Full-Time

Participant Support Specialist

Customer Success

Posted on 8/1/2025

Guideline

Guideline

51-200 employees

End-to-end managed 401(k) and IRA plans

Compensation Overview

$70k/yr

+ Equity (ISOs)

Austin, TX, USA

In Person

Candidates must be based in Texas (TX) and work in Central Standard Time.

Category
Customer Experience & Support (1)
Required Skills
Salesforce
JIRA
Confluence
Requirements
  • 2+ years experience in customer care or success, relationship management, or FinTech
  • Benefits and/or 401(k) experience a plus
  • Results-driven with exemplary phone, listening, and writing skills
  • Experience working with customers in a phone heavy capacity
  • Experience with high volume work, including seasonality
  • Adaptable with the ability to pick up new technologies, assess situations quickly, and look for smarter, better ways to achieve goals
  • Creative and analytical problem-solving skills
  • Strong prioritization and organization are innate skills
  • Experience with customer support platforms and CRMs (JIRA, Salesforce)
Responsibilities
  • Support customers with multiple channels, including: email and phone
  • First line of defense for customer technical issues and troubleshooting within our Product
  • Daily management and organization of product tools such as Confluence, Jira, and Salesforce
  • Go-to person for the entire participant lifecycle at Guideline with an emphasis on Tier 2 support
  • Part of the participant escalation path, handling sensitive issues or complaints and ensuring that our customers are supported and satisfied
  • Act as the voice of our customers - identify trends and gaps based on communication and feedback from customers
  • Collaborate interdepartmentally with sales, engineering, operations, and our in-house legal team in order to troubleshoot and help customers
  • Report to Customer Support Manager
Desired Qualifications
  • Benefits and/or 401(k) experience a plus

Guideline provides affordable, customizable retirement plans for businesses, focusing on 401(k) plans and IRAs. It handles end-to-end retirement plan management, including automatic enrollment, compliance testing, and fiduciary oversight as a 3(38) fiduciary, so investments are managed in employees’ best interests. The service is sold on a low, monthly subscription, with optional add-ons such as profit sharing, vesting schedules, and matching. Guideline also offers Guideline Pro, a platform that helps financial and benefits professionals advise clients and manage plans. Compared to others, Guideline emphasizes low fees, simple setup, and customizable features for small to mid-size businesses and professions like dental practices. Its goal is to make retirement benefits easier to offer and more affordable, helping more people save for retirement while reducing costs for employers.

Company Size

51-200

Company Stage

Series E

Total Funding

$339M

Headquarters

San Mateo, California

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • Gusto 401(k) powers 34,000 businesses saving $10B in retirement.
  • AI-powered guidance simplifies 401(k) complexity for small businesses.
  • New Starter plan targets micro-businesses with accessible pricing.

What critics are saying

  • Fidelity bundles 401(k)s with payroll undercutting Guideline fees.
  • ADP deprioritizes Guideline integrations favoring own platforms.
  • State auto-IRA mandates bypass Guideline capturing SMB savings.

What makes Guideline unique

  • Guideline charges flat fee per participant unlike asset-based industry model.
  • Guideline acts as 3(38) fiduciary managing investments for small businesses.
  • Guideline integrates seamlessly with Gusto payroll since 2016 acquisition.

