The Nearshore Cafe
Hear from Nearshoring veterans about what it's like living and doing business in LATAM. Join our hosts and numerous guests from LATAM & the U.S. with interesting real life experiences. This podcast is full of great stories and useful advice on how to navigate the world's most untapped talent market along with travel tips.
The Nearshore Cafe
🌎 Where Should You Outsource in 2025?
Not all regions are created equal when it comes to building high-performing remote teams.
In this new Nearshore Cafe Podcast short, I spoke with global BPO executive Stewart Wolfenson, who broke down how cultural and operational strengths vary across:
✅ Philippines – Service-first mindset. Perfect for support and customer care.
✅ Dominican Republic – Fast-paced, energetic, and ideal for outbound sales roles.
✅ Eastern Europe – Highly technical, adaptive, and excellent for problem-solving and dev-heavy work.
🔍 The takeaway?
Outsourcing isn’t just about cost—it’s about alignment. Cultural fit + task-specific strengths = higher ROI.
🎧 Watch the full short here → https://youtu.be/ooiXOH1XD-A
💡 From time zones to team traits, this clip is a must-watch for any founder, COO, or HR leader building globally in 2025.
#Nearshoring #GlobalTalent #RemoteTeams #OutsourcingStrategy #BPO #StaffAugmentation #PhilippinesBPO #EasternEuropeTech #DominicanRepublic #Leadership #PluggTechnologies #NearshoreCafe
📢 Don’t forget to LIKE, SUBSCRIBE, and TURN ON NOTIFICATIONS for more insights on Latin America’s growing tech scene! 🎧🔥
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🔗 Connect With Us
🔗 Stay Connected:
✅ Host: Brian Samson | LinkedIn: https://www.linkedin.com/in/briansamson/
✅ Sponsor: Plugg Technologies | PLUGG.tech
✅ Follow The Nearshore Cafe Podcast for More Insightful Episodes!
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🎙️ Apple Podcast: https://podcasts.apple.com/us/podcast/the-nearshore-cafe/id1775525954
Welcome everyone to another episode of the Nearshore Cafe podcast. I'm Brian Sampson, your host. Today is going to be a great show to talk about Nearshore broadly. There's a lot of trends, insights and we're lucky enough to have a seasoned executive on our podcast, stuart Wolfensohn. Before I introduce Stuart, let me thank our sponsor, plug Technologies pluggtech Great way to connect talent all over Latin America with US companies. Without further ado, let's welcome Stuart to the show.
Speaker 2:Stuart great to see you, great to see you, as they would say in Latin.
Speaker 1:America. We love the bilingual opportunities here in the Nearshore Cafe podcast. We'll stick to English for the show because that's most of our audience. But, stuart, let me maybe start here. We're lucky to have you on the show, like I said in the intro. Veteran executive season leader, you know in the space, just kind of walk us through a little bit on your career journey. You know a lot of interesting things, different places. How did you get to where you are today?
Speaker 2:That's a long-winded question but you know, I grew up in being multicultural, multilingual, different places, and I always found that language was the way to survive and the way to connect. I was watching always my father sending telexes across the world and I was fascinated Telex and how technology and information worked. And you don't know these people and no, we just send them a telex. I would always send a telex and I had broken English but she says don't worry, stop telex. And I knew I wanted to help build those world because there was scale, speed, lots of complexity, lots of cultural complexity, and I don't like things easy If it's complex.
Speaker 2:If there's a hurricane, I'll swim in that hurricane. I found it fascinating how we could connect people from different places in a common task, common goal, common mission, which was helping a customer, helping a customer have a great experience or solve a problem, and for me it was quite fascinating. But I also found out that one thing that was fascinating that you were around technology but people were really the infrastructure, were what really matters, and that's what really stood out to me. It was all about a people. I've always been a connector, I've always been a people, person. People can do to make a great experience, whether it's creating code, whether it's a call whether it's data.
Speaker 1:It was always fascinating to me. Yeah yeah, for those who don't know much about the BPO world, what does that entail? Is that customer service IT? You know that plus other stuff Is it worldwide. You know that plus other stuff Is it worldwide. Where is that moving? Can you give some more insight into that world?
