Ep 640 · 16 min · Fri 3 Jul 2026

How to Ask for Help Before You Need It

Ecommerce is a young, fast-moving industry and nobody has all the answers. The operators who go furthest aren't the ones who fake it, they're the ones who ask for help early and keep doing it the whole way along.

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In this episode

Ecommerce has this way of making you feel like you’re supposed to have all the answers. You’re the one signing off on spend, making the call on stock, leading the strategy, so you carry the pressure that you should already know how to do it all.

But our industry is still really young, and it’s moving faster than any of us can keep up with. Nobody has all the answers, and you were never meant to.

The best leaders I’ve come across aren’t the ones who had it all figured out. They’re the ones who’ll happily tell you they stumbled into something, or had no idea how to do it at first, and worked it out by asking people who’d been there before them. The asking wasn’t the weak part of the story; it was what made them better.


The Most Honest Conversation We’ve Had on the Show

Grant Arnott is one of the most respected people in this industry. He built Power Retail in 2010 and Click Frenzy in 2012, and for more than a decade, those businesses were where many of us went to learn how ecommerce worked. Power Retail was my little bible in the early years.

Earlier this year both businesses went into receivership, and Grant came on Add To Cart to tell the whole story. Part of it is about the help he reached for at his lowest, including a psychologist he now calls the best money he ever spent. This episode touches on depression and some dark moments, so please look after yourself as you read or listen.

What comes through is that the turnaround didn’t come from toughing it out alone. It came from the moment he stopped carrying it by himself and let people in.

“I went to a psychologist. Best money I ever spent and the best thing I did. What she did was validate it straight away.”

His team gave him a lift without even knowing it. The industry rallied when he was honest about what he was carrying. That is the pattern worth paying attention to, and it holds true well beyond the hardest moments.


Ask While You’re Still Learning, Not Just When Something Breaks

Don’t wait for something to fall over before you reach out. Most of us only ask for help once there’s a fire to put out. The operators who get good fastest are the ones asking questions while they’re still learning, before the decision is made, not after it’s gone wrong.

Think about the next big thing on your list. Your next marketing campaign or replatforming the site. The instinct is to go away, read everything, and quietly work it out on your own so nobody clocks that you weren’t sure. But there’s almost always someone two steps ahead who’ll happily tell you what they’d do differently. Sarah Timmerman built Beginning Boutique into one of the most-loved fashion brands in the country, and she learnt this early on.

“Spend $100 a day on Google AdWords or Facebook and build up your knowledge, and don’t be afraid to reach out to people and ask some questions.”


Build the Network Before You Need It

The worst moment to go looking for people you can lean on is the moment you actually need them. By then you’re making a cold call with a problem already on fire, and you’re not in the headspace to take good advice anyway.

The work is to build those relationships while everything’s calm and you don’t need anything. It doesn’t have to be formal. It’s a handful of people you trust enough to ring and say, here’s what I’m thinking, am I mad? The ones who, if they don’t know the answer, will point you to someone who does. Rosie Collins at Deja Marc made this a deliberate project.

“I’ve really leaned into building an external network and I don’t feel lonely at all anymore. And if they don’t know the answer, they know someone who knows the answer.”

So here’s the one to action today. Write down five people you could call about a hard work problem. If you can’t get to five, that’s not a disaster; it’s just the next thing to build. Go to an event, jump in a community, message the operator whose work you rate.


Asking for Help Is a Leadership Move, Not a Weakness

This is the hardest shift, because it’s about how asking makes you look – and feel. A lot of us stay quiet because we reckon putting our hand up signals we’re not up to the job. It’s the opposite. Being honest about what you don’t know is one of the clearest signs of a good leader, and it pulls people towards you instead of away.

In practice, it looks like hiring people who are smarter than you in their specialty and then actually listening to them. It looks like saying, “I hear you,” and “let’s try it your way,” in front of your team. That’s not you losing authority. That’s you building it. Nati Harpaz from TradeSquare puts it as plainly as anyone.

“Knowing what you don’t know is more important than knowing what you know. Hire people that are smarter than you in what they do.”

And you saw the same thing with Grant. The moment he was honest about what he was carrying, his team lifted him and the whole industry rallied. So two questions worth asking yourself. Who’s your mentor this year, and who are you bringing up behind you?


The Takeaway

Grant is still standing because at his lowest, he let people in. Asking for help didn’t make him less of a leader. It’s part of why he’s still here to build the next thing. Don’t wait for it to get dire. Ask while you’re still learning, build the relationships while things are calm, and check in on the people around you, because we never really know what someone’s carrying behind the big numbers and the awards nights.


