
M&A Masters · 2025-10-15 · 31 min
Alvarez & Marsal's transaction advisory approach combines financial and tax due diligence with operational expertise - a differentiator from the Big Four and traditional consulting firms. With over 1,300 transaction professionals globally, the firm serves primarily private equity, family offices, and sovereign wealth funds in the middle market. Anthony explains that successful M&A requires preparation well before the transaction begins. By engaging advisors 18 - 24 months in advance, sellers can consolidate disparate systems, train management teams on handling buyer scrutiny, and articulate both strengths and risks clearly. A&M's data scientists and former C-suite operators bring credibility to value creation plans that financing sources depend on during diligence. The firm helps middle-market companies - often founder-owned businesses with informal systems - extract granular insights from data that drive informed decisions. International interest in U.S. acquisitions remains robust, with inbound referrals from Europe, Asia, and LATAM several times weekly. Reps and warranties insurance now features in nearly every deal, easing negotiations by transferring risk and clarifying the true cost of representations for both parties.
Hosted by Patrick Stroth. The show scores 57.0/100 on substance across its analysed episodes. See the full show profile.
Ideally 18-24 months before going to market, according to Caporrino. Early engagement with advisors allows time to consolidate systems, create consistent data sets, prepare management for diligence questions, and develop a clear narrative about the business's trajectory and risks.
A&M combines financial and tax expertise with operating talent - partners who have been COOs, heads of procurement, and CTOs - rather than consultants alone. This C-suite experience allows them to validate value creation plans credibly and guide practical post-acquisition execution, not just audit the numbers.
Middle-market companies often have multiple systems across acquired add-ons, creating data visibility problems. A&M's data scientists consolidate this into a single consistent dataset, revealing true business trajectory and operational inefficiencies that drive actionable insights and inform both buyer valuations and seller multiples.
Yes, according to Caporrino, it's rare for a deal to close without it. The insurance eases negotiations by transferring risk to insurers, clarifies the true cost of representations for both parties, and helps buyers and sellers reach agreement on risk allocation.
Active private equity, family office, or sovereign wealth funds with a global footprint (U.S. or multi-region), multiple industry focus areas, and willingness to execute operational improvements post-acquisition. Clients spanning multiple fund sizes qualify, as smaller funds often rely more heavily on A&M's operational expertise.
Computed from the transcript - who did the talking, and the words that came up most.
The playbook for selling your company just changed - again. What separates those who merely survive from those who exit with maximum value? The answer may surprise even seasoned founders. In this episode, Anthony Caporrino, U.S. Transaction Advisory Group Co-Leader at Alvarez & Marsal, reveals the behind-the-scenes secrets to smarter M&A, how analytics are rewriting the rules, and what it really takes for owners and investors to achieve a clean exit. You’ll discover… The single biggest mistake even mature companies make when prepping for a sale What founders should be doing years before considering an exit (and why most miss it) How “operator experience” trumps traditional consulting in maximizing deal value The new analytics tools that give buyers (and sellers) the ultimate edge Why rep & warranty insurance is changing dealmaking - and what it means for your next negotiation
Transcribed and scored by The B2B Podcast Index.
Speaker A: Foreign. Hello there. I'm Patrick Stroke, trusted authority and executive and transactional liability and national practice leader for mergers and acquisitions for Liberty Co. Insurance brokers, where we provide peace of mind with great care. Welcome to M M and A Masters, where I speak with the leading experts in mergers and acquisitions. And we're all about one thing here that's a clean exit for owners, founders and their investors. Today I'm joined by Anthony Caporino, the U.S. transaction Advisory Group co leader for Alvarez and marcel. Founded in 1983, Tony Alvarez and Brian Marcel joined forces with a shared vision to link operations, performance improvement and value creation to help companies turn areas of stagnation into growth. Today, Alvarez and Marcel has have over 11,000 professionals serving clients in six continents and 39 countries. Anthony, it is a real pleasure to have you here.
Speaker B: Welcome to the podcast, Patrick. It's nice to be here. Thank you for having me.
Speaker A: Now, before we get into Alvarez Marcel, which is a big leader in the global stage, let's start with you. What led you to this part in your career? Sure.
