TRENCHES with Milan Terez

Milan Nolen
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The world’s next top founders—before the fame. TRENCHES is a founder-first show spotlighting startups in motion—before the exit, before the headlines. This is where tomorrow’s breakout founders share their strategies, panics, breakthrough moments of building something new. Hosted by Milan Terez Nolen, each episode offers an all-access pass to the real-time moves, bold pivots, and game-changing playbooks shaping the next generation of market movers.

Episodes

  1. EPISODE 5 TRAILER

    Welcome to TRENCHES

    TRENCHES is the part no one wants to posts about. Hosted by Milan Terez, TRENCHES takes you inside the messy middle , where dig deep into the seasons of uncertainty, reinvention, risk, and resilience that shape real companies long before they “make it.” These are unfiltered conversations with founders who are building, breaking, pivoting, and figuring it out in real time. We talk experiments that failed. Defining decisions that changed everything. Disasters that forced reinvention. Breakthroughs that came after doubt. If you’re building something — a company, a brand, a new version of yourself — this show is your reminder that you’re not behind. You’re in it. Welcome to the middle. Welcome to TRENCHES.

    1 min

  2. 2D AGO · BONUS

    Digging Deeper with Bo Brainerd | TRENCHES Rapid Fire

    In this engaging episode of Trenches the Podcast, host Milan sits down with Bo Brainerd, the founder and CEO of Ophelia, a platform that transforms online dating into real-world experiences. Bo discusses her innovative approach to dating technology, emphasizing emotional intelligence and design. The conversation flows into Bo's personal insights, including her favorite shows, music, and the challenges of leadership. The rapid-fire segment reveals her daily rituals and aspirations, showcasing her vibrant personality and commitment to redefining human connections. Chapters: 00:00 Welcome to TRENCHES 00:52 Heated Rivalry 01:32 Harry Styles 01:59 The Assumptions 03:09 Legal Blues 03:22 Me & My Airpods 03:59 Unlearning & Sticking to Your Guns 05:36 RX Bar Please Sponsor Bo 07:12 Politics, Actors & Entertainment 08:28 Remember to Like, Comment & Subscribe Connect With Us ---- Bo Brainerd LinkedIn: https://www.linkedin.com/in/bobrainerd/ Instagram: https://www.instagram.com/bobrainerd/ TikTok: https://www.tiktok.com/@bobrainerd Ophelia Instagram: https://www.instagram.com/ophelia.api/ TikTok: https://www.tiktok.com/@opheliahq TRENCHES the podcast Instagram: https://www.instagram.com/trenchesthepodcast/ TikTok: https://www.tiktok.com/@trenchesthepodcast Milan Terez Instagram: https://www.instagram.com/milanterez/ TikTok: https://www.tiktok.com/@milanterez

    10 min
  3. The Loneliness Antidote: A Female Founder's Mission to Save Human Connection

    2D AGO

    The Loneliness Antidote: A Female Founder's Mission to Save Human Connection

    In this episode of Trenches the Podcast, Milan sits down with Bo Brainerd, founder and CEO of Ophelia, a company focused on transforming online dating into real-world connections. Bo discusses the challenges of modern dating, the importance of emotional intelligence in tech, and her journey as a young female founder navigating the tech landscape. The conversation delves into the loneliness epidemic, the impact of college experiences on dating perspectives, and the future of human connection. Bo shares insights on building a tech company, the significance of mentorship, and the unique challenges faced by female founders in the industry. Takeaways: + Ophelia aims to facilitate real-world connections from online dating. + The transition from a dating app to an infrastructure layer was driven by market needs. + Emotional intelligence is crucial in redefining tech culture. + College experiences shape perspectives on dating and relationships. + Conviction to change the dating landscape often stems from personal experiences. + The loneliness epidemic affects both genders and needs addressing. + Age differences can create friction in understanding dating tech. + The future of dating should focus on in-person connections. + Building a tech company requires resilience and adaptability. + Female founders face unique challenges in the tech industry. Chapters: 00:00 Welcome to TRENCHES 00:39 Introduction to Ophelia and Its Mission 01:44 The Role of Technology in Human Connection 05:20 Transitioning from Dating App to API Layer 08:13 User Experience and Real-World Connections 10:41 The Impact of College & COVID Changing Human Connection 13:15 Conviction to Change the Dating Landscape 15:50 Addressing Loneliness and Insecurities in Dating 18:33 How All Generations Are Seeking Love, Dating and Connection 20:28 The Importance of In-Person Connections 24:15 Navigating the Tech Landscape as a Young Founder 28:40 The Startup Journey: Challenges and Realities 31:15 Building a Team: The Importance of Mentorship and Interns 35:52 Navigating the Tech Landscape as a Female Founder 38:45 The Future of Dating: Technology and Human Connection 41:59 Everyone Wants A Village 44:48 Love Actually Does Win 47:51 Fundraising Isn't Always Fun 51:28 Beyond the Trenches: Vision for the Future 55:11 The Importance of Integrity 57:48 Thank You For Tuning In 58:21 Connect With Us & Ophelia Connect With Us ---- Bo Brainerd LinkedIn: https://www.linkedin.com/in/bobrainerd/ Instagram: https://www.instagram.com/bobrainerd/ TikTok: https://www.tiktok.com/@bobrainerd Ophelia Instagram: https://www.instagram.com/ophelia.api/ TikTok: https://www.tiktok.com/@opheliahq TRENCHES the podcast Instagram: https://www.instagram.com/trenchesthepodcast/ TikTok: https://www.tiktok.com/@trenchesthepodcast Milan Terez Instagram: https://www.instagram.com/milanterez/ TikTok: https://www.tiktok.com/@milanterez

    1h 1m

Trailer

About

The world’s next top founders—before the fame. TRENCHES is a founder-first show spotlighting startups in motion—before the exit, before the headlines. This is where tomorrow’s breakout founders share their strategies, panics, breakthrough moments of building something new. Hosted by Milan Terez Nolen, each episode offers an all-access pass to the real-time moves, bold pivots, and game-changing playbooks shaping the next generation of market movers.

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