Listen Here

| |

Conversation
Highlights

Welcome to another episode of Category Visionaries — the show that explores GTM stories from tech’s most innovative B2B founders. In today’s episode, we’re speaking with Jaclyn Chen, CEO and Co-Founder of Benepass, an employee benefits platform that has raised more than $14 million.
  • Benepass’ Mission: Benepass helps companies reimagine employee care by allowing employees to choose benefits that best fit their needs, challenging the traditional company-driven benefits process.
  • Flexibility and Choice in Benefits: Benepass enables companies to offer flexible benefits without the administrative burden, allowing for personalized employee experiences.
  • Addressing Current Events and Corporate Values: Benepass quickly adapts benefits offerings to respond to current events and align with corporate values, demonstrating agility and empathy in benefits administration.
  • Market Focus: Benepass primarily serves midsize employers, offering them a competitive edge in benefits provision to attract and retain talent by competing with larger enterprises’ rich benefits packages.
  • Challenging Traditional Benefits Mindset: Benepass aims to shift HR’s perspective from set menus of benefits to a model driven by employee personalization and choice.
  • Vision for the Future: Jaclyn envisions Benepass being a central platform in every employee’s wallet, enabling personalized benefits selection that aligns with individual and family needs across different life stages.

Actionable
Takeaways

Embrace a Giving Philosophy in Leadership:

Jaclyn's adoption of a giver's mindset, inspired by Adam Grant's "Give and Take," emphasizes the importance of listening intently to customers' needs and offering solutions proactively. This approach fosters early adopters and evangelists, critical for startup growth.

Innovate Employee Benefits with Personalization:

Benepass's strategy to allow employees to select their benefits based on personal needs disrupts the traditional top-down approach. This highlights the value of flexibility and choice in creating benefits packages that truly resonate with a diverse workforce.

Leverage Technology for Administrative Efficiency:

Benepass's use of fintech solutions simplifies the administration of personalized benefits, showcasing how technology can ease the burden on HR departments while offering a wide range of benefits options.

Respond to Current Events with Agility in Benefits Offering:

Benepass's ability to quickly adapt benefits in response to current events, such as the pandemic or social movements, illustrates the importance of being responsive and flexible in benefits design to reflect employees' evolving needs and societal changes.

Start Small and Scale with Feedback:

Beginning with a small, manageable change in benefits offerings and scaling based on employee feedback allows for gradual implementation and adjustment. This strategy can lead to broader acceptance and appreciation of new benefits models.

Recommended Founder
Interviews

Mousa Yassin

CEO and Founder of Pixaera

Mousa Yassin, CEO and Founder of Pixaera: $5.7 Million Raised to Build the Future of VR Safety Training

Ben Zweig

CEO of Revelio Labs

Ben Zweig, CEO of Revelio Labs: $19 Million Raised to Build the Future of Workforce Intelligence

Andy Berman

CEO and Founder of Vowel

Andy Berman, CEO and Founder of Vowel: $13 Million Raised to Power the Future of Meetings

Achuthanand Ravi

Founder & CEO of Kula

Achuthanand Ravi, CEO of Kula: $14 Million Raised to Build the Future of Recruiting

Mike Fitzsimmons

CEO and Co-Founder of Crosschq

Mike Fitzsimmons, CEO & Co-Founder of Crosschq: $35 Million Raised to Power the Future of AI-Driven Hiring Intelligence

Agapitos Diakogiannis

Co-founder & CEO of Seafair

Agapitos Diakogiannis, CEO of Seafair: $6.5 Million Raised to Build the Future of Maritime Recruitment

Warren Lebovics

Co-Founder of Pequity

Warren Lebovics, Co-Founder of Pequity: $19 Million Raised to Build the Future of Employee Compensation

Josh Merrill

CEO of Confirm

Josh Merrill, CEO of Confirm: Over $11 Million Raised to End the Performance Review Nightmare

Amit Bhatia

CEO & Co-Founder of Data People

Amit Bhatia, Co-Founder and CEO of Data People: $21 Million Raised to Build the Future of Recruiting Intelligence

Nicholas Rudder

Co-Founder & CEO of Sphere

Nicholas Rudder, Co-Founder & CEO of Sphere: $5 Million Raised to Build the Future of Corporate Learning

Rob Whalen

CEO of PTO Exchange

Rob Whalen, CEO of PTO Exchange: $5M Raised to Empower Companies to Rethink Paid Time Off

Peter Briffett

CEO and Co-Founder of Wagestream

Peter Briffett, CEO and Co-Founder of Wagestream: $370 Million Raised to Provide Financial Wellbeing for Every Frontline Employee

Sebastian Schüller

Co-founder of HiPeople

Sebastian Schüller, Co-founder of HiPeople: $7 Million Raised to Develop Data-Driven Augmentation for Hiring Teams

Ville Herva

CEO of BOLT.works

Ville Herva, CEO of BOLT.works: $7 Million Raised to Build the Future of Staffing

Mike Adams

Co-Founder & CEO of Grain

Mike Adams, Co-Founder & CEO of Grain: $22 Million Raised to Power the Future of Meetings

Tony Jamous

CEO of Oyster

Tony Jamous, CEO of Oyster: $220+ Million Raised to Build the Global Employment Platform (GEP) Category

Virgile Raingeard

CEO of Figures

Virgile Raingeard, CEO of Figures: €8.5 Million Raised to Build the Future of Compensation Intelligence

Tom Griffiths

CEO and Co-founder of Hone

Tom Griffiths, CEO of Hone: $50 Million Raised to Build the Future of Corporate Training

Ben Sesser

CEO & Founder of BrightHire

Ben Sesser, CEO & Founder of BrightHire: $36 Million Raised to Build the Interview Intelligence Category

