How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams
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What Does “How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams” Talk About?
This episode of the Fatrank Podcast features James Dooley and Mads Singers diving deep into what it actually takes to manage remote teams and virtual assistants successfully. The conversation opens by addressing the core challenge business owners face when hiring offshore staff from countries like the Philippines, South Africa, Vietnam, and India, and why so many of those attempts fail. Mads Singers argues that remote management is not fundamentally different from in-person management, but the gaps in communication become far more visible and damaging when teams are distributed across time zones and cultures. The hosts walk through the practical mechanics of one-to-ones, how tools like HeyRamp can roll individual check-ins into performance reviews, and why tracking these touchpoints is a leading indicator of team health rather than a lagging one.
The episode also tackles the time zone question head-on, with Mads explaining why South Africa works particularly well for European clients due to cultural alignment and compatible working hours, while the Philippines remains a strong choice for Australian and New Zealand businesses. James shares his own structure of using UK-based staff as middle managers who each oversee eight to ten virtual assistants, offering listeners a concrete ratio to consider. The conversation wraps up with Mads making the case that when remote teams fail, the root cause is almost always poor management rather than the quality of offshore workers, pointing to a VA who joined a client's e-commerce business at four hundred dollars a month and eventually became the company's CEO earning over ten thousand dollars a month.
“Generally, lack of management skills, right? So I'll flip the script here, and I'll say we have one VA in our company who have been with a client for, I think, eight, nine years, and today she's the CEO of the e-commerce business, right? Like, she runs the entire company, right?”
— Mads Singers
Who Are the Guests on “How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams”?
James Dooley is a well-known figure in the digital marketing and SEO space, running multiple businesses and the Fatrank brand. He hosts the Fatrank Podcast and brings a practitioner's perspective, sharing his own experience of structuring remote teams with UK-based middle managers overseeing multiple virtual assistants. Throughout the episode he draws on real hiring decisions, cultural nuances he has encountered with Filipino and Vietnamese staff, and his belief that business owners are often the bottleneck when remote arrangements break down.
Mads Singers is a management consultant and entrepreneur who has been running fully remote companies for over twelve years, well before remote work became mainstream following COVID-19. He leads Aristo Sourcing, a recruitment company specialising in offshore talent, and runs madsingers.com where he focuses on uplevelling management skills for entrepreneurs and their leadership teams. With around 350 staff across his businesses and experience working with talent across South Africa, the Philippines, and beyond, Mads brings a data-informed and candid perspective on what separates high-performing remote teams from failing ones.
What Are the Key Takeaways From “How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams”?
Here are the key points discussed in this episode:
- Consistent one-on-one meetings between managers and their direct reports are the single most important communication habit for keeping remote workers engaged and preventing team performance from deteriorating over time.
- Treating offshore staff as cheap labour rather than as valued resources is the primary reason remote team arrangements fail, and business owners who shift that mindset tend to see dramatically better results.
- Time zone alignment matters enormously for output quality, and matching offshore talent to client geography, such as South Africa for European businesses and the Philippines for Australian clients, significantly improves day-to-day performance.
- Tracking management activity, including whether one-to-ones are actually happening at every level of the company, gives business owners an early warning system for future failures before results visibly drop off.
- Promoting strong individual contributors into management roles without providing any management training is one of the most common and costly mistakes business owners make, regardless of whether teams are remote or in-house.
“The biggest issue I see is business owners and managers treat offshore staff as offshore staff. They treat cheaper labour as cheap labour. And here's the thing, if you treat cheap labour as cheap labour, guess what you're getting, right?”
— Mads Singers
Is “How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams” Worth Listening To?
This episode is worth listening to for anyone who has either tried and failed with virtual assistants or is seriously considering building a remote team for the first time. Rather than offering abstract advice, James and Mads work through concrete structures, including specific management ratios, software recommendations like HeyRamp, and a clear breakdown of when to engage a management consultant before hiring versus going straight to a recruitment agency. The real-world example of a Philippine VA who grew from four hundred dollars a month to CEO of an e-commerce company gives the conversation a grounding that elevates it beyond typical remote work pep talks.
What makes this episode particularly valuable is the honest, sometimes blunt tone that both hosts bring. James openly tells viewers that when remote teams fail, the business owner is usually the problem, and Mads backs that up with a framework for diagnosing exactly where the breakdown is happening, whether it is the entrepreneur, the middle manager, or the management processes themselves. For anyone running a marketing agency or digital business who wants a repeatable system for scaling with offshore talent rather than a one-time hiring tip, this episode delivers genuine operational insight.
Who Should Listen to “How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams”?
This episode is ideal for:
- Marketing agency owners and digital entrepreneurs who want to scale their teams using virtual assistants from countries like the Philippines, South Africa, or Vietnam without repeating common hiring mistakes.