Speaker B: So I've been performing financial due diligence for private equity now for about 25 years. I graduated Boston College and like many people with accounting degrees, took the usual route. I started in the audit practice of Arthur Andersen. I got my CPA after a couple years and then, uh, I moved on into the transaction Advisory group there at Anderson, uh, to really work more specifically in financial due diligence, mergers and acquisitions, which was an area that was interesting to me and that I really found my passion for. I think if you take a step back, um, my father happens to be a cpa, so I worked for him when I was in college for three or four summers. And I really got a lay in the land as to what some of accounting did relative to what I learned at school. And I think the most important thing is I learned what I didn't like about it. And mergers and acquisitions was always interesting to me. So that's how I got my start after a couple years in the audit practice. And, uh, I've been doing this now for about 25 years. My specific industry experience is mostly in consumer and business services. And really that's been a function of where my clients have invested over the years. But I've done a lot in food and beverage and restaurants and retail environmental services, uh, digital media. Uh, so it's been a wide array of different transactions over the years, which has been a lot of fun.
Speaker A: Yeah. And I'm a little biased with mergers and acquisitions. There's nothing Wrong with the audit practice. I mean everybody needs that. At uh, the same time, I consider mergers and acquisitions as the most exciting event in the life cycle of business. It's not IPOs, because IPOs is like being drafted in the first round. The NFL, it's like, good, you've made it, but you could be a bus. We have no idea where you're at. M and A, it's, it's uh, you know, trans transformational for you know, both companies and for the owners and founders. And so I mean with, with big opportunities, big risks. So it's great having you know, that area to look at, just a dynamic, exciting point. So I agree with you as to going into that route now with Alvarez Marsal, which is one of the larger firms that we've had on the show, talk to us about what they do and also where they sit with serving the middle market and lower middle market.
Speaker B: Sure. So, uh, just for perspective, firm as you said, was founded in 1983. Uh, Brian Marsal and Tony Alvarez founded it and for the better part of almost 20 years was uh, primarily a restructuring firm. So bringing that mindset to help trouble companies, in some cases turn them around and grow, in other cases help them through a bankruptcy. And since uh, then over the last uh, 22, 23 years, the firm has grown to serve really a bunch of other things. And the easiest way to think about it is uh, a third of the firm serves private equity, a third of the firm serves corporates, and a third of the firm is restructuring. So when I joined in 2006, the firm didn't have a transaction advisory group at that point. I was hired by the three founders, uh, of the group, Paul Avrasanto, Nick ALVAREZ and Jack McCarthy. I was the first partner hire after them. And we've grown it now in the US to over 500 professionals, globally to 1300 transaction professionals. And the firm was 700 people when I started. So you could see the levels of growth over the last 19 years. It's been an amazing ride. Um, but there was a big demand at the time in 2006, which was the height of the M and A market at the time. They go outside of the big four accounting firms who had themselves gone through a bunch of changes coming out of Sarvanes Oxley over the prior three or four years. So the market was ripe for what I'll call a disruptor. And that was us. And the thesis was to bring that combination of world class financial and tax due diligence expertise for private equity and combine that with a and M's operational heritage to bring a value creation mindset across the transaction life cycle. And that's what we've done over the last 19 years.
Speaker A: And so unlike the big four, you know, then probably with six or eight, but you know, while they're tracking numbers and doing reports and the essential reporting function, you're taking it the next step and there's information. How can you take that um, information and put it to use? One of the developments that we talked about that you had was how you have embraced analytics, which a lot of people immediately catches their ear and they think analytics, Moneyball, all those, all those derivations. But talk about that, uh, because you just don't talk analytics, you've actually developed a lot of tools that have made a real value add difference. Talk about that.