Frequently Asked Questions

Why should ecommerce operators ask for help before they need it? Because the worst time to reach out is when a problem is already on fire. Asking while you’re still learning, before a decision is made, costs you nothing and can save months of wasted effort. The leaders who improve fastest treat questions as part of the process, not a last resort.

How do you build a professional network in ecommerce before you need one? Build relationships while things are calm, and you need nothing, rather than making cold calls in a crisis. A practical starting point is to write down five people you could ring about a hard work problem, then fill the gaps by attending events, joining a community, or reaching out to operators whose work you admire.

Is asking for help a sign of weak leadership? No. Being honest about what you don’t know is one of the clearest signs of a strong leader, and it draws people towards you rather than pushing them away. In practice, it looks like hiring people sharper than you in their area and genuinely listening to them, including admitting when you were wrong in front of your team.

Where can I get mental health support as a business owner in Australia? In Australia, Lifeline is available 24/7 on 13 11 14 and Beyond Blue is on 1300 22 4636. Many founders also find real value in professional support such as a psychologist, and reaching out early is a strength, not a failure.

In this Playbook:

  • Ask while you’re still learning, not once something has already broken.
  • Build your network in the calm, because the worst time to find your people is when the problem’s on fire.
  • Treat asking for help as a leadership move, because the ego is the expensive part, not the question.

Read the full transcript Auto-generated

Nathan Bush: How's this for a stat? Most retailers deliver three days faster than they advertise at checkout. However, 38% of shoppers are saying an accurate delivery estimate makes them more likely to buy. So that promise gap could be costing you conversions. But it is fixable and it is just one finding in ShipIt's State of Shipping report from AI and Amazon to fuel prices and delivery costs. This report is your blueprint for retail growth in 2026. It is my go to report every year for delivery and fulfillment. You can download your copy with the link in our show Notes E Commerce has this way of making you feel like you're supposed to have all of the answers all of the time. You're the one signing off on the spend, making the call on the stock, leading the strategy. So you always kind of carry a pressure that you should know how to do all those different things. But the thing that I keep coming back to is this. Our industry is still really young and it's moving faster than any of us can keep up with properly. Nobody has all of the answers and you were never meant to. The best leaders that I've come across aren't the ones who had it all figured out. They're the ones who will happily tell you they stumbled into something or or had no idea how to do it at first and they worked it out by asking for help and talking to people who'd been there before them. That's how they learned. That's how they got good. The asking wasn't the weak part of the story, it's the thing that made them great leaders and really successful. Grant Arnott is one of the most respected people in this e commerce industry. He built Power retail back in 2010 and click frenzy in 2012 and and for more than a decade, those businesses were where many of us went to learn how this whole e commerce thing worked. Power Retail was my little bible in my early years. However, earlier this year, both businesses went into receivership and Grant came on ADD to CART to tell us the whole story. It's probably the most honest conversation we've ever had on the show. Part of it is about the help he reached for at his lowest, including a psychologist he now calls the best money he ever spent. I want to be upfront that this one touches on depression and some dark moments. If that's close to home for you. Lifeline is on 13, 11, 14 and the support lines are in the show notes. But let's hear from Grant on how he asked for help to get him through this time, the first sort of

Grant Arnott: toll for me was like, I was just standing in a cafe one morning getting my coffee and then I've just burst into tears. And it's like, I've never had anything like that. I couldn't, prior to this, could not relate to depression, you know, understood people got it, but couldn't relate to having had it. I was always super positive, never had a, you know, suicidal thought or anything like that before. And I guess it was, it was more just. It was calculated because it's like, well, it was a solution and. And so I, I knew I was in serious trouble. Like, I knew I was, you know, it was going to happen. Like I was going to take my own life. So I went to a psychologist, you know, found one and yeah, best, best money I ever spent and best thing I did. I think what she did was she validated straight away, like, yeah, you are really high risk here. We need to, to take care of you.

Nathan Bush: I'm so sorry you went through that, mate.

