How To Handle a Brand-New Challenge With Clients – The Digital Agency Show with Brent Weaver
If you’re staring down the idea of landing a massive, game-changing client—or you’ve already landed one and you’re feeling the pressure—I’ve been there. I recently sat down with Brent Weaver (founder of UGURUS) on The Digital Agency Show to talk about what it was like taking on one of the biggest projects of my career, and what it taught me about leadership, process, and confidence.
This post is my attempt to bottle up those lessons so you can use them the next time a big opportunity shows up and you’re equal parts excited and terrified.
Why big projects matter
Big projects are uncomfortable, and that’s exactly why they’re valuable. They stretch your capabilities, expose weaknesses in your systems, and force you to level up—fast.
For me, that “level up” moment came when Lion’s Share Digital got pulled into a major corporate initiative with KUKA Robotics, one of the world’s largest robotics manufacturers.
The project that stretched me
KUKA needed help with a customer portal experience—something that involved multiple languages, multiple user types, and a level of complexity we hadn’t handled at that scale before. It wasn’t just a “design a site” kind of engagement; it was the kind of project where the scope makes you sit up straighter in your chair.
And if I’m being honest, parts of it triggered real imposter syndrome—especially when it came time to talk scope and pricing. But we went for it anyway.
How I approached something I hadn’t done before
What helped me most wasn’t pretending I had all the answers. It was staying calm, asking good questions, and trusting my team and the process.
Here’s the framework I leaned on:
- Go in confident, stay humble.
I showed up with confidence in our ability to figure it out, while staying honest about what we needed to learn. - Ask better questions than everyone else.
A lot of progress came from listening, clarifying, and letting the real needs surface instead of rushing to solutions. - Treat the client like a true partner.
We worked closely with their internal stakeholders and other teams involved so we weren’t designing in a vacuum. - Set expectations and protect the relationship with clarity.
Clear communication and strong boundaries (scope, timeline, pricing) kept things healthy—even when the work got intense.
What I took away (that you can use too)
A few lessons from this experience have stayed with me:
- Confidence unlocks bigger opportunities, especially when it shows up in how you price and lead.
- Humility keeps you learning, and learning is what keeps you useful at higher levels.
- Partnership beats transactional work, particularly in complex stakeholder environments.
- Big projects build team trust; when you survive something huge together, you come out tighter on the other side.
That KUKA project didn’t just give me a “case study.” It gave me proof that we could operate at a higher level than we had before.
My challenge to you
If you’re reading this and you’ve been playing small because the next level feels intimidating, I get it. But I’d encourage you to:
- Aim higher on the types of clients and projects you pursue.
- Raise your standards on process, communication, and pricing.
- Lead with curiosity and confidence, even when you’re learning in real time.
If a project feels a little too big, that may be a sign it’s exactly the one that will grow you.
Transcript:
Brent Weaver (00:04.558)
Hello and welcome. My name is Brent Weaver and this is the Digital Agencies Show.
Brent Weaver (00:12.088)
podcast that goes behind the scenes with today’s top agencies and entrepreneurs. I am really glad you’re here and once again, it’s time to transform your business mindset.
Brent Weaver (00:26.424)
Hey, what’s up, agency owner? If you’re new here, I’ve got a free gift for you. How to scale your agency to multiple six and even seven figures and beyond by overcoming your dependency on referrals, doubling your profit per project and removing yourself from the main bottleneck in your business. All you have to do is text the word freedom to 720-792-8036. Again, that’s 720-792-8036.
just text the word freedom and I’ll send you the free gift on how to achieve freedom in your agency in life. Hey, what’s up podcast listeners, digital agency owners. Welcome to another episode of the digital agency show. I’m your host Brent Weaver. And today we’re hanging out with Jesse Brada. Jesse is the owner of lions share digital, a full service digital agency gravitas recordings and electronic music label gravitas create an electronic music education.
company, as well as the co-founder of pivotal agency, artists management and bookings. Jesse has a few things going on. He works with world-class brands, festivals, artists, and creatives. He’s released 190 albums. He’s managed close Z beats, antique desert dwellers, dirt wire, blue tech, just to name a few of his clients. Jesse, welcome to the program, man.
