Ascend logo

Ascend

Venture Capital and Private Equity Principals · Early-stage

Facts

HQ
Seattle, WA, US
Sectors
Venture Capital and Private Equity Principals
Founded
2019
Employees
23
Last fund
Ascend Venture Capital III, LP · 2025 SEC Form D
Funds raised
3 funds SEC Form D filings
Total capital
$12.5M SEC Form D filings

EP12: Kirby Winfield - Founders first VC

## Key Points ### Keywords venture capital, investment strategies, AI technology, founder insights, decision-making frameworks, early stage investing, capital allocation, startup funding, Overland AI, Kirby Winfield ### Summary In this conversation, Martin Tobias interviews Kirby Winfield, a seasoned venture capitalist and founder, discussing his journey in venture capital, particularly focusing on his investment in Overland AI. Kirby shares insights into his decision-making frameworks, the importance of founder evaluation, and the evolution of his investment strategies over the years. He emphasizes the need for confidence in capital allocation and highlights common pitfalls that investors face in early-stage ventures. The discussion culminates…

Foundation Models Go Vertical with leaders from Open AI, Mistral, Clarify and Oumi

In this episode of Shift AI, Manos, CEO of Umi, Patrick Thompson, CEO of Clarify, Brian Hall, CMO of Mistral AI, and Ben Gaffney, Deputy General Counsel at OpenAI, join host Boaz Ashkenazy for a live panel recorded at Seattle Tech Week on who actually owns intelligence in the enterprise AI era. One panelist argues that any enterprise still treating a frontier model as its core intelligence layer is renting something it should own, and predicts that in two years we'll look back at CTOs defending that approach the way we look back at driving a Ferrari to the grocery…

Kirby Winfield | Ascend

Winfield is a four-time operator (two IPOs, two acquisitions) who spent two years as investor-in-residence at the Allen Institute for AI before launching Ascend in 2019. That background drives a blunt thesis most polished VCs won't say out loud: pre-seed money from finance-trained "quants" is dangerous, because the people writing first checks need to understand the zero-to-one journey, not underwrite growth. He frames his own value as narrow and purpose-built for the first check, and tells founders that if they don't want to take his call again after the first meeting, they shouldn't take his money....

Court Lorenzini - Founding CEO of DocuSign and FounderNexus

Court Lorenzini is the founder and CEO of multiple successful technology startups including DocuSign, Point.com, Primus BioVision and MetaBrite Inc. His latest venture, FounderNexus, aims to triple the success rate of venture-backed startups, and his work with the Lorenzini Family Foundation is aggressively investing in building a stronger and more equitable society. Additionally, Mr. Lorenzini serves on the Boards of many early-stage companies across the US and UK as well as the United States Olympic and Paralympic Foundation, and is an active investor and advisor. Over his career, Mr. Lorenzini has raised over $300M in venture and strategic funding from…

Autonomous CRM: How Clarify Is Reinventing a $100B Category

Thompson and Austin Hay, co-founders of Clarify, the startup that's pioneering the idea of autonomous CRM. Their vision? A CRM that actually does the work for sellers of driving outreach, managing pipeline, and surfacing insights without constant manual input. Patrick and Austin share: • Their journey from Iteratively, Ramp, and Amplitude to founding Clarify • Why the CRM market is ripe for disruption with AI • How Clarify's unique pricing model flips the script (free CRM, pay only when the AI agent works for you) • The concept of autonomous GTM teams and the rise of the Go-to-Market Engineer •…

Kirby Winfield: Founding GP@Ascend on Enterprise AI & Defense Tech

Kirby Winfield is the founding GP of Ascend, a pre-seed VC fund focused on enterprise AI. The fund's flagship investment is Overland AI, which powers autonomous ground navigation for the US Defense ecosystem. Prior to Ascend, Kirby's career as a tech founder included two IPOs and two venture backed exits.Topics: Enterprise AI Investment Thesis:Defense Tech InnovationBuilding Defensible AI Startups#AIStartups #TechExits #VentureCapital #AIInvestment

#87 DocuSign Founder on Building $16B Company | Court Lorenzini

Guest: Court Lorenzini | Founder of DocuSign & FounderNexus Host: Nataraj | Senior PM at Azure, Creator of Startup Project & Angel Investor Subscribe to Startup Project Newsletter for valuable founder insights: https://startupproject.substack.com/ Join Nataraj in conversation with Court Lorenzini, co-founder of DocuSign and serial entrepreneur, as they delve into the world of startups. Court shares his incredible journey, from early engineering roles to leading DocuSign to its multi-billion dollar company. **Timestamps & Topics:** * **00:01:246 - 00:35:234:** Introduction and welcome to Court Lorenzini. * **00:40:246 - 01:16:782:** Court's background – Engineering career and early entrepreneurial ventures. * **01:50:102 -…

Humanizing Your Brand with Kirby Winfield

What does it take for a venture capitalist to build a successful brand strategy that resonates with founders and investors alike? In this episode, host Lindsay Pedersen sits down with Kirby Winfield, the founding general partner at Ascend, to explore the importance of defining and embodying a brand identity in the world of venture capital. Kirby shares insights on the value of authenticity, problem-driven processes, and the power of being intentional in shaping a brand that stands out in a competitive market. Define Your Brand Early: It's crucial to define your brand early on to...