Speaker B: Sure. So our focus historically when we started, up until now it's been primarily the middle market. And that's expanded over time. So the definition of the middle market back in 2006 was quite a lot different than it is today. And many of our clients have grown from $500 million funds, US only to now 5, 6, $10 billion funds who span the globe. So uh, as they've grown, we've grown and really the need to bring new things to the table and to really invest in how we do our craft, it's quite important. When you look at the middle market space again you mentioned public companies before, that's generally not where we're playing, although we have done many, um, public to private transactions. But generally speaking the middle market is founder owned businesses that are um, ripe for some transformation, whether that's an outright sale, whether it's a minority investment. And in many cases, while those businesses have done great things, they don't always have the most sophisticated systems to track information, financial information, product information, you name it. And so our ability to really digest and analyze large pieces of data to really understand what drives a business is quite important. And we realized that a while back that uh, doing diligence at that granular level is probably the most powerful. You gather the most insightful findings and you can create value opportunities and advise your clients with very relevant information. The issue is though, that's very hard to do in a very compressed timeframe. So you need to be uh, you need to be creative in developing certain tools, migrating out of Excel, understanding what else is out there. Uh, we have a number of data scientists on our team that supplement our financial diligence skill set. Uh, and so they bring that data mindset as to how to get after what you're looking for and what you need to create those valuable insights. And so we've come a long way in that regard. Now it's almost a requirement. You need to be able to do that. So we're certainly not the only firm out there that does it. But um, in order to bring those valuable insights to your clients in a way that is practical, in a way that's timely and that they can make decisions on is quite important no matter what type of deal you're looking at. But certainly in the middle market where you may have some challenges visibility wise with some of the information that's available.
Speaker A: You know, it's interesting because I would take for granted because the types of clients you have and we'll get into your client profile later, but these are larger, successful advanced companies and you know, they're not, they're not new to things, they're not having paper records. I mean they've embraced digital assets and processes and doing things, but probably they're more focused on their performance and working on, you know, in their business, not on their business. And first of all it is a real cumbersome task task to just collect the information granularly but then not only collect it all, how do you, I mean it's great with all that data, what do you do with it? And you're able to bring that perspective in. And I just think that, you know, you're correct me if I'm wrong. Is there a resistance or is this just a whole new mindset that owners and founders need to have? You know, not forget planning for an acquisition or being acquired, but just operationally?
Speaker B: Sure, I, I think there certainly isn't, I wouldn't say there's a resistance but many of these, these firms that, that our clients are, are buying or that we're working uh, with when they go up for sale. Whether it's clients bringing us in, private equity clients bringing us in, or investment bankers, many of them have grown by acquisition. And so you may have decent systems across the initial platform or original investment and then two or three, four add ons down the road those systems might be working great. And there's no, there's no appetite to really integrate them all and be on the things that it's time consuming, it's
Speaker A: costly, so it's not broken, don't fix it.
Speaker B: It's not broken, don't fix it. Exactly. But if you think like a, ah, like a private equity investor, you could say, all right, well what if we had real time information across now the 4 company um, um, platform that we can make decisions on that is a lot more powerful than saying, okay, company one does this, company three is on this system. Looking at it this way so many times we help do that and make sure, particularly when we're on the sell side almost our first step is to bring in our data analytics team and have them create that consistency across the company that may have different divisions that were acquired over time. And then you're working with one consistent data set and you can really then understand the trajectory of the business. And that's what people want to know. So it's not necessarily that things don't function, but sometimes there's no need for change. But then when it comes time to exit, someone who wants to then go buy it is requiring that change.
Speaker A: Okay, yeah, well, and again, co head of the advisory transaction group, people think with episode. Okay, well then I must be only in the market to talk to you when I'm ready for transaction. And I think that it goes a little bit broader than that because I, you know, the things that are going to be required of you down the road, if you're going to be looking at that kind of transaction, well, maybe you should prepare for it earlier. And that's where I think Alvarez Marsal can really come in. Talk about that, because you don't, you wouldn't recommend that owners and founders wait, you know, until they picked an investment banker who's going to advise them on this, what you know, and what's your approach in that respect?