Thank you for having me. Great to be here.
So we’re going to talk about a specific project today and some other stuff that you took on before I get into that. I do want to talk to you a little about your some of your history in the music space because that’s a you and I were talking about kind of off off air right. It’s a hard space to work. I know a lot of I hear people out there that are trying to break into this niche like working with artists working with labels.
Brent Weaver (02:17.036)
I don’t know, man. What’s, what’s been your experience in that niche in particular? Like have you, have you been able to make that work or have you had to find other, other opportunities?
We’ve had a lot of success working with specific artists and the overlap of artists that I manage. And then we’ve also had success with music festivals. And then the niche that we’re going after is really music and technology. So where I’m fascinated is where that music and technology overlap. But all in all, the music business is an upside down equation. mean, when you’re sending people to Spotify,
and they’re paying 0.004 cents a stream. It’s really difficult to make a buck. So it’s a challenging business indeed. specifically for artists, when it comes to website and branding, because the money is really hard to come by, they’re often not wanting to spend that on brand or web. So it can be really challenging. will say that Shopify and e-commerce can be…
a really powerful road. And then once a band or an artist gets up on their feet, and if you can really pitch the whole equation and the full funnel, really taking someone from never knowing about that artist to being an avid fan. And if you understand that customer journey, that’s powerful. And I think if you can do that for a musician, you can do that for any business or any product.
Yeah. I imagine as an artist, if you don’t have that stuff, you’re kind of screwed, you know? But like to do that stuff, right? To get the funnel, to get to like the ways to monetize your, your music, right? So you can keep being a professional musician. You know, I mean, it feels like that’s probably a big leap of faith for a lot of, a lot of artists. Like they can’t get the big money without having some of that infrastructure in place, but
Brent Weaver (04:11.906)
They also like want that. They want the big money before they, you know, they want like the big money to pay for all that stuff. But it’s like, you know, it’s kind of a tough, a tough, a tough road for, for that, that niche in particular. liked the music festivals. I imagine there’s, there’s more money in like ticketed concessions related events. I know at least personally, I’m just, I’m just asking, saying for a friend, you know, I was looking at Taylor Swift tickets for a friend, know, and they were expensive. And I imagine, you know,
at a thousand bucks a pop, but then you got to go there and you’re going to spend more money. Right? It’s like, know,
So that’s a debacle of another order. But I will say, I’m an advocate for taking the power back. As I just said, as marketers or artists, we’re sending people to Spotify or Apple Music. Send them to a website, capture their email, try to sell them a shirt, get them away from sending them to other properties that you don’t control. Just like we advocate for businesses not to send people to Facebook.
take them from Facebook to your website and then control the message and the user experience. That’s the same thing. So really, I’m really advocating that for all the artists and brands that I work with.
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Brent Weaver (05:48.174)
Cloudways is excited to offer our listeners a $50 hosting credit. In addition to their amazing benefits of their agency partner program for more details, head over to you, gurus.com slash cloudways or use promo code D S C W when signing up, let’s get back to our show. tell me about this. I know we were chatting about this, this client project that you had. I think a lot of our listeners can resonate with this, right? You’re like,
know, you’re pitching a big project or an idea, right? And your client wants you to make something or solve some problem that maybe like you haven’t done before, right? Or maybe they haven’t done before. Maybe nobody’s done it before. Right? Like at some point, you know, like there’s a lot of problems of them that haven’t been solved yet in a certain way. What would set the stage for us? But what, what, what did end up happening? How’d you get into this situation with this, this client where maybe you were getting stretched a bit.
Sure. So the client is KUKA Robotics and they’re one of the largest robotics manufacturers in the world. And you’ll often see their robotic arms in commercials where they’re building cars or medicine or, you know, computer chips. And so these things are amazing products. And KUKA just so happened to open an office in Austin, Texas, where I live with my wife.