Grant Arnott: Well, look, it's, it's done now. And I think, you know, it was for several months and yeah, it was just a really hard patch, but at the same time, I kept, kept turning up and wanting to have a crack at work whilst I was sort of battling this. And again, you know, my team members, they don't know it, but they just gave me such a lift because they were feeding off me. And I had this new business for me in New Zealand because I hadn't had heaps to do with that transaction. I mean, I was definitely there, but a lot of it was led by the CEO and he was the first one to go over there and meet with them and things like that, so they didn't even know me. And then I came back in as CEO and took my first trip over there and I was like, they were really hungry for leadership. That was, that was really obvious. And so I was feeding off that. It's like I was needed by these staff members. So that, that was like, okay, snap out of it, get yourself together. But yeah, at the same time, I just had this massive weight of pain and this sense of shame and just this overwhelming feeling of letting my family down was the worst part of the lot. And then it was just like, you know, again, just knowing that I was just up for punishment every time a meeting came up, that I was like, I didn't know how I was going to get out of it. And then the, I suppose, negative, positive thing that happened is that, you know, the board or four of the directors resigned at the start of 2023. And that, from a mental health perspective, was a good thing. From business, it was put us on death row. But from a mental health perspective, that was, you know, a real game changer in terms of, okay, I'm going to be getting away from these people. And my psychologist was like, yeah, well, you had to do that anyway. So that was a real, you know, positive that came out of that. You know, suddenly that weight and that sort of immediate desire to step into the road was, was. And then, yeah, after that, it's like, I think next session she's like, you're all clear, we can keep seeing each other if you want. But she sort of noticed that lift and that was like, okay, well, time to get back to work and focus. And we did. And look, we gave it an absolute hellish nudge over the next couple of years and did some good things, changed some new partnerships, but it was just really tough. And even though the businesses in and of themselves, some of them made money, we never caught up to our interest payments and we never, we were, you know, in breach of debt covenants.

Nathan Bush: Yeah, it was the impossible, impossible catch up.

Grant Arnott: Yeah.

Nathan Bush: Did those sessions with your psychiatrist, did it do anything around separating your business achievements to your self worth? Because I think that's something that is probably very interesting for everyone, regardless of whether you're an entrepreneur or you're working at something. Sometimes it's so easy to get wrapped up in what we do day to day. And the LinkedIn posts and what looks good on paper versus who you actually are as a human being. Have you been able to separate the two?

Grant Arnott: Yeah, I can. Look, it became more of a strategy, if you like. And this is. It's probably not something that people know about or talk about. So the answer is I'm enormously proud of who I am and the contribution to the industry. Enormously proud of that and also proud of the wins we've had. You know, a lot of people I know are impressed. I guess this will sound arrogant, but, you know, I've had a lot of people look up to me for what we've achieved and what I've done. And I know my staff feed off that. You know, they feed off the fact that, okay, well, what's Grant's next crazy idea going to be? And Jesus, sounds freaking weird, but let's back him in and let's, let's do it. And, you know, all. So much of it worked for so long because.

Nathan Bush: Did you also get the industry person of the Year at the Orias, Was that around this time? Because I remember being at that and they did the painting on stage and the glitter painting.

Grant Arnott: Oh, yeah, yeah.

Nathan Bush: Was that around this time?

Grant Arnott: That's a really good question. I guess so.

Nathan Bush: Look, because just in terms of the industry recognition, I remember I was there that night, and I think you had a standing ovation, you know, from the room, and I'm wondering whether that's going on at the same time, because you are revered and everyone does respect what you've created.

Grant Arnott: Yeah, I love that. I do. It'll sound enormously ungrateful if I don't say that. I think the sense of shame and I just didn't tick the box of looking after my family, you know, that's the part that kills me. And they look, they support me, they say, we don't care. Like, it's not my family. Saying, yeah, you stuffed this up.

Nathan Bush: Yeah, yeah.

Grant Arnott: I think my wife might have something to say about that. No, she doesn't.

Nathan Bush: You're probably tougher on yourself than anyone, actually.

Grant Arnott: Yeah, yeah, I am. And. And I know that as well. But I think, honestly, it wasn't a sense of humiliation or anything like that. It was. It was literally like, you know, at this point, it's like, I don't know whether these partners are going to sue me. It was, you know, pretty bad. Like they said, that was on the cards. So it was really just a world I never envisaged myself being in. Given that I thought I'd done it the right way initially. We didn't. We didn't burn anyone's money at the start. We started from nothing and just built it up off talent and organic sweat and hustle and growth. And we just had good ideas that worked and that was addictive, and I

Nathan Bush: loved that, as you heard. Then what turned it around for Grant wasn't toughing it out on his own, even though that's often a natural instinct, especially for men. It was the moment he stopped carrying it alone and let people in. So we're going to take a little bit of a different path for this playbook, and we're going to focus on a soft skill that I think is really important, asking for help. So lesson one, Ask why you're still learning. Not just when something breaks. Don't wait for something to fall over before you reach out. Most of us only ask for help once there's a fire to put out. The operators who get good fastest are the ones asking questions while they're still learning, before the decision is made, not after. It's gone wrong. It costs you nothing, and it can save you months. Think about the next thing you're about to take on. You're about to explore a new marketing channel, or you're thinking about replatforming the website. The instinct is to go away, read everything, Google it, ask Claude, and quietly work it out on your own so nobody clicks that you weren't sure about the thing that you've never done before. But there's almost always someone two steps ahead of you who will happily tell you what they do differently. You just have to ask. Sarah Timmerman built Beginning Boutique into one of the most loved fashion brands in the country, and she learned about asking for help early. The hard way, very early on.

