Top Tech Jobs & Startup Jobs

Drive net-new B2B sales of pet insurance as a voluntary employee benefit across the Western US. Prospect, build pipeline, close enterprise employer group deals with brokers and benefit platforms, coordinate onboarding with Implementation, support RFP responses, represent the company at events, and maintain product, pricing and compliance knowledge to grow the Employee Benefits channel.

Lead finance, regulatory, and reporting for the Canadian branch of a U.S. insurance company: manage OSFI filings, IFRS 17 and US GAAP alignment, provincial compliance, GL and month-end processes, actuarial coordination, audits, controls, and cross-border collaboration to support growth and governance.

Lead end-to-end UX research to inform product strategy for PetPlace's digital products. Plan and run generative and evaluative studies, synthesize insights into actionable recommendations, create artifacts (reports, journey maps, prototypes), partner with product/design/engineering, scale research operations, and advocate for user-centered decision-making across the organization.

Manage benefits and wellbeing program administration, compliance, audits, and reporting (401k, HSA, 5500). Support M&A benefits integrations, vendor management, payroll/401k reconciliation, open enrollment, and cross-functional stakeholder communications to improve employee experience.

Lead FP&A and financial planning for Spot and IPH, manage forecasting, reporting, consolidations, and modeling. Partner with accounting, tax, treasury, and sister companies to support strategic decisions, process improvements, and team development.

Support end-to-end deployment of actuarial pricing in Earnix, perform statistical modeling and data analysis, build dashboards and reports, validate and govern deployments, coordinate releases across environments, monitor production rating behavior, and present findings to stakeholders.

Provide advanced onsite and enterprise L2/L3 end-user support, manage office AV and IT infrastructure for Chicago HQ, support executives, enforce ITIL/SLA processes, manage software asset records in ServiceNow, coordinate MSP/vendor escalations, and lead endpoint/AV deployment projects.

Lead information security governance, risk, and compliance programs. Manage cross-functional teams, SOC 2 Type II audits, regulatory engagements, enterprise data security and governance, incident communications, information security questionnaires, KPI/KRI reporting, and mentor junior staff to ensure regulatory and standards alignment.

Lead and manage a small team to intake, frame, prioritize, and hand off data initiatives. Translate business needs into solution blueprints, ensure alignment with architecture and governance, define KPIs, track ROI, and drive stakeholder alignment across Claims, Finance, Marketing, and Operations.

The Senior Accountant will prepare statutory statements, assist with audits, manage corporate accounting, mentor staff, and ensure financial accuracy.