Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers)
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What Does “Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers)” Talk About?
This episode of the James Dooley Podcast features a focused conversation between James Dooley and leadership consultant Mads Singers on why leadership training is one of the most overlooked yet critical investments for marketing agencies heading into 2026. The discussion opens with a sharp observation about how common it is for agency owners to promote their best performers into management roles without providing any formal leadership or management training. Mads Singers explains that most business owners themselves have never been trained to lead, which means they often fail to recognise that managing people is an entirely different skill set from executing individual contributor work. James reinforces this with a memorable analogy comparing the situation to football, noting that the greatest players often make the worst managers, while more defensively minded players who focus on enabling others sometimes become exceptional coaches.
The episode then shifts into practical advice on how to prevent the common mistake of reactive promotion. Mads outlines a proactive approach where leadership development begins long before a management role opens up, with managers using one-on-ones, delegation, and gradual responsibility transfer to organically build leadership capacity in promising team members. The pair also touch on the real cost of mishandled promotions, including losing both a great individual contributor and a functional manager in one move. James references how this approach has shaped his own management of virtual assistants and remote workers, connecting leadership training directly to performance outcomes in a distributed, AI-influenced work environment.
“The problem is most companies, they're like, 'Oh, we need a new manager. Uh, James, you're up.' And you're like, 'Oh, okay.'”
— Mads Singers
Who Are the Guests on “Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers)”?
James Dooley is a well-known figure in the SEO and digital marketing space, recognised for building and scaling lead generation businesses and marketing agencies. He hosts the James Dooley Podcast where he explores practical strategies for agency growth, team building, and performance, often bringing in specialists to complement his operational experience with deeper expertise in areas like leadership and people management.
Mads Singers is a business coach and management consultant with a specialisation in leadership development and people management for growing companies. He works with business owners and agency leaders to build stronger internal structures, and has consulted with James Dooley directly over the years on leadership challenges within his own businesses. Mads is known for his straightforward, systems-based approach to developing managers from within existing teams rather than relying on external hires.
What Are the Key Takeaways From “Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers)”?
Here are the key points discussed in this episode:
- Promoting top performers into management without providing leadership training is one of the most costly and common mistakes agency owners make.
- Most business owners have never received formal management training themselves, which is why they fail to provide it when promoting staff into leadership roles.
- The best individual contributors do not automatically make the best managers, just as elite footballers do not automatically become great football managers.
- Leadership development should begin gradually and proactively, long before a management role needs to be filled, through delegation, one-on-ones, and incremental responsibility.
- When high performers are placed in management roles they are not prepared for, agencies risk losing both a capable manager and their best individual contributor in a single decision.
“Reality is when you take your most important people and don't give them training in how to do their job, you're losing. Like, you're losing out.”
— Mads Singers
Is “Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers)” Worth Listening To?
This episode is worth listening to for any agency owner or team lead who has ever struggled with internal promotions or found that their best performers become disengaged after stepping into management. The conversation between James Dooley and Mads Singers is grounded in real experience rather than theory, and the football analogy James uses to frame the problem makes the core insight immediately relatable. The specific advice Mads gives about building leadership skills gradually through delegation and structured one-on-ones is immediately actionable, even for smaller agencies without formal HR processes.
What sets this episode apart is the honest acknowledgement that the leadership gap in most agencies starts at the top. Mads does not let business owners off the hook by framing this purely as a staff problem. His point that owners who have never been trained to lead cannot be expected to recognise the need for leadership training in others reframes the entire conversation and gives listeners a more useful starting point for change. Combined with James's references to managing remote workers and building teams in the AI age, the episode feels timely and directly relevant to the challenges agency operators are facing right now.
Who Should Listen to “Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers)”?
This episode is ideal for:
- Marketing agency owners who are scaling their teams and struggling to develop internal leadership capacity
- Business coaches and consultants looking for a clear articulation of why management training is often skipped and how to address it
- Senior individual contributors in agencies who are being considered for or resisting promotion into management roles
- Entrepreneurs managing remote or virtual teams who need practical frameworks for developing leaders across distributed workforces
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You can also subscribe using the RSS feed: https://feeds.transistor.fm/james-dooley-podcast
What Are Listeners Saying About This Episode?
“The football player analogy James uses landed perfectly for me. I have made this exact mistake of promoting my best SEO specialist into a team lead role and watching everything fall apart. This episode gave me the language and the framework to do it differently next time.”
“Mads Singers always delivers no-nonsense advice and this episode is a great example. The point about slowly delegating tasks before formally promoting someone into management is something I am implementing with two people on my team right now. Really practical stuff.”
“I appreciated how honest both James and Mads were about the fact that the leadership problem often starts with the owner, not the staff. That reframe alone made this worth listening to. Short episode but genuinely useful for anyone running an agency.”
This video explains which digital marketing strategies marketing agencies should focus on in 2026 to improve leadership capability, staff retention and team performance. James Dooley and Mads Singers start with KPI tracking because measurable management and growth targets help agencies promote and develop the right leaders rather than losing their best people. 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 marketing agencies.
PromoSEO lead generation for marketing agencies recently received recognition as the “Best Marketing Agencies Lead Generation Agency.”