- Business owners who have previously had bad experiences with remote workers and are trying to understand whether the model itself is flawed or whether their own management approach needs to change.
- Middle managers and team leads who have been promoted into leadership roles without formal management training and are looking for practical frameworks to manage distributed reports more effectively.
- Entrepreneurs considering hiring offshore staff for the first time who want to understand whether to start with a management consultant, a recruitment agency, or both before making their first virtual assistant hire.
Where Can You Listen to Fatrank Podcast?
You can listen to Fatrank Podcast on all major podcast platforms:
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You can also subscribe using the RSS feed: https://feeds.transistor.fm/fatrank-podcast
What Are Listeners Saying About This Episode?
“The breakdown of why South Africa works better for European time zones compared to the Philippines was something I had never thought about before and immediately changed how I am planning my next hire. Mads and James are refreshingly direct and do not waste time with vague advice. Genuinely one of the most practical remote team episodes I have come across.”
“The story of the VA who started at four hundred dollars a month and eventually became CEO of the e-commerce business she was hired to support is exactly the kind of example that shifts your mindset. I came in sceptical about offshore hiring and left this episode with a completely different perspective on what is actually possible when you manage people properly.”
“HeyRamp was a new tool for me and the explanation of how it rolls one-to-ones into performance reviews gave me something I could act on immediately. I also appreciated James being honest about his own structure of UK-based middle managers overseeing eight to ten VAs each. It is rare to get actual numbers rather than just principles.”

This video explains which digital marketing strategies remote team and virtual assistant employers should focus on in 2026 to improve communication with offshore staff, management structures and team retention. James Dooley and Mads Singers start with KPI tracking because tracking one-to-ones and rolling them into performance reviews gives business owners clear visibility of whether remote staff are being managed consistently. They cover brand SEO, AI visibility and Google Business Profiles because stronger search presence improves trust and conversion rates.
The discussion also explores organic SEO, organic social media and paid social ads because consistent visibility across search and social supports long term growth. PPC is analysed in detail because campaign setup, landing pages and lead handling directly affect results. They also discuss Reddit, Quora and paid AI ads because diversified enquiry sources and early adoption can strengthen digital marketing performance for remote team and virtual assistant employers.
PromoSEO lead generation for remote team and virtual assistant employers recently received recognition as the “Best Remote Team And Virtual Assistant Employers Lead Generation Agency.”
Where to Listen to This Episode
How to Manage Remote Teams Successfully: James Dooley and Mads Singers on Building High-Performing VA Teams is available on:
James Dooley: How to manage remote teams successfully. Many people are now asking about virtual assistants and trying to have people overseas, especially in Western countries, might be wanting to leverage the lower wages or just better quality of actual staff, whether that's South Africa, Vietnam, the Philippines, Bangladesh, India, wherever they're based. But actually managing these remote workers can be tough. Today, I'm joined with Matt Zingers, who's an absolute legend when it comes to recruitment, but also the management structures. So I want you to jump straight in. How do you actually manage remote workers successfully?
Mads Singers: So the biggest part of it is, it's honestly not much different than managing people face-to-face. The problem is most people also suck at that. And the thing is, when you're in an office with people, there's things that naturally happens that just doesn't happen remotely, right? So you have this sort of water cooler chat, you see people face-to-face. Like if you're in an office, you can see if someone is just sitting with their feet up and playing games on their phone, or if they're actually doing things, right? So there is certain things that, where it makes a big difference that people are in an office. But reality is, most good managers manage just as well remotely as they do in-house, right? As they do in an office. So the biggest things for remote and where most people struggle is think about communication. So think about the conversations you don't have when you're not physically with someone else, right? Like a lot of business owners, a lot of managers are busy. They're always talking to people. But here's the thing. When you have a staff member, when you have a graphic designer, they often don't talk to many people. Some of the staff will literally talk to no one else than their boss. And when they've been sitting for four days and just sitting working on their own, and they haven't talked with a single team member, like that becomes very lonely, right? They don't feel they're part of a company. They feel, oh, I'm just doing something, but no one sees me, right? That's not encouraging for delivering great performance. That's not encouraging for getting the most out of people. So the first step is communication. How do you communicate with people? How do you make them feel part of a team, even if they aren't a particular big team, right? Like, how do you pull them in? How do you get the communication floor?
James Dooley: With regards to that, then, if you're wanting to run a successful remote team, then the communication, are you doing it that it's, because obviously the managers are having all one-to-ones all the time. It's time-consuming. We've obviously done a full episode about time management and stuff. Do you try to do it doing group environments so at least they get in a couple of touch points of communications, or do you think the managers need to have that one-to-one time with remote workers?
