

The Room Podcast
Claudia Laurie and Madison McIlwain
Welcome to the Room. A series interviewing your favorite tech founders and funders. Our guests were in the room where it happened and they’re sharing their stories.
Episodes
Mentioned books

Aug 23, 2021 • 32min
S4E2: Sydney Sykes of BLCK VC on transforming VC and building diverse communities for future founders & funders
In this week’s episode of The Room Podcast, Madison and Claudia sit down with Sydney Sykes, Co-Founder and Co-CEO of BLCK VC. Founded in 2018, BLCK VC empowers and advances black venture investors by providing a focus community built for and by black venture investors. Out of Harvard undergrad, Sydney joined New Enterprise Associates as an investment analyst before moving on to e-commerce planning with Dolls Kill. Today, Sydney is also studying at Stanford GSB for her MBA.
This week’s key themes and insights include solving the problems you see in the world, the future of direct-to-consumer investing, and the integral role of a unique perspective and driving innovation. Let’s open the door.
Season 4 of The Room Podcast is sponsored by our friends at SVB and Cooley. Learn more about SVB’s Access to Innovation initiative here.
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Key Theme 1: Solving the problems you see in the world
Blck VC is evidence that you have the ability to solve the problems you see in the world. Sydney took her lived experience and passion for building a better tomorrow into action. This passion to unlock more equity in who’s represented in venture led her to create her non-profit. Whether you’re thinking of starting a non-profit or a for-profit business that solves something you deeply believe should change; Sydney reminds us that you are empowered to build for that future.
Key Theme 2: Direct-to-consumer Brands and their Evolution
Having spent time in operations at Dolls Kill, a venture-backed DTC brand, Sydney has unique insights into the future of e-commerce. As an investor, Sydney is compelled by brands who are taking a more differentiated approach to finding and cultivating community with their customers. She specifically is interested if they’re providing a product or service that no one else is offering. Two driving questions Sydney shared when it comes to investing in DTC are What's different about what I'm building? Why is this going to take off in a way that works for venture capital?
Key Theme 3: The integral role of a unique perspective and driving innovation
Sydney believes the venture capital industry’s growth is dependent on unique perspectives and new ideas.
“If a venture capital firm continues to have the same perspectives for long periods of time, or doesn't bring in new networks or doesn't bring in something that gives them a competitive advantage, that firm will fall behind.”
She gives the example that lack of diversity in a firm leads to a massive ecosystem gap. Without any black investors, firms are missing 15% of consumers as well as the inability to relate to and fully understand some of their founders.
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Thank you to Sydney for joining us in The Room! We will be back next week with a new episode on Tuesday, Aug. 31 at 7AM PST.

Aug 16, 2021 • 49min
S4E1: Kara Goldin of Hint. Accidental entrepreneurship and growing a household CPG brand with the founder of your favorite water.
Welcome to Season 4 of The Room Podcast! We start off this brand new season with Kara Goldin, Co-Founder and CEO of Hint. Hint is known for its healthy fruit-infused flavored water that brands itself as a better alternative to sugar-laden sodas and artificially sweetened drinks. Hint Water in a variety of fun and fruity flavors is found at any local supermarket. Today, Hint has also expanded its product line to sun and body items, including sunscreen and deodorant. Kara’s newest book Undaunted: Overcoming Doubts and Doubters is also available now for purchase.
In this week’s episode, Madison and Claudia chat with Kara on value-driven product development, building and growing a CPG brand, and accidental entrepreneurship by being undaunted. Let’s open the door.

Jun 22, 2021 • 42min
S3E8: Heidi Zak of ThirdLove on fundraising, finding product-market fit, and the future of eCommerce and D2C
In the Season 3 finale of The Room Podcast, Madison and Claudia sit down with Heidi Zak, CEO and Co-Founder of ThirdLove, a multi-generational women's lifestyle brand focused on elevated essentials across bras, underwear, loungewear, and much more. ThirdLove’s products are designed to support women feeling effortlessly comfortable and confident. ThirdLove is also the third largest underwear and bra retailer in the world, which is a true testament to how its unique model truly disrupted how consumers shop for bras and other essentials.
This week’s key themes include what fundraising looks like for non-software businesses, finding product market fit and innovating on distribution, and the future of e-commerce. Let’s open the door.
Season 3 is sponsored by our friends at SVB and Cooley.

Jun 15, 2021 • 43min
S3E7: The Future of Work with Frank Weishaupt of Owl Labs and Roy Hirshland of T3 Advisors
In this week’s episode of The Room Podcast, Madison and Claudia cover a relevant topic as the world begins to re-open and adapt to a life post-pandemic: the future of work. They are joined by two CEOs, Frank Weishaupt and Roy Hirshland, who are both innovating on the new normal as leaders of their companies. Frank is the CEO of Owl Labs, a video collaboration technology company that provides the inclusive meeting experience remote participants need and deserve. Roy is the CEO and Co-Founder of T3 Advisors, a global real estate firm that inspires companies to think more strategically about real estate and their workplace.
We discuss key insights and tactical advice surrounding the future of work, including the hardware and software tools needed to empower a hybrid work culture, leadership’s vital role as reopening brings transition, and multi-generational perspectives on navigating a crisis while empowering employees to thrive at work. Let’s open the door.
Season 3 is sponsored by our friends at SVB and Cooley. The questions today were researched through SVB’s Future of Work Report.

