About Alone Together: The Story of Solo Venture Capitalists
Alone Together reveals the personal journeys of today’s solo General Partners—investors who dare to go it alone. Hosted by Mike Ma, founder of Sidecut Ventures, each episode dives into the triumphs, challenges, and camaraderie that shape these emerging one-person firms. Far from lone wolves, solo GPs are forging a dynamic community—driving innovation for founders, limited partners, and other venture investors. Tune in to discover how these independent fund managers are reshaping the venture ecosystem—and why going solo doesn’t mean going it alone.
Burn Bright, Not Out: James Oliver on Venture, Mental Health, and Knowing When to Stop | Alone Together | S2E2
Host James Oliver Jr. shares his candid journey from startup founder to solo GP, discussing venture capital, founder mental health, and the crucial decision to pause his fundraise to prioritize well-being.
19 Mar 2026
Turning Cancer into Comedy & Conviction w/ Ben Freeberg & Oncology Ventures | Alone Together | S2E1
Host Ben Friedberg of Oncology Ventures shares his journey from finance to founding a venture fund driven by his cancer experience, discussing healthcare gaps and the power of authenticity in fundraising.
29 Aug 2025
“You Can’t Come Home” with Martin Tobias from Incisive Ventures | Alone Together | Ep. 11
Host [Host Name] interviews Martin Tobias of Incisive Ventures about how overcoming childhood trauma fueled his journey from exile to successful venture capitalist.
25 Jul 2025
Banana Costume Fundraising Tips with Ethan Austin from Outside Ventures | Alone Together | Ep. 10
Ethan Austin from Outside Ventures discusses how joy and authenticity, like wearing a banana costume, can be a competitive advantage for venture capitalists and attract the right founders in this interview.
24 Jun 2025
Riding the Customer Obsession Wave to Venture Success | Inside Success VP with John Gleeson | Alone Together Ep. 9
John Gleeson, Success VP founder, discusses how customer obsession and founder-led customer success create a competitive edge, drawing parallels between surfing and navigating the unpredictable startup landscape in this interview.
14 May 2025
Generous by Design: Mike MacCombie on Loss, Community, & Venture Building | Alone Together | S1E8
Host [Host Name] interviews Mike MacCombie, founder and GP of Generous Ventures, about how personal loss shaped his community-focused venture building and investment strategies.
8 May 2025
Vulnerable Willpower: Andy Will on Faith, Patriotism, Venture, and More | Alone Together | S1E7
Host Andy Will discusses how venture capital can be a patriotic act, exploring faith and authenticity in his interview with [Host Name].
30 Apr 2025
Algorithmic or Artisan? Charles Hudson on the Future of Venture Capital | Alone Together | S1E6
Host interviews Charles Hudson, founder of Precursor Ventures, exploring the future of venture capital through the lens of algorithmic versus artisan investing.
16 Apr 2025
Identity Drives Innovation: 125th St to 125 Ventures w/ Lorine Pendleton | Alone Together | S1E5
Host Lorine Pendleton, founder and managing partner of 125 Ventures, shares how her Harlem roots and passion for women's sports drive her innovative investment thesis in this interview.
12 Apr 2025
Why I Built My Own Playbook: Going FullCircle w/ Virginie Raphael | Alone Together | S1E4
Host Alex Katz interviews Virginie Raphael, founder of FullCircle, exploring her unique playbook for building a permanent fund and integrating life with venture capital.
15 Mar 2025
What I've Been Looking for My Whole Life: TipTop Ventures w/ Nick Tippmann | Alone Together S1E3
"Holy S!#&! That's the model! That's what I've been looking for my whole life." Those were Nick Tippmann's exact words when he first discovered the world of startups and venture capital—and from that moment, everything changed.In this episode of Alone Together, I'm joined by my good friend Nick Tippmann, founder of TipTop Ventures. Nick has been one of my earliest collaborators when it comes to discussing Vertical SaaS opportunities—I deeply admire his grit, hustle, and relentless grind.We dive deep into Nick’s remarkable journey, from flipping golf balls on eBay as a kid to dropping out of college just three weeks after discovering the startup world. Nick openly shares how scaling Greenlight Guru gave him the unique perspective and experience needed to become a strategic investor.Join us as we cover:
The pivotal "holy s#@&" moment that set Nick on his path
Why he took the bold leap to leave college early for entrepreneurship
His candid experiences in launching a solo GP firm
The massive opportunities in Vertical SaaS and Vertical AI
Building a VC firm strategically outside Silicon Valley
Actionable, real-world advice for founders and aspiring solo investors
No startup clichés here—just authentic, personal stories and meaningful insights into building a life and business you believe in.Subscribe for more unfiltered conversations with remarkable investors, founders, and creators redefining venture capital.