Nadi Harpaz: Spend $100 a day on Google AdWords or Facebook or whatever and like, build up your knowledge. And don't be afraid to reach out to people and ask them questions. People are more willing to give advice than you probably even have time to take their advice.

Nathan Bush: So before your next big call, whether it is something as monumental as shutting down your business, or it's just about exploring a new ad execution, find the person or the people who have already done it and ask them, what would they do? Not because you can't work it out, because it'll probably save you three months and a lot of money that you don't need to spend. Lesson 2 Build the network before you need it here's the bit that most of us get wrong on timing. The worst moment to go looking for people you can lean on is the moment you actually need them. By then, you're picking up the phone, they might be busy or it might be a cold call. The problem's already on fire. You're not in the right headspace. The work is to build these relationships while everything's calm and there's nothing that you need. Doesn't have to be anything formal. It's a handful of people you trust enough to ring and say, here's what I'm thinking. Am I mad? What am I missing? The ones who, if they don't know the answer, will point you towards someone else who does. That's the network that gets you through the hard weeks, but you build it in the quiet ones. Rosie Collins at Deja Marc made this a deliberate project, and the way she describes the difference it made has stuck

Nadi Harpaz: with me for the last year, year and a half. I've really lent into building an external network and that I don't feel lonely at all anymore. There I have a number of people that I feel confident enough to pick up the phone and say, hey, I'm thinking this or I have this type of challenge. This is what I'm thinking. Do you agree? Yes or no? And if they, if they don't know the answer, they know someone who knows the answer.

Nathan Bush: So here's the one to action today. Write down five people you could call about a hard work problem. If you can't get to five, it's not a flaw, it's just something that you need to build. Go to an event, jump in a community, message someone on LinkedIn of whose work that you admire, Start that conversation early. And lesson three, when it comes to asking for help in e commerce is a leadership move, not a weakness. This is probably the hardest mindset shift because it's all about how asking makes you look or it makes you feel. A lot of us stay quiet because we reckon putting our hand up signals that we're not up to the job. But it's actually the opposite. Being honest about what you don't know is one of the clearest signs of a great leader. And it pulls people towards you instead of pushing them away. The ego is the hardest part to get over, not the question. In practice, what this looks like is hiring people who are smarter than you in their specific area of expertise and then actually listening to them. It looks like saying, you're right, I was wrong, let's do it your way. And doing that in front of your team, that's not setting yourself up as someone who doesn't have the answers. That's about building authority. Nadi Harpaz from Tradesquare puts this about as plainly as anyone.

Nadi Harpaz: I have no ego about making decisions or about saying something and then I have to prove I was right. Now sometimes I'm. I have a high conviction that I'm right and then I'll fight for it. But extreme open mind and knowing what you don't know is more important that you know what you know. I always, you know, ask myself what I don't know, what people know better than me, what, what value. Hire people that are smarter than you in what they do.

Nathan Bush: And you saw the same thing with Grant. The moment he was honest about what he was carrying, his team lifted him and the whole industry rallied. So two questions worth asking yourself. Who's your mentor this year? And who are you bringing up behind you? Because asking for help goes two ways. Grant is still standing because at his lowest point, he let people in. The psychologist, his team, his wife, the people around him. Asking for help didn't make him any less of an operator. In fact, I know that after that episode people have gained more respect from Grant, and I didn't think that was possible, but he's actually got a huge amount of respect by putting it out there and asking for the help that he needs. It's part of why he's still here and he now has the opportunity and is in a great spot to build the next thing. So wherever you are on your e commerce career, think about how you ask for help. Don't wait for situations to get dire before you start doing it. Ask the question while you're still learning. Build the relationships while things are calm and check in on the people around you. Because we never really know what someone's carrying. Beyond the big numbers and the awards nights, help can go both ways. If you want somewhere to start building that network before you need it, that is exactly what the Add to CART community is for. There are more than 700 e commerce operators asking each other the real questions every day. No one looks silly. No one has silly questions. You can join for free over on add to cart.com that's it for the Playbook this week. If you do one thing from here, just ask someone for help this week. I'll see you next Friday.

Tagged

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  • Founder Story
  • Industry Trends and Analysis
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