fun personality


Reports directly to the Director of People Operations currently, but may report into the People Operations Manager in the future.


Benefits and Perks:

  • 100% company paid medical plan for employees with buy-up options as well as dental and vision insurance for employees (dependent coverage available)
  • $1,200/year fitness reimbursement to purchase any items related to healthy living
  • 3 weeks of PTO for all new hires; increase in PTO at various years of service
  • 4 week paid sabbatical for all employees after 7 years of employment
  • Stocked kitchen with snacks and drinks
  • Dog-friendly office
  • Music Studio for all to practice, jam, and record
  • On-site workout area access: treadmill, bike trainers, rowers, and full weightlifting gym with CrossFit equipment, with changing rooms and showers and towel service
  • Corporate discounts on gym memberships and top-brand gear
  • Beautiful North East Boulder, CO location
  • Flexible work schedule in a culture of trust
Read Full Job Description

Technology we use

  • Engineering
    • .NETLanguages
    • C#Languages
    • JavaLanguages
    • JavascriptLanguages
    • PythonLanguages
    • RubyLanguages
    • ASP.NETFrameworks
    • Microsoft SQL ServerDatabases
    • RedisDatabases
    • AWSDatabases


Our north Boulder location offers sweeping mountain views and nearby trails for lunchtime rides and runs.

What are Peaksware Perks + Benefits

Peaksware Benefits Overview

Peaksware is proud to offer a well-rounded, comprehensive benefits package with fun perks to boot like fitness reimbursements, onsite gym, healthy subsidized lunches, frequent community get-togethers, and more!

Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
To help employees cover any deductibles, copays & out of pocket medical, dental, or vision expenses, employees are able to set aside pre-tax contributions of up to $2,650 annually.
Disability Insurance
Peaksware employees are able to purchase extra coverage if elected, but we offer significant base coverage as a foundation.
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Peaksware offers Basic Life and AD&D Insurance, in addition to buy-up options.
Onsite Gym
Our "Pain Cave" fitness space is available to all employees, along with towel service and yoga twice a week. We've also got bike storage throughout the building for our many bike commuters.
Retirement & Stock Options Benefits
Any employees over 21 can participate and start saving shortly after their start date.
401(K) Matching
Peaksware currently matches the first 5% of employee contributions to the plan. Both Traditional and Roth 401(k) options are available with a variety of investment options.
Child Care & Parental Leave Benefits
Flexible Work Schedule
Remote Work Program
Most employees, particularly in the engineering department, work remotely at least once a week or more, pending manager discretion.
Family Medical Leave
Peaksware provides up to 12 weeks of unpaid, job-protected leave to eligible employees.
Vacation & Time Off Benefits
Generous PTO
Peaksware employees are offered three weeks PTO annually, until their 4th year where it increases from there.
Paid Volunteer Time
Peaksware participates in Adopt-A-Road, and annually we contribute to the Boulder community by cleaning up as a team. There are a number of other volunteer opportunities that team members lead too!
Full-time employees who have been with us for seven years are able to take a four-week paid sabbatical in addition to PTO.
Paid Holidays
Full-time employees receive paid holiday leave for any company-observed holidays.
Perks & Discounts
Beer on Tap
Beer on tap? We've got that covered, along with the vino; of course, we also have sparkling water for those who want to mingle sans alcohol!
Casual Dress
Casual dress is a huge perk in our offices, particularly with employees who are also endurance athletes and prefer athletic gear any day of the week.
Commuter Benefits
We offer employees financial reimbursement anytime they don't drive a single occupancy vehicle to work.
Company Outings
We host annual outings, including our holiday parties, summer family picnics, and onsite field day. What can we say...we have a lot of fun together, both in and out of the office!
Stocked Kitchen
Bevi sparkling water, abundant coffee, tea, fruit, and healthy snacks can always be found in any of our kitchen areas.
Some Meals Provided
Frequently Lunch & Learns and meetings are catered, but we also offer a healthy subsidized lunch catered by Sifted, once a week in our Boulder office.
Happy Hours
Teams frequent nearby spots for happy hours, but we also host them ourselves every Friday when other teams aren't already hosting happy hours in the entryway.
Pet Friendly
Dogs abound - we welcome dogs about the office, and can't get enough of our furry friends (particularly for the Halloween costume contest!).
Recreational Clubs
Peaksware employees love playing rec league softball together, and many of our employees compete in races, annually representing Peaksware - in our very own TrainingPeaks jerseys!
Relocation Assistance
Dependent upon the role and level, we offer varying amounts of financial assistance to new hires relocating to the area to cover moving and travel expenses, along with sharing local housing referrals.
Fitness Subsidies
$1,200/year fitness reimbursement to purchase any items related to healthy living - whether it's your annual ski pass out here in Colorado, or your kid's soccer gear for rec league.
Professional Development Benefits
Job Training & Conferences
We offer Lynda.com subscriptions to all full-time employees, and each department has their own educational budget toward training, coaching, conference attendance, and other educational opportunities.
Diversity Program
We are currently building out diversity & inclusion program across the company, though these focus areas are regularly a part of our leadership, management, and hiring dialogues.

Additional Perks + Benefits

Not only do you contribute daily to making incredible products for end-users, but you can use them for free yourself--employees have access to free accounts for all of our brands. Our music studio, "The Woodshed" is a pretty sweet perk too - take lessons, give lessons, or have a jam sesh onsite around your schedule! Our corporate discount offering and connections to top-brand gear and other local memberships is extensive and pretty rad too! Basically, we take care of our employees, and want to value them with our offering of benefits and perks as much as possible!

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