Speaker 2:I think it's a multiple choice question which says D, all of the above. I think what technology has allowed us is to really do multiple things and to support the mission of a company, regardless of where you're sitting. And that's where technology came in, and I think bpo it's, it's. It's a crazy business process outsourcing, but it's really making business efficient through outsourcing. That's what I call it. And how have the power of people to make you more efficient? Regardless of where you are, you have different pressures charge, deliverability, cost, communication. It's very exciting because you can't put it in one box. It's not one sandbox, it's the entire beach, if I could put it in a context.
Speaker 1:Yeah, what has your experience been in BPO across the world? What countries have you interacted with?
Speaker 2:You know, I worked from Latin America to the Middle East, to Eastern Europe, to Pakistan and Philippines. So I touch many places, I touch many cultures and different takes, and it goes again technology is technology, but people are your infrastructure and people. We by nature, love to help, and some cultures love to help more than others. And I think that's the most powerful thing about BPO work is that you're trying to solve a problem and people are willing to help.
Speaker 1:Yeah, yeah, yeah. Can you help me think through the like scripted versus the unscripted world of BPO? You know, and like the types of problems that come in. The types of problems that come in and I'm sure it's often, you know, very similar, but everybody on the other end of the phone is a person, the customer is a person and they have different nuances to their case and you know how. Maybe that's like thought through. You know, in the different countries you've had BPO operations.
Speaker 2:You know, countries like the nature of the country will dictate sometimes the nature of the call or the nature of the task at hand. For example, the Philippines are very service oriented. Dominican Republic they're very quick and casual and don't have the patience, so they might be better for something like an outbound sales call. And then you have places like in Eastern Europe that are a mix of all. They're very tech savvy, but it's culturally diverse and can really help grasp things quicker. And then you have countries like India, which is very task oriented in the box and this is what it is. So, you know, I think script is very important, but I always welcome people who think outside of the box and who can really think things through, and it's not only the script.
Speaker 1:Yeah, where, specifically in Latin America, did you have BPO operations?
Speaker 2:I worked a lot with Dominican Republic, Mexico, Brazil, of course, Even Brazil, did you know? Even you can even do Japanese support from Brazil or out of Peru. So I discovered these things as a creative mind, that I am always looking outside of the box and thinking about that. But I think Latin America it's very well positioned right now to really be in a spot where it's going to make a difference, especially with things changing within the United States.
Speaker 1:Yeah, maybe we'll hit on that for a second. Tariffs are on everyone's mind right now. We read about it all the time. Do you see that having an impact on the services sector? You?
Speaker 2:know I always, when somebody tells me you can't do this, I always say yes, we can, and it goes back to si se puede, no, the thought of yes, we can. I think that things are changing tariffs and there's a political change going on and there's a lot of uncertainty, but it's also pushing US and European companies to change, to prioritize things and change things, and I think that's where, if you look at the Americas, I think that's what I would call it. I don't want to call it Latin America If you see the Americas, I think it's becoming not just a trend, but more the norm because of what you said before, which is terrorists, political uncertainty that are pushing, and I think I'm a firm believer I always been, and this is why I studied Portuguese in college that Latin America is no longer the backup plan, it's the strategic plan.
Speaker 1:That's really interesting, you know, especially as we think about China becoming more and more the adversary Right. And if you have a strong adversary, you know, maybe I'm going back 20 years of like you're either with us or not, Right, and it feels like the Americas are mostly lining up with the US. I'd love to get your take on that of you know there will be winners and there will be losers, you know, in the next five, 10 years. And where do you see Latin America?
Speaker 2:Well, you know, as a person who worked on the global space my entire career, I don't see China as an adversary.
Speaker 2:I see them, as always, as a formidable competitor that has helped the Americas not be.
