It’s hard to believe Daring Ventures is seven months old! It feels like we just started sharing our vision yesterday!
As many of you know, we've been heads-down actively building and validating our approach. There's still more work to do, but we're very encouraged by our progress so far.
We're beginning to share monthly updates as Daring Ventures nears it’s next big step: fundraising!

Why We Are Here

Daring Ventures is the inevitable result of lives spent forging paths into rooms never meant for us. We’re seasoned navigators of life in the margins, between the cracks, and out of mind.

Our comfort in this real-world negative space began as survival instinct. Now it’s our strategic edge. We know how to read between the lines and spot potential others miss.

Our boutique approach means we show up differently. We’re hands-on partners who combine institutional rigor with underdog ethos.

As negative space natives with blue-chip execution, Daring Ventures is truly a category-of-one investment firm. We are uniquely equipped to find, nurture, and win with the non-obvious. The edge cases. The exceptions.

Building a Firm, Not a Fund

A core part of our strategy since October has been to de-risk the fund for our future partners by building institutional-quality operations from day one.

  • Full Tech Stack Implemented: Pitchbook, Affinity (CRM & Pipeline), Box (Dataroom)

  • Institutional Policies Established: IT, Cybersecurity, and Compliance frameworks in place

  • Team Onboarded: Hired and trained our first rockstar Associate, Lauren Hinton (formerly at City Light VC)

  • Partners Secured: Legal (Winston & Strawn), Fund Admin (Carta), Banking (Citizens)

  • Brand & Presence Built: Launched our website.

We are now turnkey and remain ready to deploy capital into our active pipeline of deals.

So why make this big bet on ourselves? It’s simple: this is the only job we want to do for the rest of our lives. We’re not building for the next four years. We’re building for the next forty.

Early Traction & Execution

While building infrastructure, we've also been executing and early indicators are encouraging:

  • Secured allocation in Hostie's competitive round lead by Gradient Ventures based on our relationship-driven value add

  • Followed by True Ventures in PraxisPro

  • Made 50+ strategic introductions for our four portfolio companies

Focus for May: Seeking Aligned Advisors

What’s Trending Now

As we prepare for our fundraise later this year, our May priority is bringing on strategic advisors. We’d love to meet investors who align with our ethos and can be long-term partners. If someone comes to mind, we’d be grateful for an intro.

Portfolio Highlights

HostieAI

  • Closed $4M Seed Round led by Gradient Ventures

  • Other Investors: Behind Genius Ventures, Burst Capital, Michael Stoppelman (ex-Yelp), Mike Dodson (ex-OpenTable), Thomas Layton (ex-OpenTable)

PraxisPro

  • 75% ARR increase since initial investment

  • New customers: Neurocrine BioSciences, Lundbeck Pharmaceuticals

  • Closed $1M Pre-Seed Round led by South Loop Ventures with True Ventures participating

Steer

  • Pilots with: Xplor Mariana Tek POS (multi-billion dollar platform) & Pvolve, Sweat440, Barry's, Othership (50+ total locations)

Beagle Labs

  • New clients: Travelers, Geico, AIG, Progressive

  • $1M in new contracts

Thinking Out Loud

We believe in building in public. You can find us 'thinking out loud' here:

📝Adventures in Ventureland Chronicles our cross-country quest to understand America’s emerging tech hubs. Read It Here

📝Out of Scope Substack Joe’s newsletter exploring overlooked talent, the limits of credentialism, and the rise of human skills. Read It Here

🎙️Let's Be Heard Podcast Maddi turns whispers about women's health into powerful conversations. Latest Episode: Floor It! Pelvic Power Talks with Carine Carmy

🎙️Silicon USA Podcast Joe interviews founders, investors, and builders changing where innovation happens. Coming Soon!

Daring Ventures in the Wild

We co-hosted a morning coffee event with 500 Global and Next NYC, sponsored by Rho.

Past Travel—did we miss someone we should connect with? Let us know!
MidConVC in Tulsa, OK
Dig South in Charleston, SC

Upcoming Travellet us know if we can look forward to seeing you!
CalPERS Catalyst on May 12th & 13th in Sacramento,CA
Seed The South on May 20th & 21st in Charlotte, NC

Upcoming events
May 29th: HospitalityTech Happy Hour Join us for a one of a kind networking event bringing together leaders and innovators from the hospitality tech ecosystem.
June 3rd: Venture Roadtrip USA We're bringing regional investors into NYC to talk about the vibrant venture capital scenes across the country. Panel speakers will include Fireroad Ventures, Valor Ventures, VC414, and more. Event link coming soon!

Behind the Scenes

As we continue to build, we've moved from our noisy hot-desking situation into a new home (or as Lauren calls it, our little cube). We've also got seltzers and snacks!

Our friends from satirical vlog Silly Valley Ventures introduced us to Mangone’s Dried Mango which is now our unofficial snack!

Closing

Our journey has been hard, but also deeply rewarding. We welcome your thoughts including both encouragement and constructive feedback. And if you know someone who should be in our orbit, feel free to forward this along.

Warmly,
Maddi Holman & Joe Alalou

Your two GPs

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