And through a mutual connection, I got pulled into that project and they were looking for a UI UX, you know, agency to consult and help them with what they call the my.KUKA portal, customer portal. And really with that portal, they were looking to be able to, let’s say Audi or Mercedes could log in and they would know what products they owned and there would be some level of predictive analytics.
predictive maintenance, hey, you own these machines, they’re being utilized this much, you’re probably gonna need to buy this new motor or some other part for it so that your factory line doesn’t go down. And so we have experience working with technology companies and e-commerce, but this was on another order. I think there was like eight different languages, there’s eight different user types. So…
Jesse Brede (08:07.182)
I think when everything was said and done, we ended up with you know, 60, I think, well, let’s say something like 3000 plus designs and wireframes for the store just to kind of capture the customer journey and what the languages would do. Yeah. When you’re working with Arabic or Chinese, like those character types of what can, you know, what happens.
We had no experience with multi-language. We had no experience with that level of e-comm and we just went for it. it became just one of the best client experiences that I had ever worked with. I’ve never worked in corporate America. I’ve always had worked either with startups or had my own business. So working inside of their program and seeing how the project managers and program managers.
and product managers were working together and really the ownership of those different roles was fascinating and a wonderful learning experience.
So I imagine it was something that’s that large scale. mean, like, what did you like, what did you fall back on? Did you have like frameworks or kind of like a methodology? I mean, how were you approaching it was just like, Hey, let’s, let’s open up the whiteboard and kind of sketch this out and how this is going to, how this is going to flow. mean, how, what was your approach for, you know, quote unquote, like taking on something you’ve never done before.
I mean, in a lot of ways, just asking questions, listening, seeing what they needed, what they wanted, and really taking, know, letting them lead to some extent in the client. But there were also a couple other contractors and people involved that were doing the development and really working hand in hand with them and making sure, you know, we had done work of that kind, but so it wasn’t like we were starting from scratch, but it was just the level and the velocity that we were working at that had never worked at that level before.
Jesse Brede (10:02.978)
I mean, it’s a good question. We just kind of went for it. And at every stage, it felt like complete and total imposter syndrome when they were asking us to quote out, how much do you think this is going to cost? I really had never worked inside of something that. And so I just kept aiming high and trusting my gut and trusting my team that we could figure it out and do a great job. And we really did. I mean, I couldn’t be more proud with how it turned out.
aiming high in terms of, of price or setting high expectations.
Yeah, I mean I was like, you know really come in confidence I mean, I think it was we all know like people can smell fear and if you have confidence and trust in yourself like it really goes a long way so that was I would think that would be one of the biggest lessons and really like Especially in price like we just kept raising or not raising but we raised our rates significantly for them and That was by far the biggest job that I had ever sold at that point and and you know
As that money started to flow in, I really told my team, look, we’re not doing raises, we can do some bonuses, we’re gonna really be smart with this and be conservative. We never know when this is gonna go away. And that actually turned out to be a really smart decision as well as things like COVID and whatnot hit.
Yeah. Yeah. So, so like, was the client, they ultimately happy with the outcome?
Jesse Brede (11:28.27)
Yeah, unfortunately, you know, and again, this was another experience of working with large scale corporations. The Austin office was sort of the redheaded stepchild and they kind of got beat up on a lot. And eventually, unfortunately, they just closed that office and when that happens, where the contract ended, we stayed on with them for another six months to kind of hand off to the internal team. So, I mean, you know, that’s just how it goes. Yeah.
The German team was always sort of beating them up and forcing them to improve their worth. And I think, again, as COVID hit, the economy started to contract and they kind of closed shop.
Yeah. Well, you know, it’s, you know, I mean, clients know more, normally aren’t, aren’t forever. Right. And at some point, I mean, some people might have clients that we’ve got, you know, we’ve had customers for 10 plus years, but you know, I mean, that’s, that’s incredible, but you know, it’s like not forever. Right. I mean, I think, especially with corporate, right? I one of the reasons I feel like corporations hire agencies is because, you know,
they’re maybe not ready to hire that staff in house yet, or they’re experimenting with something, or they need an outside perspective. And so it’s a weakness, but it’s also a strength, right? It means that you can, you know, there’s always somebody looking to have an outside perspective. There’s always somebody looking for some random problem that needs to be solved that, you know, only you guys can solve, and they don’t have the in-house capacity or the skillset to solve that. And so think there’s always gonna be a market for agencies coming in and doing that stuff.
What, you know, how, how, did that change your processes? Like, did you guys decide what you thinking? let’s go get more of these types of big, hairy audacious projects. Or was it more like, all right, we got that under our belts. Like, let’s get back to business as usual.
