Jeff Waldman

HR Technology | Leadership | Unmuted Podcast | SocialHRCamp | Rethinking Disabilities | Advisory | HR | Human Resources | Recruiting | AI | Events | Community | Hard of Hearing | Disabilities | Speaker | Upskilling

📍 Greater Toronto Area Metropolitan Area, Canada🔄 Updated September 2026💼 2 investments📅 8 years investing🗓 Last invested Apr 2018𝕏 @upgrade_to_unlock
VC🌍 Canada
2
Total investments
1
Early stage
1
Mid stage
0
Late stage
8y
Years active

Portfolio

2 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Vice President, Evangelism & Strategy (contract)
Apr 2018
VanHack is a network of the world’s top software engineering, design, and digital marketing talent - available on demand to relocate to help companies grow. With over 370,000+ members from 100+ countries, VanHack is the largest workforce that is ready to relocate in the world.
Investor & Advisor
Jan 2018
For companies in competitive and innovative industries looking for a cost-effective strategy to attract talent, reduce the risk of burnout, and increase employee retention, Vacation Fund is an employee vacation saving and matching program designed to make compensation more meaningful and emotionally impactful. The Vacation Fund platform fosters employee loyalty, builds a sense of community, and provides employees with the resources they need to get the most out of their time off.
Experience · 12 entries
All (12)
Investments (2)
Founder (4)
2025
Co-Founder & Co-Organizer
May 2025
The ultimate "pub crawl" for HR and Talent leaders, without the booze, but with all the breakthroughs. The HR in Tech Crawl is a first-of-its-kind, high-impact event designed specifically for HR practitioners, recruitment leaders, and People Ops professionals in the tech industry. Taking place annually as an official part of Toronto Tech Week, we bring together 100+ of the citys most ambitious talent-obsessed builders for a day of decentralized learning and connection. What to Expect: The Crawl: We travel together (often by private shuttle) to 3 of Toronto’s most innovative tech offices. Mini-Events: Each stop features expert-led panel discussions, fireside chats and collaborative conversations on critical topics like AI in HR, scaling culture, and redefining talent density. No-Fluff Conversations: Unlike traditional conferences, our sessions are practical, honest, and community-driven. The Mixer: We wrap up the day with a social mixer to keep the conversations flowing in a vibrant, informal setting. Join us to dive into the fresh thinking and bold ideas shaping the future of work in Canada’s leading tech hub. Hosted by: ScaleHR & Tenure Learn more & Register: hrintechcrawl.com
early stageEvents Services
2023
Advisor - Employer Advisory Council
Oct 2023
Venture for Canada is a national charity that fosters entrepreneurial skills and mindset in young Canadians. We define being entrepreneurial as acting upon opportunities to create value for others. In 2024, were celebrating our 10-year anniversary and highlighting the impact of entrepreneurship! At a glance, these are some of our proudest accomplishments: 💰 $39,672,439+ Wage Subsidies Distributed 🚀 12,040+ Work-Integrated Learning Placements ❤️ 7,008+ Young Canadians Empowered 🤝 2,475+ Startups & Small Businesses Supported Venture for Canada recruits, trains, and supports young people to work for innovative Canadian small businesses and startups. Through our programs, participants develop the network, knowledge, and entrepreneurial skills to have more impactful careers. The resourcefulness of Canadians is essential to overcoming our countrys greatest challenges. Venture for Canada is a catalyst of systemic social change by equipping young Canadians to build a more prosperous and inclusive society. Our mission is to foster the entrepreneurial mindset and skills of young Canadians, and our vision is a Canada where young people can equitably realize their entrepreneurial potential to build the most prosperous place in the world. 📲 Learn more about our programs, vision, and impact by connecting with us on our socials @venture4canada! To read more about what weve accomplished in our 10 years, check out our latest impact report: https://impact.ventureforcanada.ca/2023/ __________________________________________________________________________________________________ Venture for Canada est une organisation caritative nationale qui vise à propulser la carrière des jeunes Canadiens en leur offrant une formation immersive dans des entreprises en démarrage et des petites enterprises. Les programmes de Venture for Canada permettent aux jeunes Canadiens d’acquérir les aptitudes, l’expérience et les réseaux menant à des carrières entrepreneuriales plus prospères.
2020
Founder & Principal
May 2020
Every growth conversation boils down to one thing: people. Leadership teams focus on finding the right people, making sure teams are productive, and keeping their strongest talent engaged. This starts to get hard just as revenues begin to climb – suddenly, old ways don’t work anymore. That’s where ScaleHR comes in. We’re a growth ops consultancy that helps scaling companies streamline costs to empower revenue growth and employee productivity. Issues like turnover or having a hard time recruiting are often the primary symptoms of deeper issues. Sometimes, you don’t even know when you’re ready to grow (or have a problem). The day just kind of hits you. ScaleHR partners with growth-oriented companies in the early days to build the growth systems to make sure the right people are coming in the door, doing their best work, and sticking around for the long-term. We can come in the moment you realize there’s a problem or work with you to make sure that day never comes. ScaleHR helps you build the growth systems to make sure the right people are coming in the door, doing their best work, and sticking around for the long-term. ScaleHR works with growing SMBs to scale their HR and People Operations, and with emerging HR and Recruitment technology startups to build brand awareness, grow their customer base, attract investment and funding, and general business advisory.
2018
Vice President, Evangelism & Strategy (contract)
Apr 2018
VanHack is a network of the world’s top software engineering, design, and digital marketing talent - available on demand to relocate to help companies grow. With over 370,000+ members from 100+ countries, VanHack is the largest workforce that is ready to relocate in the world.
Founder
Jan 2018
For over a decade the global tech community has experienced exponential year-over-year growth. The rapid growth has attracted more investment, talent and opportunities. The workplace, how it evolves and keeps pace with business growth has been top-of-mind for many leaders. In fact, it’s more important now than ever before, and it’s a constant struggle. While ping pong tables, sleeping pods and free beer Fridays are fun perks they do NOT drive employee engagement and a sense of belonging among employees. The modern employee is motivated and engaged by connecting to a higher purpose, receiving continuous feedback, flexible work, opportunities to grow their skills and careers, work in diverse teams, and work with amazing leaders. Employee engagement is simply smart business. We are partnering with Toronto start-up HeartbeatAI.com to measure and benchmark employee sentiment and sense of belonging in SMB tech companies (30-300 employees). Upon initial launch in early 2018 we will be focusing on the Toronto tech community with plans to roll out in other major cities throughout North America By participating you will gain invaluable insights into how your employees are feeling, and compare and benchmark your results to the industry. These insights will be provided in real-time using Heartbeat’s AI-powered platform. Our goal for 2018 is to have 20-25 companies participating in the pilot.
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