Are you an aspiring entrepreneur looking for insights on how to navigate the tech startup world? In our latest episode of Tech Talks Daily, I had the pleasure of interviewing Luke Diaz, the founder of DBT Ventures, an angel investment fund dedicated to supporting underrepresented founders. Luke brings a wealth of experience leading customer success teams and has been instrumental in helping several startups scale from single-digit millions to over $100M in ARR.
In our conversation, Luke delves into the challenges and opportunities for startups seeking funding. He shares valuable strategies on how to quantify your startup's potential, attract investor interest, and practice conscious leadership. Luke's commitment to fostering diversity in tech is truly inspiring, as he highlights the importance of providing venture capital to founders from diverse backgrounds, ensuring that innovative ideas are not overlooked due to traditional biases in the investment landscape.
One of the standout moments from our discussion is Luke's emphasis on the critical role of customer success in driving product adoption and retention. He provides actionable advice on how to structure onboarding programs, understand and mitigate churn, and create a culture of transparency and continuous improvement within your company. Luke's approach to leadership is both practical and profound, advocating for conscious leadership practices that not only shape company culture but also drive measurable business impact.
Luke also shares his perspective on emerging tech trends, particularly the role of AI tools like ChatGPT in enhancing business efficiency and decision-making. He cautions against the hype and stresses the importance of linking AI applications to tangible business outcomes.
For those looking to expand their knowledge, Luke recommends "The 7 Powers" by Hamilton Helmer, a book that offers valuable business principles applicable to any entrepreneur. He also shares his commitment to continuous learning, allocating time each week to stay updated with new tools and trends, a habit that has undoubtedly contributed to his success.
What insights did you find most valuable from Luke's journey and expertise? Tune in to this episode to discover how you can apply these lessons to your own entrepreneurial endeavors. And after listening, I'd love to hear your thoughts on how conscious leadership and strategic customer success can transform your business.
[00:00:01] What does it take to bridge the gap for underrepresented founders in the startup ecosystem? Well today I'm thrilled to welcome Luke Diaz onto The Tech Talks Daily Podcast. Luke is not only a leader of customer success teams but also the
[00:00:17] founder of DBT Ventures, which is an investment fund that's dedicated to supporting founders from diverse backgrounds. And with his sharp focus on conscious leadership, effective fundraising strategies and driving product adoption, Luke brings a wealth of knowledge and experience to our
[00:00:40] discussion today. So we'll talk about the intricacies of gaining funding for startups, the importance of conscious leadership and how to enhance customer retention. And yes, we will also talk about emerging tech trends and AI and whether you're a startup founder, a tech enthusiast or just someone looking to
[00:01:01] better understand the dynamics of modern leadership in the industry, this conversation promises to be both enlightening and inspiring. So get ready to explore the mind of a visionary leader who is passionate about making a difference in the world of venture capital and beyond. So buckle up and hold
[00:01:19] on tight as I beam your ears all the way to the US where Luke's waiting to share his story. So a massive warm welcome to the show Luke. Can you tell everyone listening
[00:01:29] a little about who you are and what you do? Sure thing Neil, I also just want to say congrats on your program. I saw that you'd surpassed 2,000 episodes I think and over 200 five-star ratings so I'm a huge fan of the show and I just
[00:01:43] want to say congrats on those milestones. Well thank you so much my friend. We're actually approaching 3,000 now and something like 3 million downloads. It's absolutely insane but it's a pleasure to have you on here and be a
[00:01:56] part of this journey. Thank you. I appreciate the outreach and yeah just a quick introduction as a functional leader I lead in customer success teams so I love to build customer success teams in the startup world and
[00:02:10] I also in 2015 I started an advisory and investment angel fund called DBT Ventures which we could talk about more but my background is in investing and leading and building startup software teams. So DBT Ventures stands for Do Big Things
[00:02:29] that's one of the thing that put you on my radar I love hearing about stuff like this but I got a feeling there's going to be an origin story of sorts here so can you tell me a little bit about the journey to funding DBT Ventures and what
[00:02:41] maybe inspired you to focus on angel and venture investing for underrepresented startup founders. It's phenomenal what you're doing here but there's got to be a story behind it right? Yeah I guess you could say I noticed a gap in the