Speaker B: Sure. So I think first and foremost, we try and bring what we call, uh, relationship driven trusted advisor mindset to our clients. So, yes, the crux of it, when we're in the heart of what we do, it is involving a transaction, but it's much broader than that. Um, we talk to our clients about performance improvement and we bring in our colleagues from our operational group to meet them and talk about ways that they can enhance value that might be either right after a transaction or it might be years in advance of a transaction. 18, 24 months. So the bottom line is we try to be helpful no matter what. And when then our, uh, clients and business owners are looking to divest. By all means, the earlier you start, the better, at least to have a discussion so you really can get a perspective of. Okay, first, let's think about when do you want to go to market? Two, what's your story? Three, who might be the most obvious buyer? Sometimes it's private equity, sometimes it's a strategic buyer. Those needs are different. And what might Be important to a private equity buyer may not matter to a strategic. So you want to make sure you better understand that. And then once, once you start asking those questions, what does the seller want to achieve? If, if it's a founder owner and we're brought in by one of our investment banking relationships, many times early on you ask the questions, what do you want to achieve and how are we going to go about doing that? And so those are the types of things where the earlier start is much better. You have that more time to plan. You can organize yourselves in situations I discussed earlier where there might be disparate systems. It gives you time to make everything consistent, more user friendly. And then at the same time we're also then training the management team to understand uh, what they need to handle, help uh, them with their expectations as to what questions they're going to face, make sure that they're knowledgeable about explaining the issues at hand. Many times there's a lot of positive attributes but uh, we're objective. We also disclose and articulate things that aren't so great. So the management team needs to understand how to explain those things and make sure they can get somebody comfortable with those levels of risks. And those are in every transaction. So the more you can do that with advance, uh, timing, the better. And it just generally makes for a smoother transaction. Not always. We see all different timelines. We see what I just articulated and then sometimes we see companies that hire a banker and they want to go to market in a month and we got a rush to get everything done. Those situations can work. It's a lot harder and not necessarily more smooth. Uh, but if you have the right team and you know what you're focused on, you can generally get things done uh, under that scenario as well.
Speaker A: Well, and you know, for enhancing companies performance evaluation or whatever. Yeah, you've got policies, you've got procedures, systems, software, hardware you can plug in. One of the most difficult things to bring about, uh, resources wise is people and finding a trusted network. I just, personally I just think the human element is the most difficult element of any change, adding or subtracting. And in that front because of all the resources you have, let's talk about uh, Alvarez and Marcel's huge deep bench of human capital resources. Talk about that.
Speaker B: Sure. So we compete generally on the accounting and tax side with the big four, on the operational side with the MBBS of the world and Alex Partners, um, all great firms, all bring different types of talent. The unique aspect about A and M is we combine that operating Talent with the financial and tax expertise. So our operators generally have been in the C suite. They have run companies, they have been COOs, they've been the head of procurement, they've been, um, uh, chief technology officer. Some of the firms we compete with, they're generally consultants by trade. M. Great, great, uh, acumen, great education, great experience. But they haven't been in the seat to actually run companies and execute. And that's the difference we bring. We are very much, um, action oriented, bring practical solutions to the table. Um, but it makes a big difference when you can sit across from someone and say, yes, I did this in my role prior to A and M, I executed on X, Y and Z of this type of value creation plan. And if you look at it from the side of a financial due diligence professional, and I say this to people all the time, there isn't a professional out there, uh, on the due diligence side that can bring that level of experience. I work alongside those people every day. I learn so much. Yes, the accounting is important and yes, you have to get it right. But, um, you bring just a different mindset when you're working with a true operator as to what's important in the transaction, what might be prioritized, what's going to make or break the decision. Uh, and yes, the accounting you need to get right. But uh, very often you're dealing with other operational issues that you need to be mindful of, that you need to recognize and you need to be able to articulate. And so that's the key differentiator for us. It's the level of talent and their prior experience. And when you bring the financial tax folks in under that roof, uh, we bring a pretty unique angle to what we do on the financial and tax due diligence side.
Speaker A: I think you're not only helping deliver closing, you're delivering flawless execution. Post closing. Yes. And you can't put a price factor that.
Speaker B: Yeah. And it's very powerful. Again, if you're a financing source and you see, um, some pro forma concepts that add value, uh, and you go to analyze or critique those to make sure that they're real, well, if somebody who's done that at a prior situation in the C suite is standing behind that, big difference between that and a consultant who thinks it could be done, uh, and so that's like the perfect storm for us where we could combine that level of experience and be able to stand behind essentially, uh, what's a value creation, uh, plan in the next year or two, post Acquisition.
Speaker A: And when I think about, because there's always this concern about costs and all this, I would just think investment is, is the key metric here. Just because I am to oversimplify with staging a house, if you wanted to sell your house, you would pay an outside stage. I'm in California where, you know, it's thousands of dollars to get your house looking like you didn't live there. But, you know, the ideal couple did. But for every dollar that's spent, you get 6x7x of that, of that cost in added value. Same thing, you know, for you guys.