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Benefits

Flexible vacation policy

Company equity

401(k) with matching contributions

100% paid employee insurance coverage

Annual learning & development stipend

Parental leave

Sabbatical after 5 years of employment

Growth & Insights and Company News

Headcount

6 month growth

-11%

1 year growth

9%

2 year growth

8%
Guideline
Nov 6th, 2025
It's official: Guideline has joined Gusto

It's official: Guideline has joined Gusto. CEO and Founder of Guideline Today marks a milestone Guideline, Inc. is proud to share: Gusto's acquisition of Guideline is now complete. Guideline, Inc. is excited to announce the launch of Gusto 401(k) powered by Guideline. Guideline, Inc. has worked with Gusto since 2016, united by a simple but powerful belief that small businesses deserve access to the same caliber of tools and benefits that larger companies have access to. Together, Guideline, Inc. has helped 34,000+ businesses offer a 401(k) and save $10B towards retirement.[1] And now, Guideline, Inc. is taking that partnership to the next level. Payroll + 401(k) - better together. By coming together, Guideline, Inc.'ll help make it easier than ever for small businesses to stay compliant, offer high-quality benefits, and give their teams a real path to financial security. This means business owners will be able to set up all their benefits in one place, employees will onboard and update their benefits using a single app, and compliance requirements, taxes, and payments will be easily managed on a single dashboard. If you're currently a Gusto customer who uses Guideline, you already know how well Guideline, Inc. work in tandem. If you're a Gusto customer looking to offer a new 401(k), here's what you can look forward to: * A seamlessly integrated experience. Gusto is the #1 rated HR platform for payroll, benefits, and more.[2] Your 401(k) and payroll will work together as one unified solution: one login, one great experience for you and your team. * Less time on admin, more time on your business. With automated payroll syncs handling deductions, contributions, and employee data, you can focus on what matters most: growing your business while supporting your team and your customers. * Complexity and compliance handled for you. Just like Gusto payroll helps with all of your filings and compliance, your Gusto 401(k) can handle the hard parts. Guideline, Inc. take care of automated recordkeeping, compliance testing,[3] fiduciary obligations, and annual reporting, all while keeping you compliant with state retirement mandates. * A valuable benefit for your employees. Your team gets access to a retirement plan with low fees, professionally managed investment options, personalized guidance, and an intuitive mobile app that can make saving for the future feel achievable, not overwhelming.[4] And if you're a business who uses a different payroll provider, you can bring payroll and 401(k) together under one roof by switching to Gusto, or get a Gusto 401(k) through a self-service experience. The power of retirement benefits. For small businesses, every benefit you offer can be a statement about your values. You can hear that directly from teams that rely on a 401(k) from Gusto, like Farmgirl Flowers, Be Bright Coffee, and Dax Lee's Barbershop.[5] Retirement benefits can have a meaningful impact on your team's financial future while helping you attract and retain top talent. * 93% of employees agree that a retirement benefit influences their likelihood of choosing to work for an employer[6] * 81% of employees ranked retirement as one of their top two benefits * One in two employees would turn down a job offer from a company that does not offer a retirement benefit[7] Offering a retirement benefit can send the message to your team that you're invested in their future. That's never been as easy as it is today. By bringing Guideline into Gusto, Guideline, Inc. is creating a straightforward way for small businesses to offer retirement benefits that actually can make a difference. What's next. If you already use both platforms, you will notice that your 401(k) looks more unified. Guideline, Inc. will continue to make the experience more seamless and are committed to making this transition smooth. Going forward, Guideline, Inc. will introduce new features and updates that will make the entire Gusto experience (including retirement) better. Together, Guideline, Inc. will create a unified platform and launch new products that take your retirement benefits even further. Here's to the next chapter of retirement and financial benefits - together. * Want to log into your existing 401(k)? Click here * Looking to offer a new 401(k)? Talk to its team * Ready to start your payroll and benefits journey? Get started with Gusto

TechStartups.com
Aug 27th, 2025
Gusto acquires retirement tech startup Guideline to expand HR and payroll platform

Payroll startup Gusto acquires retirement plan provider Guideline, strengthening its push into 401(k) plans.

CNBC
Aug 27th, 2025
Gusto acquires Guideline for retirement plans

Gusto, a payroll and HR software startup valued at $9.3 billion, announced its agreement to acquire Guideline, a corporate retirement plan provider. The terms of the deal were not disclosed. Gusto, originally ZenPayroll, has offered 401(k) plans through a partnership with Guideline since 2016. Post-acquisition, Guideline's integrations with other payroll companies like ADP and Intuit will continue, according to Guideline CEO Kevin Busque. Both companies focus on small businesses.

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