[00:02:55] traditional venture capital space. If you take and when I say underrepresented founders it's mostly females and people with you know non-white backgrounds basically. Even if females were funded 10 times as much as they currently are they'd still be underfunded from like a proportionate standpoint
[00:03:18] because females start 20% of companies and they receive like 2% of venture capital. That's just one example of like wow there seems to be an opportunity here. So I started looking at those gaps because a lot of the venture capital goes
[00:03:36] to certain types of founders and so I looked for opportunities in that realm where they might have been passed over and that was the main origin story of like I wanted to find opportunities that were being passed over. And it's such
[00:03:53] important work what you're doing here before you came on the podcast today ironically I published an article about women who code and they recently announced this closure due to lack of funding which is just phenomenal and
[00:04:05] almost heartbreaking to see such a crucial platform close. And some of the challenges that the WWC I think just highlight the ongoing struggles for women in tech. How can we better ensure sustainable support moving forward? It
[00:04:19] must be because obviously it's a topic very close to your heart too right? It is. Coding is one way for females to access like the startup landscape. Starting a company is obviously another. We have seen a remarkable increase in STEM,
[00:04:37] in the STEM female representation so I'm happy to see that on the educational and academic front which one would think would result in more jobs to that nature. As more and more tools come online whether it's GitHub Copilot or amazing
[00:04:58] tools like Khan Academy I am really enthusiastic about how the information is being democratized. You can now use like a chat GPT to teach you so many different things so I hope that'll just like knock down more walls to get more
[00:05:12] females into the space and contributing to building these global software brands that really change the world. I completely agree with you and there will be a lot of underrepresented startup founders that are listening to this
[00:05:27] episode now hanging on your every word almost. I've got to ask to give them a heads up how do you quantify startups for angel investing and what are some of the key factors that you consider when evaluating their value potential? What
[00:05:41] are you looking for? Well first I caution them to hang on every word I say because I'm frequently wrong and I'd like to think that I've picked up a few tricks along the way but to my background what I mean by angel is I write checks between fifty
[00:05:59] thousand dollars and two hundred fifty thousand dollars. So these are what classically would be considered smaller check sizes before a formal a round that's typically called a price round. This is where you have an idea and you
[00:06:15] want to test it out or maybe you've tested it out and you have some early data. I love meeting founders at that stage and I typically give them the first check maybe the second check to hire someone in sales or maybe hire a
[00:06:28] co-founder or maybe spend some money on marketing so but it's a smaller check between 50 and 250 K in that classic like early seed round. And from what you're seeing here I'm curious what are some of the fundraising techniques that you
[00:06:45] found to be most effective in in garnering interest and awareness for new business ventures? Is there anything that that stands out or that you're seeing work out there too for any founders listening? You know that's a great
[00:06:58] question so I see about 20 pitches a week and I would kind of break it down into two camps. The first camp is you have a product and you've tested it and so you actually have some data. You have like the goods so to speak. You have
[00:07:13] some early insights to share and that's a different camp than the other camp number two which is like I have an idea in a philosophy and an approach but I have not yet tested it. Camp number one has an advantage because they can let
[00:07:29] some of the data speak for itself. My friend Darwish raised four million dollars by sending an email out with 10 bullet points in a spreadsheet. He's like this is what we're doing if you want to invest minimum check size is this the
[00:07:46] rounds closing end of month. So he was able to do that by letting the goods speak for themselves. If you're really early on and you're a founder without a track record of exits it's much more competitive. One thing I would call
[00:08:02] sometimes success is like knowing what not to do. Cold emailing and cold calling almost never work. It's often an exercise in futility and so I caution founders I'm like hey if you're cold emailing decks and cold calling investors perhaps
[00:08:22] you haven't learned like one of the first rules of entrepreneurship which is networking like it's all about the warm intro. You could find someone who knows someone to get to the person you want to and that is the art and it takes more
[00:08:33] work but that warm intro is so much more valuable than cold emails or cold outreach. So that would be one don't do just for my personal preference because I feel like that is it's kind of a self-fulfilling behavior if you will.
