Part IV. How not to fail with transitioning to remote in 2022?

Best practices for running a remote team

Despite multiple pieces of evidence proving the positive effect remote work has on employee performance and overall happiness, workplace productivity is still considered one of the top concerns when hiring remotely.

Plus, working across a number of time zones can lead to misalignment in communication.

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Is it possible to have an efficient product team working across the globe? How do you overcome the challenges of remote work? Here are some of the best practices for working remotely from the startups which manage distributed teams.

What are the common challenges when working with remote developers?

Time zones and communication

Yurij Riphyak, Co-founder and CPO of YouTeam - Remote Dev Teams Guide“The key challenges are:

– Different time zones. If you are based in, say, West Coast and your team is in Europe – you will most likely need to shift the start of your day until early morning while they will need to finish later. If you are a late riser – this may be a challenge.

– Communication. It’s easy to be on the same page with your team when you are always in the same room. With remote communication making sure nothing is lost along the way may become a challenge as well. This is exacerbated by the fact that these small misunderstandings and losses will only reveal themselves further down the road – after you see the result – and in a strange way it is different from what has been expected.

Two rules to avoid these unpleasant surprises are:

1. Over-communication. In my opinion, this is one of the best practices for managing remote employees. If something is important – repeat it several times. Communicate it to all stakeholders – to everyone involved, instead of just the person who is executing the task directly.

2. Putting everything in writing. After your organization becomes distributed – there is little room left for improvisation and ad-hoc decisions. In fact, the same things happen when your organization grows, even if everyone stays in the same building. You simply cannot chat by the cooler with every member of your team during one day when your team becomes 20-strong.

Yurij Riphyak, Co-founder and CPO of YouTeam


Development cycles

Craig Cannon, Y Combinator - Remote Dev Teams Guide“Startups that are afraid of hiring remote probably think their development cycles will slow down. Either because they’ll spend a ton of time communicating vs solving problems in person or they’ll end up hiring remote software developers that aren’t as good/dedicated. And finding good people in the first place is difficult.

Founders that do hire remote know that those fears are legitimate but they’re pretty straightforward to overcome once you commit.” Learn more about the secret recipe for working with remote developers in our interview with Craig Cannon. 

Craig Cannon, Y Combinator



Newbies to remote work

Francesco D'Alessio, Newton - Remote Dev Teams Guide“Remote work can sometimes sound the best option for the office, but making sure that you are hiring individuals that have worked remotely before is a strong suggestion. The one thing that chief executives could struggle with is a newbie to remote work struggling with remote working situations and not being able to solve them.

Hiring a team that has been exposed to remote work or have been heavily vetted for projects similar to remote work before is so important to bringing quality culture and results to the table.

The other recommendation is to have the right software ready and waiting. The worst thing to do is to have not agreed on the team communication tool, the project management, and task manager that you and the team will use, as this will waste masses of time when it comes to delving into the projects you want to achieve together.

The best way to overcome this is to have an onboarding checklist of all of the resources and make sure you research all of the software in advance of the remote team induction.”

– Francesco D’Alessio, Newton



Margot Mazur, Wistia - Remote Dev Teams Guide“Make sure that your decision-making process is written down. Remote team members lose a lot because of a lack of documentation. If you’re having water-cooler discussions that turn into decisions, those need to be documented, and remote folks need to have an opportunity to read those docs and comment.

Your communication tools need to be a part of your every-meeting process. Use tools like Zoom and Owl to make sure that everyone has equal weight and a chance to be a part of the conversation.

If you only have a few folks in a meeting, get everyone on their own Zoom. It’s a lot easier for remote folks to jump in with ideas or concerns when they’re not the only ones zooming in. When four people are in a room and one person is on Zoom, that remote employee is spending time figuring out social cues and when to jump in, as much as they are concentrating and contributing. Having everyone on their own Zoom helps alleviate that pain.”

Margot Mazur, Wistia


Finding right people

Megan Berry, VP of Product at Octane AI - Remote Dev Teams Guide“The biggest challenge is finding people who are going to be self-starters who thrive well in a remote environment. When you’re together in an office you can do much more in-depth training and handholding but a remote team requires people who will speak up when they need help and keep their projects going. 

As for how to overcome it, I definitely love to hire people I’ve worked with before and therefore I know they have a proven track record, but that’s not always possible.”

Megan Berry, VP of Product at Octane AI

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Company culture

Carlos González de Villaumbrosia, Founder and CEO at Product School - Remote Dev Teams Guide“The most challenging is to build a culture inside your remote team. Managers often forget to treat their remote members as part of the on-site team which might negatively influence the overall performance.

At Product School, we are about 100 people in 15 different locations and we have already over 5000 alumni who are also part of our community. Being distributed, we have to follow a culture-first approach to make people feel like one team. That’s not a single action but a comprehensive strategy adjusting the whole operational processes, HR system, special tools incl. custom chatbots, sync meetings, perks for our employees and offline presence as well.

We want to create more interactions to connect people and get to know each other. This is why we organize different team retreats in one location and provide some special perks like “workation” when our employees can combine work with vacation. For example, if you are based in SF, you can also go for a week to London and work for three days and travel for other two days. And again with a purpose to make them feel part of one team, one company.”

Carlos González de Villaumbrosia, Founder and CEO at Product School


Company values

Rodolphe Dutel, Founder at @remotiveio | Prev. Director of Operations at Buffer - Remote Dev Teams Guide“The biggest challenge is the question of whether remote work fits within the values of your companies. If it does, it may require you to think about how it translates into a day to day interactions. How do people interact, what are they rewarded for, how often do they meet?

