When

Happy 39th Birthday, #COBRA - Judging by the record layoffs (275k+ in March), soaring healthcare costs, and the scene depicted here, this milestone feels more like a mid-life crisis than a celebration. The framework built in 1986 is straining under 2025 pressures. What does this mean for your company's risks, costs, and how you support departing employees during difficult transitions? We dive into the challenges and the urgent need for a modern approach in our latest blog post. Read the full analysis below. #COBRA #Layoffs #EmployeeBenefits #HR #HealthcareCosts #FutureOfWork #ReadyForWhen

Excited to share that When has been selected for the prestigious BrokerTech Ventures Accelerator's 2025 cohort! We're honored to join eight other innovative insurtech startups in this highly competitive program led by some of the insurance industry's most forward-thinking brokers. As BTV describes our solution: "When – A trusted partner that reduces high-cost claims for employers while providing tools and support to former employees during a job transition." The accelerator kicks off next week with BTV Mania in Des Moines, where we'll meet with BTV's owners and partners to explore strategic collaborations. This opportunity comes at a perfect time as we continue scaling our solution to help more employers create better post-employment experiences while reducing healthcare costs. Read more: https://lnkd.in/eTiji6pV #ReadyForWhen #BrokerTechVentures #EmployeeBenefits #HealthcareInnovation #StartupAccelerator

A powerful perspective from Perceptyx's recent report on employee feedback programs: while 95% of HR leaders maintained or increased listening efforts last year, confidence in these programs delivering business outcomes has plummeted from 43% to just 27%. The culprit? Not a lack of listening, but a lack of action. HR departments are drowning - 40% report their jobs becoming significantly harder, 30% have considered leaving the field entirely, and a quarter already feel burned out. This matters because organizations that effectively act on employee feedback are 6x more likely to exceed financial targets and 8x more likely to achieve high customer satisfaction. At When, we hear about this disconnect from exiting employees. When offboarding processes don't reflect employee feedback, it can damage trust and undermine years of positive experience. The most successful transitions happen when organizations listen AND respond to employee needs. #ReadyForWhen #Offboarding #HR #EmployeeFeedback #COBRA https://lnkd.in/gHpDsbfR

Understanding the ACA Affordability Standard in 2025: What It Means for Healthcare Coverage During Job Transitions The affordability threshold for employer-sponsored health insurance is changing to 9.02% of household income in 2025. This critical number determines whether employees can access marketplace subsidies when their employer's plan is too expensive. Why this matters: • During job transitions, understanding affordability standards is essential for making informed healthcare decisions • If your employer plan costs more than 9.02% of your household income, you may qualify for subsidized marketplace coverage • The threshold has fluctuated in recent years (8.39% in 2024, 9.12% in 2023) This change could significantly impact those experiencing job changes in 2025. When employer coverage becomes unaffordable or no longer provides minimum value, individuals qualify for a special enrollment period to access marketplace plans. At When, we're committed to helping people navigate these complex healthcare decisions during career transitions. Our platform simplifies this process, ensuring you understand all your options beyond just COBRA. #ReadyForWhen #HealthcareTransitions #AffordableCare #ACA #EmployeeBenefits #JobChange

What an incredible week at #Transform2025! The When team had the opportunity to connect with so many thoughtful HR leaders who are actively rethinking how they support employees through career transitions. The timing couldn't be more relevant - with recent job market volatility making headlines, our conversations centered on creating win-win solutions that benefit both organizations and individuals during offboarding. We were energized by how quickly people grasped the value proposition: employers can significantly reduce healthcare costs while simultaneously providing departing employees with better, more affordable coverage options than traditional COBRA. Thank you to everyone who stopped by our booth to learn about how we're transforming the post-employment experience. The enthusiasm and engagement reinforced that we're addressing a critical gap in the employee lifecycle. Looking forward to continuing these conversations and building partnerships that create more compassionate, effective offboarding experiences! #Transform #HRconference #EmployeeBenefits #CareerTransitions #HealthTech #COBRA

Excited to share our CEO Andy Hamilton's interview with citybiz exploring When's mission to transform post-employment support! Andy discusses how his own layoff experience during the pandemic revealed critical gaps in offboarding and healthcare transitions - becoming the catalyst for creating When's AI-powered platform. The piece highlights our approach to turning challenging career moments into opportunities for growth and discovery, with personalized support that's emboldened through our AI healthcare navigator - Jamie. Thanks to citybiz for spotlighting this often overlooked part of the employee lifecycle. #ReadyForWhen #EmployeeExperience #CareerTransitions #EmployeeBenefits #HRTech

When will be at #Transform2025 next week! You'll find us at booth #114, ready to connect with forward-thinking HR leaders about revolutionizing post-employment health insurance. With recent economic shifts creating significant workforce transitions, our mission to ensure continuous healthcare access during job changes is increasingly relevant. The February job cut announcements (highest since 2009) highlight why innovative approaches to post-employment support are crucial right now. We're looking forward to sharing how our platform is helping both organizations and individuals navigate healthcare transitions with confidence and dignity - creating better experiences during challenging moments. #ReadyForWhen #TransformHR #EmployeeBenefits #HealthcareInnovation #HRTech #CareerTransitions

CNN reports a concerning labor market shift: February saw 172,017 announced job cuts - the highest February total since 2009 and a staggering 103% increase from last year. According to Challenger, Gray & Christmas data, this marks the 12th highest monthly total in 32 years of tracking job cuts. The other 11 highest months all occurred during recessions, highlighting the significance of this trend. These numbers reflect growing economic uncertainty across multiple sectors including retail (38,956 cuts), technology (14,554), and consumer products (10,625). While there was a silver lining - companies' hiring plans increased to 34,580 in February - the overall trend signals major workplace transitions ahead. At When, we're focused on supporting those navigating these challenging transitions. Because behind these statistics are real people facing healthcare coverage decisions, benefits transitions, and financial uncertainty during these career changes - making our mission of ensuring continuous care even more critical during periods of increased workforce volatility.

Honored to have been invited to this gathering of brilliant minds and forward-thinking innovators!

📣 We're Hiring! Client Success Manager at When We're looking for a Client Success Manager to join our team and help transform how companies support employees through career transitions. In this role, you'll: ➡️ Serve as the trusted advisor for our clients ➡️ Drive customer success and adoption ➡️ Lead onboarding and training initiatives ➡️ Identify growth opportunities and exceed retention targets The ideal candidate has 3-5 years of account management experience, excellent communication skills, and a passion for building relationships that deliver real value. Experience in HR tech, healthcare, or benefits is a plus! When is venture-backed and rapidly growing. Our AI-driven platform is revolutionizing how people manage healthcare transitions between jobs - and this role will be central to our mission. Apply below: #ReadyForWhen #NowHiring #JobOpportunity #ClientSuccessManager #HealthTech #HRtech