[00:08:48] Yeah and we've all been hit by those connections on LinkedIn where within the second that that connection comes through or that request it's straight into sales pitch straight away. Oh man. I'm curious are there any other big no camps or
[00:09:05] things that people shouldn't do or anything we can lay to rest today maybe make your life a little bit easier if people stop doing those certain things is there anything else? Even with some of the investments that we have made I look
[00:09:18] back at the original pitch decks and the projections are just so wildly optimistic. Like I want I like to joke that founders their favorite function in Excel is like fill to the right it's like you just project and in the real world
[00:09:36] it's not like that so I would love to see a projection that is a little bit more intellectually honest and be like maybe we're not gonna grow at 40% every year for the next five years like let's account for some some headwinds some
[00:09:51] false starts because I'm not even investing on the forecast but it would show higher intellectual honesty if it was not just a linear equation so I would caution founders against overly optimistic forecasting just because most
[00:10:07] VCs or angel investors don't put put much stake in them so like don't engineer the fake spreadsheet because like we don't there's so many unknowns that let's just start from square one together. Another thing that's changed in
[00:10:19] recent years is that this move to a more conscious leadership it's a term we're hearing more and more often but are there any strategies that entrepreneurs can use to practice conscious leadership in their startups
[00:10:30] and is it something that you're seeing and hearing more and more of too? It is I there was a founder I had the pleasure of working with his name was Alex McCaw and he founded a company called Clearbit which was recently acquired for nine
[00:10:45] figures and he it was an amazing outcome for for the company and for him and the co-founders. He was the one that really opened my eyes to this several years ago. He heard about it from Matt Muschari who's one of the foremost leading
[00:11:00] advisors in Silicon Valley but to your question about conscious leadership if there's anything like tactical I would share it's it's a little bit of a hand term like what does this actually mean? I would have the leadership team or the
[00:11:16] or the founders if you're talking about you know two guys or gals in a garage. I think it would be a good investment of time if they read what I consider the best book on the subject which is the 15 commitments of conscious leadership by
[00:11:31] Dethmer Chapman and Clinton. The 15 commitments of conscious leadership is the best book and I've read about five of them this is the best book that I found that really distills the book into concrete best practices and the reason I
[00:11:46] think the founding team should do that is because it starts at the top. It's a way of operating in a way of it's a mindset of operating and building a company that must start with the leadership team and then they they live
[00:12:00] it, they breathe it, they exemplify the behaviors and then it shifts the culture as you grow and I saw this remarkably done at Clearbit and a few other companies so that's the high level that would be like the high level suggestion
[00:12:15] of like the leadership team needs a shared vocabulary. I'm like what does this mean and how can we put it into practice? And something else I wanted to raise with you today there's a lot of hype around emerging technologies such
[00:12:27] as AI and blockchain and there's a long list of technologies there but very often it's not even about how great that technology is no matter how great it is it's about do the users enjoy it, do they embrace it, do they adopt it and I think
[00:12:41] that's something we see a lot with AI at the moment. Ten years ago people are saying oh AI has been around for 10-20 years but it wasn't until open AI almost simplified it and made the mainstream audience just get it
[00:12:53] straight away. Adoption picked up and we've seen the madness since. So customer success is such a critical component for any tech or SaaS company so how can startups better accelerate that product adoption that's needed and ultimately drive quantifiable business impact for their customers? I appreciate there could
[00:13:11] be an entire episode dedicated to that question Neil, I don't know. Well I'll first say that my background is in B2B customer success so we sell software the companies that I've worked with and built customer success teams
[00:13:27] for sell software to other businesses. In the case of open AI you have both which is an interesting jump-off point because you have the consumer app, 100 million downloads, fastest growing app, technology of all time. The customer success playbook is much different for consumer than it is for enterprise
[00:13:47] because the enterprise which is also adopting chat GPT in their enterprise offering requires a different motion. What I like to point to, I like to invert a lot of questions and problem statements like if you're trying to drive adoption
[00:14:05] you'd be keen to look at what is the opposite, what is the kryptonite to adoption or growth and if you're looking at churn for example 40% of SaaS churn or in the software paradigm 40% of churn can actually be