Mads Singers: Managers, in my humble opinion, need to always have one-on-one time with their direct staff because reality is there's so many things people are not comfortable saying. Like, let's say you have a problem at home. You're going through a divorce or your kid is really sick and you're scared, right? You're not going to sit on some team call and share that. And here's the thing, if you never have the time and ability to share that with your manager, what do you feel like? They don't care. So reality is it's so critically important to have one-on-one time with your direct reports. Now, as a business owner, you don't need to talk with everyone in the company, but the people who report directly to you, you want to have consistent one-on-one time on a weekly basis, in my opinion.
James Dooley: And then what about, I want to talk about the opposite, right? So what do you see people doing wrong? So you've got people that have got successful remote teams. What are people doing wrong majority of the time for remote workers?
Mads Singers: So I have three key points here. Number one is if you do video calls, do video, right? A lot of people it's like, oh, my staff prefer not doing video. And I'm like, right, because they're not comfortable with it because they don't know you and they're not very comfortable with it. Do you know how you get them comfortable with it? By doing it. Now, here's the thing. What about the day they need to get on a video call with a customer and they're not comfortable with it? Right? That's not a good day, right? So again, communication is a skill. You want your team to grow their skill. If they're not comfortable being on video, that's a great indication they should be, right?
James Dooley: And then with regards to, I saw you there, you talk about the management side and dealing with the remote workers. Is there any tips and tricks for any software or anything that you can be using to maybe track remote workers to being as successful as possible?
Mads Singers: Yeah, so not just remote workers, but generally, HeyRamp is for me, the favourite tool that we use to make sure we can manage our staff. So we track our one-to-ones and then what it actually does is it roll all the one-on-ones up into performance reviews. So that way you have all the data, you have everything becomes very easy, right? But that's a great tool. But in general, the key thing I would focus on is making sure that one-on-ones throughout the company get tracked in a way where there's clear visibility. So as a business owner, you want to be able to know at any point, is my staff at any level getting the one-on-ones they need? Because if they aren't, that is a great indication of future failure, right? If a manager stops doing one-on-one, it doesn't mean the week after everything crashes. But when a manager doing one-to-ones for a month or multiple month, at some point you will see things drop off big time. So as a business owner, you really want to have the overview and you really want to make sure that these day-to-day management processes are being carried out on a consistent level.
James Dooley: Is there any rule of thumb that you work to with regards to building a team? I'm on a role-playing mark, a marketing team. Majority of people that are watching this will be an entrepreneur that's in the marketing industry. And I'll tell you what I do. I mean, it'd be interesting to see what you would recommend with how many remote workers you would have versus in-house in the office. So we generally know we've got employee in the UK. So wages are high, national insurance is high, taxes are high. And if I'm being honest with you, from a recruitment standpoint, there's not that many great people that we can get, right? So what we normally do is we normally make the UK our middle management kind of set up. We train them up, we develop them to become middle managers and each UK member of staff can have eight to 10 virtual assistants working underneath them. What would you say, so we've got a lot more now remote workers than we actually have in-house in the office. Is there any rule of thumb that you have for a marketing team of like, what percentage of remote workers should you have versus in-house? Should you only have six? Should you have 10? Like, are you gonna say, I don't want you just going, it depends. It depends.
Mads Singers: I didn't know you were gonna say it depends. No, so I mean, for our companies, right? So I've been running companies the last 12, 13 years. We have about 350 staff across the companies and we're 100% remote. We've been 100% remote for the last, yeah, even way before COVID, right? So for the last 12 years or so. And key thing again, when you have good management, it doesn't matter that much. Now, again, there's certain things that just, the fact you can pull a couple of people, bring them in a room, sit down, go over things, that sometimes makes certain things easier, right? And we definitely try on occasion to get our teams who are remote, get them together, meet up. And I travel a lot, so I get around the world. I see a lot of the core staff we have in different places, right? So generally, there is definitely certain things to seeing people in person, for sure. And I wouldn't neglect that, right? But generally, my experience is from a high-level standpoint, business-wise, you can have people in-house, you can have them remote, and you can benefit in both ways, right?
James Dooley: I want you to answer this in a passive-aggressive term, and I don't want you to answer it saying, hi, you're a mad singer, right? I want you to ask these certain people that come to me and they say, ah, remote workers don't work. I've tried it, I've tried it a dozen times, they don't work. I've tried Vietnam, I've tried Philippines, I've tried South Africa, VAs just do not work. What would you say to that person?
