Freedom of Work
Freedom of Work
Podcast Description
Freedom of Work is for HR and people teams, founders, or anyone looking to better prepare for the future of work. You'll find engaging discussions with experts and leaders on navigating the day-to-day experience of global hiring, what the future of work may look like, and how flexible work is changing the game. We'll dive deep into various topics around remote and hybrid work, global expansion, hiring trends, and more. This podcast is hosted and presented by RemoFirst.com, a full-service Employer of Record solution that manages every aspect of a company’s global employment needs.
Podcast Insights
Content Themes
Focuses on key topics such as global hiring, employee engagement strategies, remote work trends, and the evolution of HR into People Operations, with episode examples like innovative recognition practices and building a strong employer brand for remote-first hiring.

Built for HR leaders, People Ops professionals, and Founders navigating the future of work, Freedom of Work is the human resources podcast for teams serious about building global. Episodes cover everything from global hiring and talent acquisition to remote work strategy, AI in HR, and international employment. Whether you’re scaling across borders or rethinking how your team works, Freedom of Work has the expert conversations you need. This podcast is hosted by RemoFirst.com, an Employer of Record solution that manages every aspect of a company’s global employment needs.
Host Leah Cottham talks with William Tincup, Editor, Analyst, and Advisor at WRKdefined, about what really happens when global remote teams try to buy and adopt HR tech. William brings 25 years of experience as an outsider to the HR world, which gives him a sharp eye for the gap between a dazzling demo and software people actually use.
The conversation covers why practitioners need to ask if a tool solves a real problem before they get sold on it, and why adoption is only a midway step toward getting people to love business critical software. William explains why payroll and compliance have no room for error with distributed teams, how to triple your implementation timeline for a realistic launch, and what he looks for in acquisitions long after the deal closes. He also shares practical advice for HR and TA leaders evaluating vendors, from viewing live software to talking with customers who are just like you.
Key topics covered:
[00:00] Intro
[00:49] Calling out the BS in HR tech
[03:17] Why outsiders question the establishment
[04:41] Where marketing and HR overlap
[07:16] How Covid sped up remote work
[09:02] The gap between demos and adoption
[11:36] Building products from customer feedback
[14:17] Why every software change disrupts users
[17:58] Adoption isn’t the goal, love is
[18:20] Triple your implementation timelines
[23:52] Why payroll has zero margin for error
[30:04] What makes companies worth buying
[33:57] Startups are bands that clash
[36:31] Spotting customer concentration risk
[39:09] How to evaluate vendors before scaling
[47:53] Actionable AI and the future of work
[51:46] Getting comfortable with failure
Listen now to learn how to choose HR tech that survives contact with reality.

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