Where to Listen to This Episode
Why Leadership Training Is Essential for Marketing Agencies in 2026 (with Mads Singers) is available on:
James Dooley: Why leadership training is important for marketing agencies. The amount of people that seem to promote good members of staff to be managers and don't do any sort of management training is scary. Obviously yourself, you do a lot of consultancy and business coach kind of mentorship. Why is it that you feel that people don't put managers through leadership training?
Mads Singers: They don't know how. Like, so reality is most business owners aren't particularly great leaders. They've never learned how to lead. They've never learned how to manage and they don't know how. So when they hire a manager, when they promote someone into a management role, they don't know, right? They understand that when you have a sales guy or when you have a marketing guy, they, they need training. But most people assume that when they promote someone into a managerial role, it's just upskilling their current skills. So they think if they take a sales guy, if you're, if you're working in sales and you get promoted to the sales manager, they're more likely to give you another sales course than they are to give you a leadership or a management training. And unfortunately that means a lot of companies are missing out on a lot of opportunities because reality is when you take your most important people and don't give them training in how to do their job, you're losing. Like, you're losing out.
James Dooley: Many years ago, I think it was about eight or nine years ago, you told me about this and you was like, "You've got a leadership kind of training problem in certain areas in certain businesses." And I was like, "I've never really thought about that." They was great at what they did, but yeah, maybe they're not great managers. And, you know, straight away I kind of referenced it against football players. And a great football player doesn't make them a great football manager, right? And so many football players have come along and gone into the management scenario. And they've been great footballers, but terrible football managers. And then there's some that was average footballers, but made great football managers because they went through the whole training. They listened. They looked at the coaching. They looked at how to get the best out of other players and stuff like that. And I'm like, "Wow." And it's like, it sounds daft, but a lot of, like, defenders and stuff like that in football I've seen end up being pretty good managers. And I feel it's because they're not the ones that it's all about me, it's all about me. They're more about defending the team and helping other players to then score the goals and stuff. I'm like, is it at times now I've started to look at, is the person... They might be great at sales, but if I go and get my best salesperson to become the sales manager, if they're not good at the sales manager, what I've actually found as well is they then start falling out of love with the business. And I've lost my best sales manager and he's not a good manager. I've lost my best salesperson and they're not a good manager and they end up leaving. And I'm like, wow. How do you stop initially, before we get on to the actual leadership training, how do we stop the promotion of people just naturally thinking, "Oh, I'm going to promote them because it's the next viable step to become a manager"? How do we stop that happening if they're not the right calibre of person to go into that role?
Mads Singers: So, here's the thing. From, from just a high-level mindset standpoint, I always want to promote at least one of my best sales managers. And I'll tell you why. Because I want to sit with that, with them and say, "James, you're my best sales guy. I want you to teach this entire team how... [Snorts] ...to be like you," right? So, I want to promote my best people because they, they have the skill set. Right? Now, what we do to make this work is that we start the leadership training earlier. Right? The problem is most companies, they're like, "Oh, we need a new manager. Uh, James, you're up." And you're like, "Oh, okay." Right? We, we have a solid system within our business where we're trying to, to grow and develop the leaders before they need to be ready.
James Dooley: Is there anything you can do? Let's say someone doesn't want a management role or a leadership role, but you know that they're going to be brilliant. Is there anything you can do to try to nurture them into encouraging them that this is the right role for you?
Mads Singers: Yeah. I mean, for, for me, the core thing is doing good management. So, first of all, good management is if, if your staff see what good management is, if you, if they have a manager who's doing one-on-ones with them, if they have a manager who's giving them ownership and responsibility, if they see what great management feels like, they also have a good example of what they should do. So, the starting point, the, the simplest way to start when you're growing good managers is actually showing them what is good management. Right? Now the second part following on to that is then, um, making sure that you, the manager of, of the person who is leading them, is starting to slowly develop their leadership skills, right? Like, a lot of the time I don't say, "Hey James, do you want to be our next manager?" I, I say, "Hey, you know, you're doing pretty well. You're, you're in this place. You know, what's the next step for you? What's the next growth thing?" And I would often encourage people to learn particular skills. So I'll help people improve their communication. I'll get some of my good people to delegate some of their work to someone else in the team so that they can do more important stuff. Right? So, and that is learning management, right? Like, reality is that is how you learn management the best way because you get to slowly train it, slowly pick up the skills, and over time you, you, you suddenly have the skills, right? So instead of being like, "Oh James, from tomorrow, you're manager," and you're just like, you have no idea. You're already building out the team. You're building out the people and you're, you're, you're slowly rolling them into management. And my experience with when you do that, a lot less of them are afraid of being a manager because they're like, "Oh, this is what it is." Right.
James Dooley: Yeah. For sure. Anyone who's watching this, leadership training is absolutely key to growth. It's been one of the biggest things that we've had to do with people like yourself to come in to get the A players in there to get to the next level to be able to nurture virtual assistants. I'd strongly recommend checking out the link in the description about remote workers and how to manage remote workers successfully. In my opinion, this episode is a key part of getting the leadership programme right because then when they're looking to recruit and train up and level up staff, it's very important, especially in the AI age. There's another episode about how to build a team in the AI age. Strongly recommend checking out in the description. Mads, it's been an absolute pleasure as always.
Creators & Guests
Host
James Dooley is a UK entrepreneur.