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Outside The Valley

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The podcast where we interview remote startup leaders and workers, remote work advocates, and companies who thrive outside of Silicon Valley.

The podcast where we interview remote startup leaders and workers, remote work advocates, and companies who thrive outside of Silicon Valley.
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The podcast where we interview remote startup leaders and workers, remote work advocates, and companies who thrive outside of Silicon Valley.






Megan Chinburg (Help Scout) - A Look Into Help Scout's Hiring Process

Today on Outside The Valley we have Megan Chinburg, VP of Engineering at Help Scout! We talked about Help Scout’s hiring and onboarding process from start to finish, with a discussion around the “value screening” stage, and how Help Scout makes sure to reduce biases in the interview process. Megan also shared the one thing that Help Scout did in the early days that made them grow solidly, and her top two pieces of advice for engineering managers everywhere.


Hailley Griffis (Buffer) - A Peek Into Buffer's Open Culture

Today on Outside The Valley we have Hailley Griffis, Head of Public Relations at Buffer. We discuss the culture of transparency and openness within Buffer, including how it affects the company’s marketing and hiring, how remote work affects Hailley’s productivity, and more. We also dive into Buffer’s internal processes, and talk about the most unique parts of them. This includes “internal applications” for new job openings, asynchronous all-hands meetings, why Buffer started offering paid...


John Doherty (Credo) - Communicating Expectations Well

Today on the show, we have the CEO and Founder of Credo, John Doherty. Credo is a platform where you can hire reliable, vetted marketing professionals. This week’s episode is less about remote work itself, but more about managing and communicating expectations — whether you're a leader of a company, a client, or a freelance consultant. We also talk about managing communities affiliated with a marketplace-style business, and John’s thoughts on building a bootstrapped, profitable company...


Peldi (Balsamiq) - Continuous Learning as a Company DNA

Today I’m joined by Giacomo “Peldi” Guilizzoni, the CEO of Balsamiq. In this episode, we talked about Balsamiq’s culture (specifically around the core value of continuous learning and the importance of experiments), the growing pains Peldi experienced as a leader, and more. We also had a quick peek into Balsamiq’s hiring and onboarding process. We also talked about why Peldi strongly prefers to employ remote team members, rather than have them as contractors (which is a common practice...


Hiten Shah (FYI) - Figuring Out Your Own Remote Work Structure

Today on the show we have Hiten Shah, founder and CEO of FYI. Hiten was also the founder of tech startups like Kissmetrics, Crazy Egg, and Quick Sprout. We talked about how Hiten has been leading remote teams since 2003, FYI’s Remote Work report, the importance of figuring out your remote work structure, and why hiring is about “opting-in.” An interesting theme in this interview is Hiten’s core message: “Figure out what works for you.” You can easily find articles about remote work best...


Ho Yin Cheung (Remo) - Transitioning to Become a Remote Startup Leader: Challenges and Tips

Today I’m joined by Ho Yin Cheung, the founder, and CEO of Remo, a tool that helps you organize virtual events and office space, and Riotly Social Media, an Instagram social media agency. We discussed the challenges Ho Yin faced when he began transitioning to be a better remote startup leader, how his perceptions about remote hiring have changed from enabling cost-cutting to enlarging the talent pool, and how Remo help provides the right amount of transparency for remote teams. Ho Yin also...


Andreas Klinger (Angel List) - Why Hiring Outside Silicon Valley is The New Normal

Today on the show we have Andreas Klinger, the Head of Remote at AngelList, and one of the founding team members of Product Hunt. We talk about why hiring Silicon Valley engineers is now mostly a liability, how to systemize trust within remote teams, why onboarding is super crucial for remote teams, and so on. In this interview, we also mentioned two great resources: Andreas’ blog post “Managing Remote Teams - a Crash Course”, and his talk at the Running Remote conference. If you’re not...


Justin Mitchell (YAC Chat) - Using Voice to Bring "High-Resolution Communication" to Remote Teams

Today on the show, we have Justin Mitchell. Justin is the founder and CEO of YAC Chat, a voice collaboration tool for remote teams. He’s also a founder of SoFriendly, a software development company based in Florida. We're going to dive into how Justin got his first startup gig in high school, how YAC Chat got their traction via Product Hunt Maker's Festival, the importance of high-resolution communication in remote teams, and the role of voice in the future of remote work and everyday life ....


Krister Haav (Toggl) - Creating a Fun and Playful Culture in Remote Teams

Today on the show we have Krister Haav, the CEO of Toggl, a simple (yet powerful) time tracker that helps you learn how much your time is worth. If you’re familiar with Toggl, you’ve probably already noticed that they have a super playful brand. They’re not afraid to experiment with comics, or even this addictive startup simulator game: https://toggl.com/startup-simulator/ In this episode, we discussed how Toggl evolved from a software consulting company to a product company, the importance...


Mark Faggiano (TaxJar) - How TaxJar Creates A Remote Culture by Prioritizing Employee Experience

Today I’m joined by Mark Faggiano, the founder and CEO of TaxJar, a 100% distributed SaaS company that helps businesses automate their sales tax calculations and filing. We talked about Mark’s genuine passion for remote work, why he personally handled new team members’ onboarding in the company, and how having an Employee Experience Team is vital for TaxJar.


Claire Lew (Know Your Team) - How To Build Social Connections & Trust In Remote Teams

Today we have Claire Lew on the show! Claire is the founder and CEO of Know Your Team, software that helps you become a better leader for your company. We talked about building trust and social connections in a remote team, how you can be a better facilitator as a leader, and the role of empathy in a distributed team.