Jesse Brede (13:20.026)
I mean, yeah, we certainly would love to have something of that level. I we’ve worked on a couple projects that I think, know, KUKA set the stage for that. Again, I think it just gave us the confidence to try bigger and better things and not just, you know, pigeonhole ourselves to sort of branding and design and development for, you know, small to medium sized businesses or artists or festivals.
we realize we could work in that space as well and hold our own. So, but yeah, it really was kind of get back to business after that. you know, I’m okay with that.
That’s it’s good, man. As long as you do those things, it stretches you a little bit. Then you’re like, all right, now you got to like, you know, go back to my core, go back to one of my mentors once told me he’s like, yeah, you guys should probably stick to your knitting stick to my knitting.
gelled more than we ever have and the trust that we had in each other, that was probably the biggest benefit that I saw. was just when you go through something like that, you come out the other side, it’s like, wow, we did that. We pulled it off. We made that work and we did great work. So that was something I’m really proud of.
Nice. Very nice. So, so I, I, I’m not going to let you off the hook today to talk a little bit about your experience with, with us, with you gurus you’ve been, you’ve been in our pro community now for, for a little bit. Tell me a little about what, made you decide to, join you gurus.
Jesse Brede (14:53.55)
Well, let me pour myself a glass of Kool-Aid here. I’m a super fan, man. mean, you guys, your content, your outbound, I say your inbound marketing really drew me in. And I had been part of something like this. I’m not actually going to name names, but I left and it wasn’t delivering on their promise. And it would have probably taken me multiple years to really get to where I was hoping to go. And within the first couple of weeks of working with you guys,
I saw measurable differences in my business. I was communicating with my team in new ways. I would say one of the biggest things that I’ve been able to take away is like the paid discovery process. And that has been something that has given a whole new perspective of what the sales process and the client onboarding process can look like. And by the end of that discovery process, feeling like you and that, you
prospect or seeing eye to eye, you’re not trying to sell them anything they don’t need. You’ve talked about what all of that looks like. And then it just comes down to price and budget and timeline and the negotiable, so to speak. But I love the fact that, you know, not to give the answer away for free or whatever, but
It’s like getting to the point where you’re agreeing on what they want and everybody’s like a yes on that. And then now we’re talking price. Separating those two things is really smart. Going through and doing that due diligence and having it be paid so that they’re learning, obviously learning so much about their business and themselves and their customer. And a lot of people, a lot of businesses don’t take the time to do that ever in their business. And so even that just those aha moments that they have during that piece.
you’re earning their trust and you’re earning their like their faith and going, wow, you really can lead me through the rest of this. By the time you’re signed and actually working on a project, you are in control and you are leading the project such that it’s not jockeying for position and they’re not losing confidence. That was a huge, huge takeaway. And just to jump to the next, having a community, having a place where you can ask questions. and, and I mean, I’ve already, I’ve used that multiple times and solved.
Jesse Brede (17:08.523)
real problems that I was dealing with where I just didn’t have the expertise, going to the community, hey, does anybody know X? And getting like a multitude of really solid answers from people for free, going like, yeah, here’s what I know. And like, that’s gold because owning your own business and, you know, showing up every day, some days you’ve got it, some days you don’t, it is hard, it is lonely. And you’re, especially if you have employees, like you want to be their friends, but you can’t because you’re their boss. And it’s like…
Who do I talk to about this? So we’ve got this crew and, and, your leaders, your mentors are fantastic. They, I can see how much they intentionally bring energy to the table. And so that we’re leaving these, you know, these sessions with more energy, more excitement for our business than when we started. And, and I mean, man, sometimes we have those client meetings and those part days and you’re like, know, and like, like,
you know, shout out Jen, like Jen brings so much energy. Like, don’t know what kind of coffee or workout program she’s drinking, but it is amazing. like so much love for her and she, and, and you guys are delivering on your promise. You’re saying like, this is what you’re going to get and that’s what you get in the program. And that’s huge. And even I was just looking at, was like looking at your website right before we jumped on just to make sure like I,
you didn’t say anything stupid and it was just was up to speed and like, you are delivering on your promise. And like that, just by learning that and seeing that and is like forcing me or not forcing, but allowing me to like get more clear with my intentions and my mission and my goal. And that’s huge because like we only got one shot as far as I know. And like, I want to make the most of this life and this time and help as many people and connect with as many people as I can. so by being as clear.
with your message and your goals as you can, like that’s powerful. That’s true power. And nobody can take that away from you. Even if your business fails, like you will learn so much and be proud of yourself at the end of day. I will look at myself in the eyes and go, I gave it my best shot. I tried, I showed up, I put in the work. And to do that with a community is like really powerful.