What's happening at the seed stage? Featuring Jenny Fielding, Kirby Winfield, and Nate Williams

Follow me @samirkaji for my thoughts on the venture market, with a focus on the continued evolution of the VC landscape.This week we're doing another special roundtable discussion with a focus on the seed stage market. Joining us are Jenny Fielding of Everywhere Ventures, Kirby Winfield of Ascend, and Nate Williams of UNION Labs.This whole conversation was focused on seed stage investing. We spent most of our time discussing how the market reset affects seed-stage decision-making, fund sizing, and reserve strategies. We also touched on what they are seeing and hearing from LPs...

Ignite VC: Shaping the Future of Startups and Venture Capital with Kirby Winfield of Ascend VC | Ep41

In this episode of the Ignite podcast, Kirby Winfield, founding general partner of Ascend VC, shares his journey from a marketing executive in early internet startups to a seasoned venture capitalist. Kirby's narrative begins with his roots in Seattle, detailing his initial foray into the startup world with GoToNet and his subsequent ventures, including Marchex and Dwellable, highlighting the lessons learned from each. He candidly discusses the challenges and personal sacrifices involved in the startup ecosystem, such as the impact on his health and family life, which led to a significant personal and professional recalibration. Kirby's transition to venture...

AI Investing in Seattle with Ascend.vc General Partner Kirby Winfield

In this episode of Shift AI, Kirby Winfield General Partner at Ascend.vc shares his journey from founding multiple successful startups to becoming a leading AI investor and outlines lessons learned, insights on the Seattle startup ecosystem, and his optimistic yet pragmatic views on generative AI and the future of work. Summary of topics covered: Background and early career: Kirby gained experience as an entrepreneur early in his career through founding multiple companies. Transition to Venture capital: Looking for a new challenge, Kirby leveraged his experience operating startups to co-found Ascend and advise other founders. Investment thesis and framework for evaluating…

Kirby Winfield, Founding GP at Ascend VC

In today's episode of Category Visionaries, we speak with Kirby Winfield, Founding GP at Ascend VC, about his love for angel investing and the passion he feels in providing founder-friendly venture capital with genuine value to add to their partners’ offerings. By leaning into projects they have a genuine love for and interest in, Ascend gives so much more than just capital, forging a unique identity among a crowded field of VC firms through real commitment and support to turn business aspirations into commercial reality. We also speak about Kirby’s background in the startup space and taki...

What's next in the Silicon Valley Bank saga

Startups and investors cheered the U.S. government's promise this weekend to fully protect deposits after the Silicon Valley Bank collapse. But the move left many unresolved questions and challenges for the U.S. financial system and the tech industry. Our guests on this episode of the GeekWire Podcast discuss their recent experiences and offer their informed opinions on what could come next. Speaking with GeekWire co-founder John Cook are: Kirby Winfield, founding general partner of Seattle venture capital firm Ascend; and Aviel Ginzburg, general partner at Seattle VC firm Founders’ Co-op. They both reflect on what happened last week, explaining how…

Building Startup ecosystems, the solo GP life, and lessons from the dotcom bubble with Kirby Winfield of Ascend.Vc

The road of a solo GP is full of highs and lows, and today’s guest Kirby Winfield has been through all of it. After working in the 90s tech and startup scene in Seattle, Kirby went on to found Ascend VC as a solo GP. We talk about his biggest lessons, the best advice he’s gotten, and dig into some of the stories from the trenches as an emerging manager.About Kirby Winfield:Kirby Winfield is currently the Founding General Partner at Ascend.vc, a pre-seed stage venture fund investing in marketplace, e-commerce/DTC, and B2B...

#27 Geoff Harris: Managing Partner Flying Fish VC

In this episode of Startup Project we spoke to Geoff Harris, Managing Partner Flying Fish VC. Flying Fish is a thesis driven fund focused on Al/ML. Geoff Harris spent 15 years at Microsoft in engineering leadership and executive leadership positions. His career at Microsoft began in digital media where he ran the Windows Media Player team. Full conversation includes: Developing Natural language processing at Microsoft Angel investing to raising a fund Core insight behind Flying Fish AI Use cases for future Web3 & Venture ----- Past guests of Startup Project podcast include Ali Moiz (stonks.com), Kirby Winfield (Ascend.vc), Eric Bahn…

018 - Kirby Winfield, Founding Partner at Ascend.vc

About KirbyKirby Winfield is a seasoned startup operator and investor, and is currently the Founding General Partner at Ascend.vc, a pre-seed stage venture fund investing in marketplace, e-commerce/DTC, and B2B software startups in the Pacific Northwest. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit words.seedscout.com

Kirby Winfield

Kirby is a seasoned startup operator and angel investor. He is currently the Founding General Partner at Ascend.vc, a pre-seed stage venture fund investing in marketplace, e-commerce/DTC, and B2B software startups in the Pacific Northwest. He is also a Techstars mentor, passionate Board member, and Board Chair-elect at Special Olympics of Washington, where he helped bring the 2018 Special Olympics USA Games to Seattle. See omnystudio.com/listener for privacy information.

Fund History

  1. Ascend Venture Capital III, LP 2025 SEC Form D
  2. Ascend Venture Capital II, LP 2022 SEC Form D
  3. Ascend Venture Capital I, LP 2019 · $12.5M SEC Form D

People

See all 6

Online