Speaker 2:You know, united States has always had their back to Latin America. I think now they change and now they're facing Latin America and they're seeing the opportunities and along with that there's also geopolitical things that Latin America is a little bit more stable than it's been and that allows and China, on the other token, is also very unstable for all the things, which is for the first time very unstable for all the things, which is for the first time China is not selling as much as they used to. So China created, opened up the market in the Americas and now the United States is taking advantage of that. And I think if the leaders in the business environment see what the Americas have to offer I mean there's three vital things Cultural time zones, language affinity I mean, if you see those things, I mean I can tell you stories on when that does not work, when that does not work I really see that for the first time in a long time, the Americans can really support each other, being the North America being supported by the South American market.
Speaker 1:In many ways, yeah, and you know, when the economy is growing overall, from a macro standpoint there's somewhat of a rising tide lifts all boats. But in times of maybe stagnant growth and I'd argue 2025 might be that time there's really more of a India I see in the IT sector is losing to Latin America. So the IT sector is maybe stable, but Latin America is growing. That means that more projects are being moved from, say, india to Latin America. Do you see that too? Do you see Latin America like more work moving from other countries to Latin America?
Speaker 2:I see three things going on. First of all, wages are increasing so there's economic pressures with India. Also, there is internal pressures that talent is being moved so there's no longevity of people who are working on your projects. From a technology perspective, I've seen it in the software side of the business where I see a lot of movement and people are not there as long to understand coding, to understand your business, to understand to deliver. And also the geopolitical aspect that I think the Latin American or the America's talent it's much more focused on American needs so understands very quickly what is at hand, because many of them have been training in the United States, many of them come from that background, many of them have that cultural near. They feel closer culturally than any other one that I've seen in my experience.
Speaker 1:Yeah, yeah. Can you comment a little deeper on that, stuart? When you say closer culturally, what does that mean to you?
Speaker 2:culturally. What does that mean to you? Well, me, I'm bicultural and I'm bicultural, bilingual, so I'm the perfect example. I'm going to give an example. I know an interior design company that had for many years all of their staff in the US. The pandemic changed everything and I recommended that they move all of their operations and they try very technical architectural architects, engineers, and try it. I said, try it. And she was the person I recommended. She called me. She says I couldn't believe it. The level of understanding, the level of adaptability, how culturally sound they were. I didn't know, I didn't think I was talking to them, they could talk up my time zones, they could, you know, all those things add value in what you bring to the table. So I think that's what I meant by saying I've seen it, I experienced and I believe there's a lot of upside.
Speaker 1:Yeah, I think that's spot on. I want to ask you, stuart you know somebody with a lot of executive experience. You probably have worked with VCs, private equity. You track M&A activity. How is that impacting the world of nearshoring in 2025?
Speaker 2:impacting the world of nearshoring in 2025? Well, I think there's a lot of. I don't think I know there's a lot of cautious out there because of what's going on on the geopolitical side and there's a lot of uncertainty. So the VC and private equities are very cautious. However, I think they're watching Latin America closely, especially in B2B services. However, I think they're watching Latin America closely, especially in B2B services, health tech and fintech. I mean, monterrey is one of the biggest hubs for fintechs. They have over 200 startups. I believe those who are able to balance automation and authenticity are going to be able to come on top. Those who are bringing that sort of mix to the table are going to be able to come on top. Those who are bringing that sort of mix to the table are going to be able to come on top, especially after the recent.
Speaker 2:I mean, if you're looking at the recent acquisition of Google by, of Wiz by Google, they're not located in the United States, so that tells you that companies are looking outside into the market. So I'm a firm believer that brings opportunities.
Speaker 1:Yeah, I'm sure you get asked advice all the time. You know and maybe I'm thinking a company post-acquisition that's integrating a US company, integrating Latin America team members or operations absorbing that what would be your best advice for creating a successful culture post acquisition?