Brent Weaver (19:22.67)
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You got, got, you got it down, man. You’re you’re it’s fun to listen to you talk about the progress you’ve made and the, the, clarity on, on your own business and how stepping into like our little, you know, micro community, right. And, and seeing how we show up and then, know, you emulate that and you take that same energy in your business. And I mean, that’s like one of our core visions that we’ve had with, with you gurus is that we always
we always want to kind of embody this like hero cheerleader for our members, like, cause, cause business is definitely like, like, man, I’ve had my bad days, you know, like it all sometimes like I have like, man, I’m, I’m not having a good day on whatever day. And it’s like, but we, we’ve made a choice as a business of how we’re going to always show up for our clients. And you know, we’re always going to help them to elevate their business and help them to, you know, find the good and, even doing that for our clients, man, like
that practice like bleeds over for us. And like, we’re always trying to find the good. And even those, those bad weeks, those hard weeks, man, there’s always positive there. And then when you find that, like, that’s where those lessons come from. That’s where those insights come from. And that gives you that fuel of like those, breakthroughs, like, man, we’re going to get to that next level. And, and, you know, I’ll also give Jen, I’ll give Jen the shout out in our headlines channel, man. Well, we’ll find out what that coffee is. She might not, she might not tell me,
Jesse Brede (21:40.158)
I’ll say this too, like you mentioned Gravitas Creates. So I founded this record label in 2011 and like we did it, we’ve done so much. And at one point I was like, I want to start doing some of the education. And as we got that off the ground, I can tell you, it is hard.
It’s hard to put together courses. It’s hard to run classrooms. It’s hard to build a community. It’s hard to get people to show up and be accountable. And within the first couple of weeks, I was like, man, they have got this figured out. Like even just the sessions with the accountability and things like that, was like, whoa. Like to me, was just like, wow. And I’ll say like, we didn’t get that far with that education piece. But I’m like, wow, when I’m ready to go back to that, because I kind of put a pause on it, there’s so many lessons there for me.
Yeah, yeah, that’s good,
Well done, thank you, I appreciate you guys so much.
Well, we couldn’t do it out. We couldn’t do without our amazing members. And it’s a, know, our whole team appreciates those, those kind words. And I’m hoping that there’s, you know, maybe a listener or two out there. Let’s listen to this right now. And they’re like, man, you know what? You know, I’ve kind of maybe I’m where Jesse was before and I want that community. want that mentorship. I want that accountability. And if that’s, if that does sound like you, we’d love to have a conversation. You can always check out
Brent Weaver (22:59.456)
our website, you gurus.com. There’s a, there’s a schedule, a call link at the top. And you know, I’ll, I’ll, promise you this, right? We won’t, we won’t bite our core value. You gurus is to help first. So we always try to help and teach and share and coach and get people to change their mindset before making the jump. So your story I think hopefully is going to resonate with some folks today, Jesse. I know it resonated with me. So I appreciate it. Do you have a couple of minutes stick around for our lightning round? Absolutely.
I’m in. What is the best advice you’ve ever received?
I I will say off the top of my head, I don’t know if this is the best advice I ever got, but a really great advice that I got is just be careful with how you act on the way up because you’re going to see those same people on the way down. And so that really applies to the music career and people get a big head. But let’s say you’re doing, you’re amazingly successful and you’re turning down business left and right.
Do it with grace and humility and don’t let your ego run wild because you never know what’s gonna happen. You may need those contacts, you may need those people in the future and it is a small world. So that would be my advice is just don’t forget where you come from and stay humble and stay real.
Which of your personal habits has contributed most to your success?
