Led · Equity · Jun 2026

June Health provides a connected women’s healthcare platform combining AI-enabled health navigation with expert human care coordination and multidisciplinary virtual care to support hormonal health, fertility, family planning, mental and sexual health, chronic conditions, preventive care, parenting support, and menopause. The platform is delivered as an employee and partner benefit through employers, benefits administrators, affinity groups, and insurers. Its care model pairs clinician-trained AI with a multidisciplinary team that includes physicians, nurse practitioners, psychotherapists, dietitians, naturopaths, parent coaches, and women’s health specialists. June Health plans to use the proceeds from its recent CAD$2.4 million financing to invest in AI and data infrastructure, expand employer and strategic distribution partnerships, and grow its integrated care platform. The company positions its service as addressing gaps in continuity, accessibility, and coordination across women’s healthcare and aims to improve engagement and outcomes at scale.

Led · Equity · Apr 2025

PolicyMe is a Canada‑focused digital insurance company whose product suite includes Life Insurance, Critical Illness Insurance, and newly launched Health & Dental coverage, alongside an end‑to‑end white‑labeled platform for partners. The company expanded from life insurance into Health & Dental and converted its digital customer journey into a comprehensive white‑label solution that integrates quoting, underwriting, and policy issuance. That platform is designed to cut partners' time‑to‑market to 3–6 months and already powers launches for Blue Cross Life and Securian Canada. Since its 2022 Series A, PolicyMe has scaled nationwide, selling over $10 billion in coverage, growing annual premium sales 5.5x, servicing thousands of Canadians monthly, and operating in every province. Headcount has nearly tripled to about 100 employees to support product and customer growth. PolicyMe has raised additional capital (CAD $30M) through equity and debt tranches to fund product expansion and B2B2C growth. The company is investing in data, analytics, and AI infrastructure to improve underwriting and streamline the customer journey, positioning itself to lead AI‑driven transformation in the insurance industry. PolicyMe is a digital-first Canadian life insurance provider that offers fully underwritten term life insurance through an online application. The company began with a coverage calculator and price-comparison platform and launched a fully underwritten digital product in March of last year with Canadian Premier Life Insurance Company. By automating underwriting and distribution, PolicyMe prices its product 10–20% lower than many traditional offerings; 84% of customers purchased without a medical exam and most can apply and secure a policy in 20 minutes or less. The company has sold over $5 billion in life insurance coverage and grew over 1,050% from 2019 to 2021. PolicyMe plans to scale a comprehensive product suite distributed direct-to-consumer and via B2B2C channels, launch an embedded solution with two fintech partners later this year, and release a critical-illness product covering over 40 conditions. Since March 2020 the team has more than tripled to 47 employees and is fully remote with optional office access in downtown Toronto. PolicyMe operates a digital life-insurance comparison site and buying flow. The company was founded in 2018 and is led by Andrew Ostro and Laura McKay, with a team of about 11 people. PolicyMe says it is trusted by over 30,000 Canadians and reports advising roughly 26% of those users not to purchase a PolicyMe product. SimilarWeb data cited in the articles indicates the site has relatively low web traffic. PolicyMe raised $3.3 million and will use the funds to enhance its life-insurance buying process with new technology and financial literacy tools. The company emphasizes transparent, personalized advice as a core part of its customer experience.