Once you clear on the definition of success within your team, you’ll have a much better idea of how to hire. It will help you to draft requirements and document what success looks like for everyone. This common definition will help HR, existing colleagues together with people looking at joining your company.”

Rodolphe Dutel, Founder at @remotiveio | Prev. Director of Operations at Buffer


Asynchronous communication

Rebecca Corliss, Owl Labs - Remote Dev Teams Guide“Moving to the remote workforce is a great way to increase your talent pool and hire faster. For example, the State of Remote Work discovered that fully distributed companies take 33% less time to hire a new employee than other companies.

However, one of the easiest mistakes product companies make when moving to a distributed workforce is a breakdown of communication, specifically by making it unintentionally unequal.

This inequality can be found in many ways, for example by hosting meetings where only the in-room participants have the chance to speak, celebrations where only the office employees can attend, off-the-cuff announcements where only those in earshot can hear, and worse promotion opportunities when only the most “visible” workers are considered. If this is your environment, the new remote workers on your team will pick up that they’re at a disadvantage, and may not stick around.

With that, management needs to take a step back and evaluate how unconscious biases might unintentionally prioritize in-office staff. Once identified, think about how you can pursue the same result in a way that works for all employees, regardless of location.

For example, meetings can all include video tools like the Meeting Owl, celebrations and announcements can be captured using chat tools like Slack, and all promotions are decided by merit and impact — not visibility.”

Rebecca Corliss, Owl Labs


Collaboration tools

David Hassell, Co-founder and CEO of 15Five - Remote Dev Teams Guide“We’ve heard from the heads of development at several large and successful companies who use 15Five that communication is the biggest challenge when hiring (and managing) a remote development team. Because engineers will not share thoughtful feedback in front of others, you must have internal communication and culture-building software in place before you hire.

Even in-house engineers will likely not be rushing into the CTO’s office to volunteer information, especially bad news like a site crash. But even the quietest of employees will, over time, respond to solicitations for information behind the perceived safety of a layer of technology.  

Communication woes begin with the interviews, which for remote employees will likely have to take place over video conferencing software. The hiring manager has a disadvantage because they can’t see the candidate’s body language or listen to the subtle changes in their tone of voice.

While the hiring process for developers is somewhat unique in that you are mainly scoring competency for a technical role, you still have to hire for communication skills and culture-fit. So in addition to your technical interviews, top-grading, and other tactics to determine competency, you should have others on the dev team meet with the candidate to see if there are shared core values and to ensure that communication is fluid.

Having effective communication and collaboration technologies and processes in place is one of the best practices for working remotely.  Thus, hiring managers are more likely to find the right fit. Once the right candidate is hired, communication software coupled with proactive management will ensure that communication flows and your culture remain strong.”

– David Hassell, Co-founder and CEO of 15Five

Trust and communication

lemlist CEO - Guillaume“As lemlist is working remotely, it’s super important for me to create the right environment and then deliver on it:

1. Hire the right people. Proactive people are willing to grind. The location never matters.

2. Transparent and sharp communication. We’re all responsive. Feedback and asking for assistance are essential so never feel alone. Slack rules to avoid time waste and inefficiency.

3. Culture and trust. Values and attitudes shared by the entire team. Proper onboarding for newcomers. Make them feel at home even if they are miles away. With all that in place, remote work almost feels as if we’re sitting next to each other.

– Guillaume Moubeche, CEO & co-founder of lemlist


Communication and Productivity

Aleksandr Galkin CEO & Co-Founder of Competera“Years ago, remote work was something exotic and thus not generally accepted. Along with stay-at-home orders, the pandemic has made it the new norm for a great part of the world (amazing how ingrained it is into our daily life now!).

However, the transition from the well-established tradition of office work in many companies came with squeaks and dreads. In our case, retention of quality communication and high productivity levels were leading the list of our concerns. Due to the following practices, we managed not only to avoid these difficulties but also to raise the team’s efficiency to a completely new level:

Implement asynchronous communication for meetings and daily interactions. Pre-record presentations, lectures, and any other information intended for sharing with the team to discuss and answer questions on personal meetings. This encourages every member to set priorities and operate within suitable timelines accurately.

Hire responsible, ambitious, and self-organized staff who are ready to take full ownership of the task and value delivery, regardless if it’s to be completed in a physical office or from the comfort of one’s living room.

Carry on the traditions from offline experience. Let’s admit it, remote work is most probably here to stay, so I encourage everyone to shift their daily work rituals into the online dimension and keep on doing great work. Here, video conferencing and time management tools should be considered as a must rather than friendly advice.”

Aleksandr Galkin, CEO & Co-Founder of Competera


Keeping Engagement High

Matthew Reeves CEO at Together Software“The shift to remote work was relatively straightforward because we all knew one another and what projects were in progress. Moving our conversations to Zoom wasn’t as disruptive as we expected. The challenge, however, has been in creating opportunities for our team to explore novel ideas and remain engaged while working remotely. An HBR article on motivation in remote workers revealed that remote workers focus on tactical work rather than solving more complex problems requiring experimentation.

The solution is that business leaders should encourage their people to experiment and solve problems that really matter in the business. We’ve done this by giving each team member ownership of their role. They have their specific KPIs, but how they achieve those metrics is up to them. We’ve found that by trusting our people and not micro-managing them remotely, they’ll rise to the responsibility and be more motivated and engaged with their work.”

Matthew Reeves, CEO of Together Software
Together Software


Did you like this article? Proceed to the very beginning of the series:

Part I. Why do companies go remote?

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Written by
YouTeam Editorial Team

We love featuring verified solutions to outsourcing problems and coverage of remote work trends. We want our blog to be a source of inspiration for tech entrepreneurs and product people who are looking to build distributed development teams across continents.

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