Chapters
00:00 Introduction to the Podcast and Guests
06:00 The Holy Shit Moment: Discovering the Startup World
15:43 Advice for Aspiring Solo GPs
24:29 Understanding Vertical SaaS
38:52 Navigating Challenges and Low Points
44:16 Looking Ahead: Future Plans for TipTop
46:58 New Chapter
4 Mar 2025
Building a Badass Firm: Samara Hernandez on Her Journey with Chingona Ventures | Alone Together | S1E2
This episode of Alone Together is special—because when LPs ask me, Who do you look up to as a solo GP?, my answer is immediate: Chingona Ventures.
Samara Hernandez isn’t just one of the most impressive investors in the game—she’s been an inspiration, a blueprint, and, I’ll be honest, a bit of a North Star for me as I build Sidecut Ventures. From the moment I started my journey, I’ve admired how she’s blazed a trail for solo GPs, building something unmistakably her own. And let’s be real: she literally puts badass woman right on her front door. That’s no accident—that’s a statement.
I’m also honored to co-invest alongside her in Viva and Papaya, two incredible companies that further prove what I’ve always believed: when Samara backs a founder, it means something.
In this conversation, we get real about:
-How she fearlessly built Chingona Ventures from scratch
- The discipline and structure that make her a machine (and why I’m straight-up stealing her systems)
- How she wins over LPs who hesitate on solo GPs (and whether she’s ever changed someone’s mind)
- What it felt like fundraising while literally having a baby (and how her processes held up under the ultimate stress test)
- The hard moments—because, yes, even Chingonas have low points
- The mental game of solo GP life (including therapy, scheduled downtime, and saying no to the right things)
- How she sees the market evolving—and what she’s eyeing next
Samara is proof that this game isn’t just about capital—it’s about conviction, clarity, and sheer force of will. And in this episode, she brings it all. If you’re a solo GP, an aspiring investor, or just someone trying to figure out how to carve your own path, you do not want to miss this.
Go to https://www.chingona.ventures/ to find out more about Chingona Ventures.
Chapters
00:00 - Introduction to the Podcast and Guest
01:52 - Samara's Journey into Venture Capital
05:49 - Personal Background and Its Influence
10:08 - Overcoming Challenges and Low Points
17:31 - Navigating the Solo GP Landscape
23:08 - Changing Perceptions of Solo GPs
26:22 - Efficiency in Solo GP Operations
27:53 - The Importance of Process and Transparency
29:59 - Evolving Investment Processes
33:45 - Continuous Improvement in Decision Making
36:12 - Incorporating Team Perspectives
43:06 - Balancing Parenthood and Professionalism
50:57 - New Chapter
3 Mar 2025
Grow Where You're Planted: Building Serac Ventures with Kevin Moore | Alone Together | S1E1
Summary
For my very first podcast, I couldn’t think of a better guest than Kevin Moore. From the moment we met, I’ve always admired Kevin’s ability to see the world differently—and act on it. We’ve co-invested together (shoutout to SoLo Funds!) and bonded over our shared belief that the most successful ventures often start where others aren’t looking. In this conversation, we dive deep into what it really means to be a solo GP, why thinking contrarian can open unexpected doors, and how “growing where you’re planted” can unlock fresh opportunities in both investing and life.
Kevin also shares practical tips for raising a fund on your own terms, including creative ways to find “net new” LPs—beyond the same rooms everyone else is pitching—and how to leverage genuine human connections in an age of AI. We talk about the hustle of building your firm from scratch, the power of leaning into your local community, and the importance of staying grounded even as you scale. If you’ve ever wondered about the bumps, bruises, and (ultimately) thrilling moments of going it alone in venture capital, this episode is for you. Enjoy the conversation!
To get in touch with Kevin, reach out to him on LinkedIn: https://www.linkedin.com/in/kevinjosephmoore/
Chapters
00:00 The Journey of a Solo GP
29:22 Building a Fund: Strategies and Insights
39:28 Networking and Fundraising: The Net New Approach
49:30 Growing Where You're Planted: A New Perspective
58:14 Final Thoughts and Reflections
58:45 New Chapter
3 Mar 2025
Welcome to Alone Together
Welcome to Alone Together, the podcast dedicated to the journey of solo General Partners (GPs) in venture capital. In this trailer episode, we introduce the mission of the show—deep, candid conversations with solo GPs who are navigating the challenges of raising, deploying, and managing funds on their own.
What drives someone to go solo in VC? How do they build conviction, source deals, and scale without a traditional partnership? We’ll explore the personal stories, unique strategies, and hard-earned lessons of those charting their own path in the venture world.
Subscribe now and join us as we dive into the world of solo GPs—because even when you’re investing alone, you’re never truly on your own.
Who has been a guest on Alone Together: The Story of Solo Venture Capitalists
Names identified in recent episode analyses. Showing up to five guests.
James Oliver Jr
James Oliver
Ben Friedberg
Martin Tobias
Ethan Austin
Reach and audience
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Apple Podcasts (US)
5.0 / 5
1 ratings
Spotify
5.0 / 5
2 ratings
Podcast Authority Score: 26 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
39
Social presence
0
YouTube
0
Engagement
32
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