[00:14:23] tied back to a failed onboarding. So what I often talk to founders about is like hey how do you structure your onboarding program? Is it objective? Do you have exit criteria? Do you have phases? Because this new organism is trying to adopt and
[00:14:39] change, have you created an on-ramp for them to slowly tweak and change their approaches? You're trying to get like 10, 20 sometimes thousands of people to like do something different in their day-to-day and you have to be really thoughtful about how you walk people through those phases so that they
[00:14:57] actually successfully adopt. A lot of B2B SaaS software just sadly goes unused and eventually churns because they didn't get adoption from the get-go. Yeah and I think improving gross and net retention rates can significantly impact
[00:15:15] a startup success. We did see a few years ago a big push to reoccurring revenue subscription models that was before subscription fatigue setting but what are some of the best practices that you've implemented or advised to maybe achieve
[00:15:28] some of these goals? You know churn is a painful topic right? You like you lose a customer let's say your typical SaaS product is I don't know call it 50 to 100k like you lost like a decent chunk of change. There's a tendency for the organization
[00:15:46] to not want to talk about it that much because it's hard. It's like a breakup like let's go revisit the breakup that was painful and you know hurt our heart. The exact opposite is actually incredibly helpful. So one of the things
[00:16:04] when I was building the customer success management team at Optimizely is if when a customer churned which thankfully was not too frequently I would have an email go out to the entire company and it said hey this customer left us here's the
[00:16:21] revenue impact here's the reason why and here's a longer explanation of why. And this ensured that the entire company was on the same page when it came to churn. And so like kind of inverting like how do you get to world-class gross GRR which is
[00:16:40] typically considered 90 to 95 percent you have to talk about churn and you have to look at that you have to drag it on stage interrogate it figure out why each customer left you and figure out which promise you broke if it was in fact your doing.
[00:16:58] So that's one best practice that I find almost no company does but I highly encourage them to so that everyone has eyes wide open on when you fall short. And if we look back what just five or six years I think there were so many
[00:17:11] startups and indeed established businesses that were sticking blockchain in their title just to increase investability or increase value and share price etc. We're kind of seeing the same thing with AI now but I'm curious if you're looking at
[00:17:26] the current landscape of technology and software SaaS what trends are you seeing where do you see the industry heading and what should startups focus on to be staying ahead because there are so many distractions right now and the speed of technological
[00:17:39] change is moving at such a speed but what are you seeing here? To address the current hype cycle which is everything AI I view AI through an evolutionary lens for the first time in history we have more information in our pockets than the president
[00:17:58] did a few years ago like 10 years ago. So I view LLMs as an evolutionary tool that humans made to make sense of information or quantities of information that the human brain just can't make sense of anymore.
[00:18:15] We're well past being able to synthesize how much data we actually have at our fingertips right now. So I view LLMs as an evolutionary tool to make sense of things. In terms of where I see that from a business perspective is I work for an AI enabled company
[00:18:33] right now and it still comes back to dollars and cents. So our whole pitch is we're going to save you labor like you're going to have fewer full-time employees by making you this much more effective.
[00:18:46] So I start to get really uncomfortable when I hear about talks of AI but I can't connect it to a P&L and that's where I'm like this is getting a little hand wavy a little fluffy like let's bring us back down to earth and talk about that.
[00:19:03] Another big change or a big challenge that we've all got to face at the moment is this pressure to be in a state of almost constant continuous learning because there's just the pace of technological change again and there's someone right in the heart of this space.
[00:19:16] You've got to be up to speed with so many different trends and everything that's happening. I've got to ask how or where do you self-educate? Anything you can share around that? That's a great question. It's changed a lot over the years.
[00:19:28] I used to allocate an hour and a half a day to deep work learning. Ever since having a four-year-old and a one-year-old that time has shifted to weekends and evenings where I also do a lot of my advisory and investment work.
[00:19:47] I like to play around and get hands on so you can take a class at Stanford right now for free. Yeah. Crazy, right? Like you'll never be able to do that. The organizations and universities are realizing that these massive online classes could
[00:20:05] subsume their whole existence so they're offering classes for free. I would encourage so many people to go to MIT, go to Stanford, learn some stuff for free. You can even put it on your LinkedIn. You get a diploma for taking CS101 at Stanford. It's insane, totally free.
