When I Work vs Businessolver

Side-by-side comparison of AI visibility scores, market position, and capabilities

Businessolver leads in AI visibility (82 vs 52)
When I Work logo

When I Work

ChallengerHCM Tech

Hourly Workforce Scheduling

Employee scheduling and time tracking app for hourly teams. Minneapolis MN, raised $35M+, used by 200,000+ workplaces across retail, food service, and healthcare.

AI VisibilityBeta
Overall Score
C52
Category Rank
#1 of 1
AI Consensus
69%
Trend
up
Per Platform
ChatGPT
53
Perplexity
62
Gemini
58

About

When I Work is an employee scheduling and time tracking platform designed specifically for hourly and shift-based workforces. Founded in 2010 and headquartered in Minneapolis, Minnesota, the company has raised over $35 million in venture funding. The platform serves more than 200,000 businesses across the retail, food service, healthcare, and service industries, helping managers build schedules and communicate with their frontline teams through a mobile-first experience.\n\nThe platform's scheduling tools allow managers to create and publish weekly schedules, fill open shifts, and manage time-off requests in a drag-and-drop interface. Team members receive shift notifications via the mobile app, can request swaps, and communicate with their team through an integrated messaging feature. The time clock function supports GPS-based clock-in, kiosk mode, and web clock options to match different workplace environments.\n\nWhen I Work has positioned itself as the accessible, affordable option for small and mid-market businesses that need practical scheduling without the complexity or cost of enterprise workforce management suites. Its freemium entry point and simple onboarding have driven strong adoption in industries where workforce churn is high and manager bandwidth is limited.

Full profile
Businessolver logo

Businessolver

LeaderHR Tech

Benefits Administration

Businessolver (Des Moines IA) is an independent benefits administration platform combining Benefitsolver SaaS with human advocacy, serving large US employers from enrollment through ACA compliance.

AI VisibilityBeta
Overall Score
A82
Category Rank
#3 of 7
AI Consensus
55%
Trend
up
Per Platform
ChatGPT
86
Perplexity
75
Gemini
89

About

Businessolver is a Des Moines, Iowa-based benefits administration company that combines SaaS technology with a people-powered advocacy model to help employees understand, choose, and use their benefits effectively. Founded in 1998, the company has grown into one of the largest independent benefits administration platforms in the United States, serving employers with workforces ranging from a few thousand to hundreds of thousands of employees. Its flagship product, Benefitsolver, provides end-to-end benefits administration including enrollment, eligibility management, COBRA, ACA compliance, and carrier data exchange, all within a highly configurable cloud platform.\n\nA defining characteristic of Businessolver's approach is its Sofia AI chatbot and 24/7 employee advocacy service, which goes beyond self-service enrollment to actively guide employees through benefits decisions, coverage questions, and claims navigation year-round. This advocacy layer is particularly valuable for complex multi-population workforces—hourly workers, union employees, and those with limited digital literacy—who are often underserved by traditional benefits administration platforms built for white-collar desk workers. Businessolver reports consistently high employee engagement rates with its advocacy services, and customers often cite improved benefits utilization and reduced HR support burden as key outcomes.\n\nBusinessolver has won recognition for its culture and workplace environment, which the company argues is the foundation for building empathy-driven HR technology. The platform integrates with hundreds of insurance carriers, third-party administrators, and payroll providers through a managed data exchange network, reducing the EDI implementation burden that has historically plagued benefits administration projects. Competing primarily with Bswift, Benefitfocus, and large HCM vendors, Businessolver differentiates on its advocacy depth and its track record with large, complex employer populations.

Full profile

AI Visibility Head-to-Head

52
Overall Score
82
#1
Category Rank
#3
69
AI Consensus
55
up
Trend
up
53
ChatGPT
86
62
Perplexity
75
58
Gemini
89
49
Claude
93
58
Grok
93

Key Details

Category
Hourly Workforce Scheduling
Benefits Administration
Tier
Challenger
Leader
Entity Type
brand
brand

Capabilities & Ecosystem

Capabilities

Only When I Work
Hourly Workforce Scheduling
Only Businessolver
Benefits Administration

Integrations

Only When I Work
Only Businessolver

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