Speaker 2:Respect the time zones, respect the cafecitos, honor local culture. Lead by trust. Don't micromanage. Have a presence but don't micromanage. Have a presence but don't micromanage, but trust. There's great leaders out there in each country. I mean each one of them. Each region brings a powerful thing to the table. Colombians are very creative. Argentinians are very bold thinkers. Think outside of the box. Mexicans are very entrepreneurial. Brazilians lots of energy and trust and language. So you need to empower your local managers to really embrace holidays, build rituals and that. And that comes from a lesson you know. Before I moved back to this country, I was in Spain just to bring a personal story and I closed my biggest deal ever on my last day at my last job and I had a two and a half hour lunch with the client. I said why did you wait so long? He goes, I really needed to get to know you. So you know, don't worry about closing the deal, worry about collaborate and I think you you'll have success. Yeah.
Speaker 1:Yeah, I like that. I like that. Speaking of Spain, um, you got me thinking about how fortunate we are to have a guest like you that's so well traveled, and I know it's like picking your favorite child, but what are some of your favorite cities that you've been to across the globe?
Speaker 2:Gosh, that's a great question. I'll give you three of my favorite cities. Buenos Aires, of course Great food, great wine, great people. I'm a beach person, so I'm going to be biased. Madrid has an energy. It's New York on steroids and I'm very Latin, but those are the two cities that stand out. And then Tokyo and Sao Paulo, because it's chaotic poems, it's chaos 24-7. There is something about that chaos that it's very, it's like a poem, it's like a moving, it's I always said I always use the analogy is like a Blade Runner on steroids.
Speaker 1:I like that. I like that Tell us more about your time in Sao Paulo, my time in Sao Paulo was crazy.
Speaker 2:You know, at that time we were opening up a multinational company. We were opening and the traffic was horrendous, so we would go and we would use helicopters to get from one place to another. That's it. And, of course, my favorite city of all is Barcelona, the pearl of the Mediterranean. Along with Tel Aviv. Those are my two favorite cities I've ever been to. Tel Aviv is the only place where you can actually have watermelon on the beach while putting a business plan together and seeing the next high-tech thing. Everybody's thinking of how we can make things better. And Barcelona, I will never forget. At one time everybody was putting also business plans on the beach and I said, and I would ask, and I said, and they would tell me that I would use the story and say why you're in the beach? It's because the future is straight ahead and I need to think of the future.
Speaker 1:I like that, I like that. And then, stuart, I think in the pre-show you had mentioned something about Medellin. Can you share more about your experiences there?
Speaker 2:Wow, you know, medellin is very unique the city with the best coffee on earth. Rains, bandwidth and heart. Yeah, I like it.
Speaker 1:I like it. Good stuff. I'd be remiss if I didn't talk about your football soccer experiences and stories. Can you share more about that?
Speaker 2:You know I've been involved with Real Madrid, probably the best sports organization in the history of sports. They are the global benchmark for business discipline, creativity and values. Everything I do in life, I always think of what they have accomplished by having those three things Business, discipline, creativity and values. And I use that every day that I do things. In everything I do, I learned so much. There's a book called Anybody who Wants to Get into the Business and Wants to Understand Business. There's a book I was part of called the Real Madrid Revolution and it tells you a lot about the business of football and how an enterprise evolves because it's very uniquely made, because it's not owned by a corporation or a rich uncle or something. It's owned by the people and it operates like a business and it creates tremendous synergies and tremendous culture. It's not only one of my favorite sports entities, it's also one of my favorite businesses that I've ever been involved with. I like it.
Speaker 1:Good stuff. Well, stuart, this has been as fun of a conversation as I was hoping, honestly, more. I love the sayings, the personal experiences, the energy that you brought to the table. I want to thank our sponsor again, plug Technologies PLUGG great way to connect talent from all over Latin America to US companies. Stuart, I want to give you the last word here on the podcast because I know you have a favorite saying. Can you bring it home for us with your favorite saying?
Speaker 2:Because that's how you're all in. You know, in my life I go all in my approach to life, work, partnerships. Always it's about collaborating and it's always about being all in Love it Everyone. Thank you so much for listening. This is the Near Short Cafe podcast.
Speaker 1:Always it's about collaborating and it's always about being all in. Love it Everyone. Thank you so much for listening. This is the Near Short Cafe podcast. We'll see you next time.