Speaker B: Yeah, uh, I would say yes, there's definitely a value, uh, to bring when you're on the sell side to prepare, spend the money, make the investment and increase your chances. Chances for not only a smoother process, but one where you, you, you get a higher multiple and uh, you find the right, the right team to work with. Sometimes those dollars can be very big, but again, it's, it dependent on the situation. But in the, in the overall process, my opinion is it's a, it's a small price to pay for the value that's created that you're going to walk away with if you're, if you're on the, on the sell side.
Speaker A: Now we're talking about perspective and contracts and scale. Let's, you know, define this a little bit more. Give us a profile of your ideal client. Who is Alvarez Marsal looking to serve with the Transaction Advisory Group?
Speaker B: Specifically our primary client base is private equity, family office and sovereign wealth. Uh, we have clients of all different sizes and fund sizes. I would say the ideal client for us is one that obviously is active, two has different industry focus areas. So maybe there's a slug that's a generalist and then there's another slug that's um, healthcare or business, uh, services or software technology. I think we bring a very strong industry, uh, expertise to the table. So clients who generally cover more than one area, we match up really well with ones that have a global profile, not necessarily, uh, global offices, but they will look at deals and companies that have some global footprint. So maybe they have primarily US operations, but they may have distribution centers around the globe or some division that is outside the U.S. uh, we stack up very well in those situations. So I would say funds that are active, that have a bit of a global footprint as well as, uh, a broad industry directive, they match up really well for us. And when you look at our client base, there's generally the clients we serve, they check two, if not three of those boxes uh, and then also ones that are not afraid to, uh, get their hands dirty post acquisition with some operational improvements, uh, it doesn't always need to be the biggest fund. Sometimes many of the smaller firms will lean on us more to bring in that operational expertise to help them execute post acquisition. So if there's an operating mindset, those funds match up really well with us too. Just given everything I articulated about our value proposition.
Speaker A: We'll talk about future trends, you see a little bit later. But I just, it struck me with, uh, the view on tariffs and a, an emphasis on more onshoring coming to the U.S. are you guys, uh, at Alvarez and Marcel seeing opportunities where they're outside firms wanting to come in and make an acquisition in the US to, to, uh, add a US Presence? Yes.
Speaker B: So it's probably not a week that goes by where we, uh, don't get some inbound referrals from the other parts of our global transaction business. Whether it's Europe, India, Asia, Latam, Australia, Canada. Those are the countries that we're in outside, outside the U.S. uh, but it's very common to get inbound referrals. Generally. I feel probably two or three of those situations a week. Now, they may not always pan out, but we're getting, we're getting brought to the table. Uh, sometimes it's a handoff and, uh, we're, we're doing the work without too many questions asked.
Speaker A: There are new conversations. Yeah, they're new other times that the formal didn't happen.
Speaker B: Yeah, right. A form, normal, um, rfp. And those are the common two. Uh, but there's a lot of back and forth activity, both inbound to the US and then outbound for us as well. Yeah.
Speaker A: Ah, you never know because there may be, I mean, we're dating ourselves here, but there could be some major 300% tariff against Scotland. And then all of a sudden Scotland wants to come and have a big US Presence so they know who to call. So. Fantastic. Now, one of the major drivers for mergers and acquisitions overall, just the rate, is the fact that the insurance came in and started transferring a lot of risk away from the buyers and sellers over to themselves. And by relieving that risk, they did three things. You know, they, the risk transfer, they simplified negotiations, uh, having an insurance policy, and if they were losses, they paid claims so that, you know, promises made were promises kept. And so it kept the sustainability for this product, reps and warranties. But don't take my word for it, Anthony. From your perspective, good, bad or indifferent, what's been your Experience with reps and warranties, insurance.
Speaker B: Sure Patrick. I, I think by, by far it's been a great uh, it's been a great concept and has done uh, a lot of good for private equity in general. I think everything you've said, the product facilitates transactions, it eases negotiations. Many times I think helps um, both sides understand more of the risk that each one is taking. And by doing so I think there brings a more of a meeting of the minds and you can get around some of the, some of the things that maybe in the past were obstacles. I think almost every deal has rep and warranty insurance. It's not that common for us to have a deal where we don't see that. Most uh, of the time we will deal with the um, rep and warranty providers. They'll look at our product, we'll walk them through it, we'll field questions. Sometimes we don't. It just depends on how involved and how inquisitive uh, uh, the assurance companies are. But I think overall it's been a positive development. It's almost become uh, um, a mandate if you will and certainly uh, as much of a requirement as possible. But overall I think it's helped and I uh, think it benefits both buyers and sellers.