[00:20:22] And then I dedicate time to learning tools that I think would help me personally. So I got into the code and learned some elementary Python and have also been playing around with the applications of ChatGPT for my function, creating presentations automatically, synthesizing long documents, that sort of thing.
[00:20:45] So I try and allocate about five hours a week to learning, usually with tools and like kind of a thesis in mind. Well, that's just absolutely phenomenal. And also the fact that you do it with two young children as well and in between watching
[00:20:57] Miss Rachel videos, I would imagine or something along those lines. You know Miss Rachel? Everybody knows Miss Rachel, right? You have kids yourself? My kids are all grown up. I'm talking grandkids now. And I feel those songs are ingrained in my head.
[00:21:13] Can we say mama and I'm so happy, jump. I know them all. Yeah. And I always like to finish the episode with a bit of fun with my guests. We're not going to ask you to leave a Miss Rachel song, but if there's one song that we
[00:21:29] could add to a Spotify playlist or a book we can add to our Amazon wishlist, what final gift would you like to leave everyone listening? For the business folks out there, I would recommend Seven Powers by Hamilton Helmer.
[00:21:44] It is the number one most recommended, most suggested book I've ever came across. In my network and meeting and investing and building teams, the Seven Powers is basically the best book I've seen of applicable business principles that basically anyone could benefit from.
[00:22:04] I would point them to that book. Fantastic. Are you sure you don't want to add I'm so happy by Miss Rachel as well? We can have a bonus track for Miss Rachel who deserves so much credit for the time that she gives back to parents too.
[00:22:21] Oh, I absolutely love chatting with you today. For anyone listening, maybe they want to be on your radar. Maybe they just want to find out more about the kind of work that you're doing. What's the best starting point for everything?
[00:22:31] If they go to their browser, just type in dbtventures.com, you can see there's a bunch of book summaries for free. So there's like 200 books I've read and I've summarized the books in about five pages. They could do that at dbtventures.com and just go to the library.
[00:22:51] Or LinkedIn, lukerds.com. So if there's anyone that wants a free book summary or just wants to stay in touch or talk about their business, dbtventures.com or LinkedIn, Luke RDS would be the best resource. I'll have links to that so people can find you nice and easy.
[00:23:08] And we did cover so much in a short amount of time today. We didn't focus too much on AI, which is always a bonus in a tech podcast. But just from learning more about how to quantify startups for angel investing,
[00:23:20] understanding value potential, fundraising techniques for garnering interest and awareness, the things not to do. But I think the big takeaway for me as well was this customer success. And it's all about accelerating product adoption, driving quantitable business impact for customers
[00:23:35] to achieve best in class growth and net retention. The real meat and potatoes of what's important. But more than anything, just a big thank you for shining a light on this crucial topic today. Thanks again. Thanks for your time, Neil.
[00:23:48] I'll hit you up next time I'm in the UK. And that wraps up our engaging conversation with Luke Diaz today. I think his insights into supporting underrepresented founders, conscious leadership and improving success have been as informative as they are inspiring.
[00:24:05] And Luke is not only a trailblazer in the startup world, but just a genuinely cool guy that I could chat with for ages. And as a fellow football fan, behind the scenes, I will be doing my best to convert Luke into a topical supporter.
[00:24:18] At the very least, I'll be making sure he checks those scores each week. That's how I'm going to lure him in. But I hope you enjoyed today's episode as much as I did. Don't forget to check out Luke's book recommendation,
[00:24:30] The Seven Powers by Hamilton Helmer and visit dbventures.com for more resources. But as always, I want to hear from you. What's your biggest takeaway from today's episode? Share your thoughts. Join the conversation. Email me techblogwriteroutlook.com, Twitter, LinkedIn, Instagram at Neil C. Hughes.
[00:24:50] Until next time, stay curious, stay innovative, keep pushing those boundaries of what's possible. And I'll be back again in your podcast feed tomorrow. Take care. See you all tomorrow.