Jun 8, 2021 • 42min
S3E6: In the Room with Analisa Goodin of Catch&Release | On building marketplaces, the intersection of art, creatives, and tech, and first-time fundraising
In this week’s episode of The Room Podcast, Madison and Claudia chat with Analisa Goodin, Founder and CEO of Catch&Release, a company making it easier to discover the best content for an open web and making it available for licensing to agencies and brands worldwide. As a classically trained artist and art historian, Analisa personally understood these pain points of creatives. This past April, Catch & Release announced its $15M Series A, led by Accel.
We cover the key themes of the intersection between art, creatives, and technology, tips for fundraising and pitching for founders who don’t have traditional tech backgrounds, and how Analisa translated customer pain points into a scalable marketplace. Let’s open the door.
Season 3 is sponsored by SVB and Cooley. Find this newest episode of The Room Podcast on all streaming platforms, including iTunes and Spotify. Enjoy!

Jun 1, 2021 • 42min
S3E5: In the Room with Michelle Zatlyn of Cloudflare
In this week’s episode, Madison and Claudia sit down with Michelle Zatlyn, Co-Founder, President and COO of Cloudflare. Public since 2019, Cloudflare is a web performance and security company keeping millions of businesses and, by association, consumers safe online through their cybersecurity infrastructure, stopping over 70 billion attacks a day. Michelle is one of few female founders to take a company public, and now Cloudflare is valued at over $24 billion as the world increasingly realizes the importance of keeping our internet safe.
We discuss with Michelle themes including diversity of thought in co-founding teams, the power of changing your own framing of a problem, and only needing to get a few things right. Let’s open the door.
Season 3 is sponsored by our friends at SVB and Cooley.

May 25, 2021 • 37min
S3E4: Ask the expert- Starting up with Legal featuring Lauren Creel of Cooley LLP
In this week’s episode of The Room Podcast, Madison and Claudia cover early stage startup legal needs, an essential part of the startup journey. Oftentimes, the first round of fundraising is the first time founders will interact with lawyers, and this relationship will continue for years beyond just the initial fundraise. They are also joined by Lauren Creel, Early-Stage Partner at Cooley, to help walk us through what the legal side of startup fundraising looks like. Headquartered in Palo Alto, Cooley is an international law firm with one of its specializations in startup and venture capital legal needs. We are proud to be sponsored by Silicon Valley Bank alongside Cooley LLP for Season 3 of The Room Podcast.
This week’s key learnings include when to involve a lawyer when you are starting a startup, understanding the common components of a term sheet and what to look out for, and finally digging into the legal implications of company building decisions. Let’s open the door.

May 18, 2021 • 36min
S3E3: Founder & Funder Perspectives- The first fundraise featuring Maria Salamanca of Unshackled Ventures
We are so excited to sit down with Maria Salamanca, Partner at Unshackled Ventures, in the newest episode of The Room Podcast. Unshackled Ventures is a pre-seed venture firm focused entirely on investing in immigrant founders. An immigrant herself, Maria came to the United States from Colombia when she was six years old. After attending UC Berkeley, Maria joined the FWD.us team, a political organization supporting immigration reform started by tech leaders like Mark Zuckerberg and Bill Gates. In 2015, she joined Unshackled Ventures and was recently named Partner at the firm.
Before Madison and Claudia chat with Maria, our two co-hosts walk us through the pre-seed round from both the founder and funder perspectives. This week’s episode explores the key themes of navigating the pre-seed round, the unique experiences of being an immigrant founder, and the value of time versus money in the early stages. Let’s open the door.
This episode is brought to you by Silicon Valley Bank and Cooley LLP.

May 11, 2021 • 42min
S3E2: SJ Sacchetti of Cleo
This week on the room, we are thrilled to be sitting down with SJ, Sacchetti, CEO of Cleo, a working parent family benefits platform for employers. SJ didn’t always think she was going to become a CEO and chats with us about her career path, her learnings along the way, and what it's like coming into a company as CEO just months before COVID and work from home. SJ started her career in politics and policy, cutting her teeth in the world of political fundraising, which “set her clock” for the startup world. SJ made her way into tech as a marketing consultant at Formspring, then as SVP of Marketing at Collective Health, and ultimately CMO- a pivotal step towards her career at Cleo. After nearly 5 years at Collective Health, SJ joined Cleo as CEO late 2019. This March, Cleo announced their $40 million dollar Series C round. Today we dig deeper into themes such as leadership during unfamiliar and unusual circumstances, overcoming imposter syndrome, and being a boss amidst uncertainty. Let’s open the door.
This episode is brought to you by our partners at Silicon Valley Bank and Cooley LLC.

May 4, 2021 • 41min
S3E1: Ciara
In The Room Podcast’s very special Season 3 opener, Claudia and Madison sit down with the one and only, Ciara. We all know her as the Grammy-award winning singer and songwriter behind hit classics like “1, 2 Step,” “Goodies,” and “Level Up,” but she is also a businesswoman and entrepreneur behind multiple businesses. Ciara is the CEO and Founder of music label Beauty Marks Entertainment, through which she produced her latest album, as well as Co-Founder of The House of LR&C, a fashion house she started with husband Russell Wilson.
This week’s special episode walks through the themes of digital media’s transformation of the music industry, having a level up mentality, and surrounding yourself with people aligned to your vision. Let’s open the door.
Season 3 is brought to you by our partners at Silicon Valley Bank and Cooley.