Speaker A: I think just uh, get it down to the essence of it. I mean buyers don't want to get stuck holding 11. Sellers don't want to be on the hook for the buyers post closing for any length of time. And so how can we you know, find a bridge between those two priorities without any contentiousness? And it's been a very, very elegant product. The nice thing is that as you mentioned, 10 years ago rep and warranty was using about 5% of MA transactions. Today it's over 95% of transactions with enterprise values over a hundred million dollars have it. I mean even billion dollar deals that uh, used to be self insured six, seven years ago, now they're getting some element of it. The nice thing is the news out there is there is now a uh, Lloyd's of London facility that can ensure add on trans are priced as low as a million dollars in enterprise value to $50 million. There's a re engineer product, it's built for that smaller thing. But as a market matures you're going to see more options, more efficiencies, claims are getting paid. So it has been uh, a very effective product moving forward and moving, you know, these other transactions that make the economy move forward. So it's fantastic. Now Anthony, from your perspective, what trends do you see Going forward, either with Alvarez and Marcel, or we just had the big beautiful bill pass. So, you know, there's some more certainty in the market. What do you see out there?
Speaker B: Sure, I think over the last couple years there certainly has been less activity for obvious reasons. Um, US Elections last year, tariff policies as of late, different financing environments than say five, six years ago, higher uh, interest rates, et cetera. So that's created a lot of uncertainty and with uncertainty, uh, there's hesitancy. So the deal market has been a lot slower the last couple years. But um, there's still a ton of pent up demand and there's still a lot of dry powder and that hasn't changed. So uh, with now a little bit of uncertainty on the administration's tariff policies, yes, there'll be more expense, but at least it seems to be more predictable than say, uh, April when the news first came out. But now that's a little bit more predictability. Uh, it looks like the Fed will at least do one rate cut, uh, for the remainder of 2025. That will help. And I think once those two things happen, you'll see the deal market and activity pick up dramatically to, to make up for some of the lost time that's happened over the last couple years. So I expect, I expect it to be very busy for the rest of 2025. I expect 26, barring any big geopolitical or global type event, I think 26 will be a, uh, pretty good year for, for M and A. All signs at least point to that, um, which is encouraging and, and I think uh, that will help, uh, that will help not only put money to work, but it also help with some, some of the distribution challenges that have been out there that, that create a whole host of other issues, whether it's fundraising or, or, or what have you. Uh, but I think with a few events and things relative to policy, I, uh, expect the activity to pick up quite dramatically.
Speaker A: Yeah, I would think in addition to a little bit more known and predictability on the tax front. I think the regulatory environment is a lot more business friendly now, particularly with regard to mergers and acquisitions. And there's going to be a little bit more openness to that, particularly for clients of yours, of your, you know, your client size.
Speaker B: Yeah, I, I would agree. I, I think, I think that's a positive trend. It's, it's sometimes hard to, to, to realize it's really only been eight months, uh, of the new administration. It sometimes feels like it's been a
Speaker A: lot longer, but feels a lot longer than that.
Speaker B: There's a lot of Runway to go. And I think some of those, um, M and A friendly policies, uh, we still have a number of years for them to pan out. So, again, I think as long as, uh, the world is stable and there's a little bit, uh, more flexibility when it comes to interest rates, I expect the next couple of years to be pretty active.
Speaker A: I think there will always be drama
Speaker B: in M, M and A.
Speaker A: A little less would be nice, and I think we welcome that. So, Anthony Caparino, the U.S. transaction Advisory Group co leader for Alvarez and Marsal, how can our audience members find you?
Speaker B: Sure, um, you could always find me on LinkedIn, um, where I'm pretty active, uh, the A and M website. You, uh, can always find me. And, uh, I'm generally 24 7, uh, responsive. So I'm not.
Speaker A: You are that. Yes, you are that.
Speaker B: Uh, and, uh, I look forward to, uh, any reach outs, uh, to further elaborate on what we discussed today.
Speaker A: Well, thanks very much, Anthony Caporino. It's great having you. I look forward to talking to you again very soon. Thanks again.
Speaker B: All right, Patrick, thanks.
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