Mads Singers: Generally, lack of management skills, right? So I'll flip the script here, and I'll say we have one VA in our company who have been with a client for, I think, eight, nine years, and today she's the CEO of the e-commerce business, right? Like, she runs the entire company, right? This is a lady that started out being 400 bucks a month. Today, she runs the company. She's making about 10, 11 grand a month or something now, which is pretty good for the Philippines. But again, they treated her like a regular employee. The biggest issue I see is business owners and managers treat offshore staff as offshore staff. They treat cheaper labour as cheap labour. And here's the thing, if you treat cheap labour as cheap labour, guess what you're getting, right? Reality is, people are resources, right? Like, from a business standpoint, people are resources. When I look at my team, every single one is a resource, and I don't care where they're placed. I'm gonna, as a manager of these people, I'm gonna put in the effort to get the most output of these people. And there's people anywhere in the world who are great. Now, is it maybe more difficult, if you're in the US or in the UK, is it more difficult to hire someone in the Philippines or in South Africa the first time? Sure, because it's a different culture. There's different aspects, right? But reality is, if you're good at hiring and if you're good at managing, you will get similar output hiring remotely as you will in an office. Now, the big differentiator is, are you good at managing, right? Because the core aspect is that, if you're not good at managing, remote becomes a lot harder, right? So, learning to become a good manager, learning to become a good leader is very, very critical for succeeding, both with remote staff, but also in-house. But the effect of bad management shows much more aggressively at a remote team.
James Dooley: Yeah, for sure. In a simplistic way, Mads is saying, you're the fucking problem. It's not the remote workers. In a way, though, it is. So many people come to me and I'm just like, you're the issue. I'm not having it that every single virtual assistant is the problem. It's your expectation of what they're gonna do. There's also a few bits with regards to time zones and stuff like that. I quite strongly recommend, like, initially going through a virtual assistant kind of agency, because then they can start to understand that even a few of the things like the holidays in the Philippines and what they expect at Christmas and just little things like that, different nuances that's different to the culture in the UK makes a big difference. And until you start to employ over a dozen, you then start to realize, okay, this new bank holiday is showing up or whatever it is, a Filipino holiday, a Vietnamese holiday and stuff like that, and their expectation of just giving them like life insurance and stuff like that goes a long way. And all them little bits add up and it makes a big difference between the virtual assistants and running those remote workers successfully.
Mads Singers: I definitely agree. And time zone is a big one for me personally. Like, one of the reasons I absolutely love South Africa is it's native English, but it's also Western mindset, right? So South Africa, it's very Western education, and then the time zone. So time zone is the same as Europe, and it's a few hours or six, seven hours different from US, right? But compared to the Philippines, for example, if a Filipino have to work US hours, they're working in the middle of the night. And no matter who you are, you never get the best out of people at 4 a.m. in the morning. You don't, right? So my experience has definitely been with South Africa that we're getting significantly better output for those time zones, right? Whereas when we're dealing with client in Australia and New Zealand, we often still utilise the Philippines because again, the time zone there is so much better. And again, I wouldn't wanna try and get South Africans to working in the middle of the night. Can they do it? Yep. Are they willing to do it? Yep. Is it where you get the best work out of them? Nope.
James Dooley: On there, obviously you've got Aristo Sourcing, which is a recruitment company, a lot of remote workers. You've also got madsingers.com. Someone's watching this now and they're saying, I don't employ any remote workers. I need to start jumping on this bandwagon. I need to start leveraging, not saying the cheaper wages, but in a way the cheaper wages, but done to a high quality. What is the best way to reach out to someone like yourself? Should they have a Madsingers consultancy? Before going to Aristo Sourcing, before they're gonna start hiring these remote workers, or should they go straight into Aristo Sourcing and start hiring the VAs?
Mads Singers: So I would say it depends a little bit on the business. If you're just looking to hire for the first time, then it might be very beneficial to have consulting first. If you already have a team, when you're clear on what you're looking for and what you're hiring for, going straight to Aristo Sourcing or a similar recruitment company makes a lot of sense, right? For me, the core aspect, like what I focus the most on is really the management piece, right? It's really up levelling the management skill, both of the entrepreneur, but also their management team, right? Because what we see consistently is that business owners are very good at promoting people into managerial roles. And they're also exceptionally good at never giving them any training. And then they wonder how they fail, right? So you have this good old saying that the best sales guy doesn't make the best sales manager. And I actually disagree a lot with that. What happens is just because you're the best sales guy doesn't mean that tomorrow you are the best sales manager. However, if you can learn how to be the best sales guy, you can also learn how to be the best manager, but it's two very different skill sets, right? So every time you have people who excel, that means they've taken the time to figure out how to do something exceptionally well. And if they can learn one skill, they can also learn management, right? So it's more the mindset around it is important, but most business owners are really losing out because they have leaders and managers who doesn't have appropriate training to do what they're doing.
James Dooley: I know who's watching this episode and you like the how to successfully set up remote workers. You might also like the episode in the description about time management, try and get some of that time back by being able to outsource to these remote workers. There's also a great episode about levelling up your existing staff in the AI era. Strongly recommend you're watching that. Mads, it's been an absolute pleasure. As always.