René Janssen

CEO and Founder of Lepaya

René Janssen, CEO & Founder of Lepaya: $85 Million Raised to Build the Future of Employee Training

Matt Pierce

CEO of Immediate

Matt Pierce, CEO of Immediate: $15 Million Raised to Eliminate the Costly Price of Financial Stress in the Workforce

Chandler Malone

Founder of Bootup

Chandler Malone, Founder of Bootup: $2 Million Raised to Solve the Tech Talent Crisis

Barbra Gago

CEO and Founder of Pando

Barbra Gago, CEO and Founder of Pando: $7 Million Raised to Build the Future of Career Advancement

Stephen Johnston

CEO and Founder of GoodJob

Stephen Johnston, CEO and Founder of GoodJob: $9 Million Raised to Power the Future of Human Capital Management

Anthony Mironov

CEO and Co-Founder of Wingspan

Anthony Mironov, CEO and Co-Founder of Wingspan: $30 Million Raised to Power the Contractor Experience of the Future

Sammy Singh

CEO and Co-Founder of WurkNow

Sammy Singh, CEO and Co-Founder of WurkNow: $15 Million Raised to Power the Future of Staffing

Sid Upadhyay

Co-Founder & CEO of WizeHire

Sid Upadhyay, Co-Founder & CEO at WizeHire: Over $30 Million Raised to Help SMBs Hire Great Talent

Hanna Asmussen

CEO and Co-Founder of Localyze

Hanna Asmussen, CEO and Co-Founder of Localyze: Over $48 Million Raised to Build the Leading Global Mobility Platform for Companies and Employees

Wes Winham Winler

Founder/CEO of Woven

Wes Winham Winler, CEO of Woven: $11 Million Raised to Transform How Companies Recruit and Hire Developers

Jason Radisson

CEO and Founder of Movo

Jason Radisson, CEO and Founder of Movo: Over $9 Million Raised to Build the Future of HR Automation

Daniel Liebeskind

CEO and Co-Founder of Topia

Daniel Liebeskind, CEO and Co-Founder of Topia: $6 Million Raised to Help Organizations Build Their Own Metaverse

Hanns Aderhold

Founder and CEO of Cobrainer

Hanns Aderhold, Founder and CEO of Cobrainer: $21 Million Raised to Build the Future of Skills Data Platforms

Joseph Fung

CEO of Uvaro

Joseph Fung, CEO of Uvaro: $15 Million Raised to Build the Career Success Platform Category

Prem Kumar

CEO | Co-founder of Humanly

Prem Kumar, CEO of Humanly.io: $5.5 Million Raised to Build the Conversational Hiring Category

Will Sealy

CEO and Co-Founder of Summer

Will Sealy, CEO and Co-Founder of Summer: Over $18 Million Raised to Help Organizations Provide Student Loan Benefits

Brett Martin

President and Co-Founder of Kumospace

Brett Martin, President and Co-Founder of Kumospace: $25 Million Raised to Power the Future of Virtual Offices

Jared Pope

CEO and Co-Founder of Work Shield

Jared Pope, CEO and Co-Founder of Work Shield: $12 Million Raised to Eliminate Workplace Misconduct

Fraser Patterson

CEO and Founder of Skillit

Fraser Patterson, CEO and Founder of Skillit: $13 Million Raised to Tackle the Skilled Labor Crisis in Construction

Sam Naficy

CEO of Prodoscore

Sam Naficy, CEO of Prodoscore: $4 Million Raised to Build the Future of Employee Productivity Measurement

Kevin Busque

CEO and Founder of Guideline

Kevin Busque, CEO and Founder of Guideline: $339 Million Raised to Help More Small Businesses Offer Retirement Plans

Marcelo Lebre

President of Remote

Marcelo Lebre, Co-founder & COO of Remote: Nearly $500 Million Raised to Power the Distributed Workforce of the Future

Omer Glass

Co-Founder and CEO of GrowthSpace

Omer Glass, Co-Founder and CEO of GrowthSpace: $44 Million Raised to Build the Future of Employee Development

Ian White

Founder of ChartHop

Ian White, Founder, CEO and CTO of ChartHop: $74 Million Raised to Build the Future of PeopleOps

Nishika de Rosairo

CEO and Founder of HumanQ

Nishika de Rosairo, CEO and Founder of HumanQ: $3.5 Million Raised to Build the Future of Human Development

Daniel Birkholm

Founder & CEO of TalentHub

Daniel Birkholm, TalentHub: $6 Million Raised to Transform How Organizations Measure and Improve Their Hiring Experience

Kelsey Bishop

Founder and CEO of Candor

Kelsey Bishop, Founder and CEO of Candor: $5 Million Raised to Build the Future of Professional Relationship-Building

Raghu Gollamudi

CEO and Co-Founder of Included

Raghu Gollamudi, CEO and Co-Founder of Included: $5.4 Million Raised to Build the Future of HR Analytics

Jason Lavender

CEO of Electives

Jason Lavender, CEO of Electives: $10M Raised to Redefine Corporate Training

Matt Watson

CEO and Founder of Origin

Matt Watson, CEO and Founder of Origin: Over $70 Million Raised to Make Financial Wellness the Next Big Employee Perk

Laura McGee

Founder and CEO of Diversio

Laura McGee, CEO of Diversio: $6 Million Raised to Help Organizations Measure and Improve DEI

Kian Katanforoosh

CEO & Founder of Workera

Kian Katanforoosh, CEO of Workera: $21 Million Raised to Build the Skills Intelligence Category

Andres Blank

Co-founder & CEO of Fetcher

Andres Blank, CEO of Fetcher: $40 Million+ Raised to Build the Future of Recruiting Automation