Jesse Brede (24:17.966)
At the moment, it’s really exercise. Like really getting out there, moving my body, working on my strength. I also work out in a community here in Austin called CG Camp Gladiator. And it’s a really cool business model. And that really resets the stress. It gets me out of my head and it energizes me. So I say that for me is number one.
Can you share an internet resource, a tool or app that you think our listeners would find valuable?
I mean, it’s pretty common at this point, like loom for web and showing people, you know, complex processes or a, this is what I’m seeing for a client and asking them to do it is asynchronous as well. So they’re not having to get on a call. Everything’s a zoom now. Like how many more zooms can I do in one day? So making a loom for people, I would say that, I mean,
Last Pass is something that I just don’t know how I could ever live without that again. Yeah, those two.
And what book would you recommend and why?
Jesse Brede (25:34.254)
One that I really like, I mean that probably isn’t recommended all the time, is Own the Day, Own Your Life by Aubrey Marcus. And Aubrey is somewhat of a friend and I worked with his wife recently on some music stuff. And I love that idea of just making smart decisions throughout the day and how that adds up to be a powerful life.
And so there’s a lot of stuff that he suggests you might do it or not. But I think when you leave that day, it’s like conscious choices throughout the day, throughout the week, throughout the month, throughout the year, equal health, wellness, friendship, love and success.
We will link out to own the day, own your life as well as last pass and loom. Definitely want to encourage all of our agency friends out there to get a password manager, whether it’s last pass or one password or whatever. was with an agency on it the other day and they did not have one and they were manually typing in passwords as we were on the phone. And I was like, man, I was like, how many passwords you type it in a day? And then, they were like, Oh no, it’s all the same password. was like,
Yeah, I mean, and this too, right? Like just to elaborate on that, was like our team uses it. And in some cases, their shared passwords so that that cuts down on so much of that back and forth between us. Hey, what’s the password to do? It’s going to share last pass folder that you
Yeah, there you go, man. So, so get that going free if you don’t have it. And if you’re in Austin, look up camp gladiator, we’ll link out to it. We’ll find it. Doesn’t sound like a day camp. Sounds intense, man.
Jesse Brede (27:12.332)
They’ll meet you and I want to say they’ll meet you where you’re at. And also you gurus will meet you where you’re at. I love that about you guys. The program that I was in previously, it was like, here’s day one and you guys really like, what’s going on? Ask questions, listen, okay. Well, here’s where we think you can really have a measurable impact on your business. And you did within a week. So that’s huge.
Awesome, man. Well, we’re, we’re, thankful to have you part of the program, part of the community and also on today’s episode, man. Thank you so much for being here. If you want to find those links, go to you gurus.com forward slash podcast. If you’re listening to this week of you’ll see Jesse’s photo at the top, click on his photo and you’ll have all those links and takeaways. Jesse, how can our audience find out more about you? Is there anything that you have they can check out?
Yeah, I mean, we can connect on Twitter. It’s just my name. J-E-S-S-E, Breda, B-R-E-D-E. Yeah, you know, obviously, and on Instagram as well. I mean, if you actually want to connect, Lions Share Digital is the agency, 2S is lionssharedigital.com. Yeah, we’d love to connect with anybody and everybody. I really do. I’m a people person. anybody that wants to connect, hit me up.
Awesome. Well, Jesse will link out to your Twitter. We’ll link out to your agency’s website, all in our show notes page at you gurus.com forward slash podcast. So find his episode, follow him on Twitter, send some tweets, check out the agency, see what he’s up to with his music label, all that good stuff, man. Jesse, it’s been an honor to have you on the program today. And that’s it for this week’s episode of the digital agency show. Stay tuned each and every week for more great content coming to you.
Thank you.
Brent Weaver (28:59.618)
to help you grow your digital agencies so you can achieve freedom in business and life. Until next time, I’m Brent Weaver. hope you enjoyed today’s episode. And remember, if you want this free gift all about how to scale to six and seven figures and beyond in your agency, just text the word freedom to seven, two, zero, seven, nine, two, eight, zero, three, six. That’s the word freedom to seven, two, zero, seven, nine, two, eight, zero, three, six. Until next time, I’m Brent Weaver.
