Kirby Winfield

Kirby Winfield

First Check at Endurance Energy
Greater Seattle Area

Kirby Winfield is Investor in Residence at AI2 Incubator and the Founder and Founding General Partner at Ascend. He founded Ascend and Ascend.vc, both funds, and remains active in both.

Seattle Tech Week 2026 Draws ~250 Events Over Five Days, Showcasing City’s Tech Talent and Innovation

Seattle Tech Week 2026 ran five days with roughly 250 events across diverse venues, celebrating Seattle’s dense tech talent and community connections while highlighting themes from founders, investors, and academics. Organizers view the event as a community-led showcase that reinforced Seattle’s historic and ongoing contributions to cloud, AI, and other innovations.

GeekWire reports: Seattle Tech Week 2026 — AI dominates 250+ events as investors and job-seekers flock to Seattle

GeekWire's Todd Bishop reports from Seattle Tech Week 2026, where AI dominated conversations across more than 250 events and drew significant Bay Area investor interest and job-seeking attendees. Panels and speakers from OpenAI, Mistral AI, Ascend, Oumi and others highlighted debates about foundation models, enterprise data access, and the rush to build on third-party AI.

Ascend joins SNR Capital in $2M seed for Limelight to automate personality-led B2B marketing

Ascend invested in Limelight’s $2 million seed round alongside lead investor SNR Capital; Limelight provides an AI platform that automates creator discovery, activation, and ROI measurement to scale personality-led B2B marketing. The company plans to expand into an autonomous AI-driven B2B marketing workforce, and founders David Walsh and Youngjae Ji bring deep go-to-market and technical experience.

USVP and Madrona co-lead $15M Series A in Clarify to build an autonomous AI-native CRM

USVP and Madrona co-led a $15 million Series A in Clarify, an AI-native autonomous CRM founded by Patrick Thompson that automates call briefs, transcriptions, action items, follow-ups and pipeline maintenance. Clarify, seeded in Q1 2024, now serves 100+ customers, has ~20 employees, uses usage-based pricing with unlimited users, and aims to replace legacy CRM workflows dominated by Salesforce and HubSpot.

Co-founder Steps Down After 11 Years Leading Dolly, Now Part of Taskrabbit

After 11 years co-founding and leading Dolly, the author is stepping away from the company now part of Taskrabbit, expressing deep gratitude to teammates, investors, mentors, customers, and helpers. They reflect on the meaningful journey and look forward to Dolly's bright future while personally taking time to recharge and explore new directions.

Neotribe-led $13.7M Series A in Yoodli to Expand AI Roleplay Enterprise Platform Serving Google, Databricks and More

Neotribe Ventures led a $13.7 million Series A in Yoodli, an AI roleplay enterprise platform that helps users rehearse high-stakes conversations with real-time feedback; existing investors including Madrona, Cercano, AI2 and Neotribe (who previously invested) highlighted Yoodli’s enterprise traction with customers like Google, Databricks, RingCentral, Snowflake and BDO. The funding will expand sales, customer success, and engineering while improving personalization and realism in roleplays to address communication training gaps at scale.

Fuse leads $10M Seed in Avante to build AI-powered infrastructure for employer healthcare benefits

Fuse led a $10 million Seed round, joined by HighSage Ventures, in Avante—an infrastructure platform that centralizes benefits data and uses AI to help employers manage employee healthcare more efficiently. Avante, led by CEO Rohan D’Souza and co-founder Carly Eckert, plans to expand its team and hire five roles as it scales its platform to reduce administrative burden and improve benefits outcomes.

Seattle Venture Capitalists Say Founder Support, Not Local Money, Is Key Missing Piece in Startup Ecosystem

Seattle's startup ecosystem is often criticized for a lack of local venture capital firms, but experts highlight that the true opportunity lies in fostering greater founder-to-founder investment and community support to strengthen the scene. Panelists at the Seattle AI Investor Summit emphasized that being a net importer of investment capital is positive, and more connectivity among founders could boost the city's startup success.

Ascend.vc’s Kirby Winfield Highlights AI Investing Strategy and Pacific Northwest Startup Growth on Shift AI Podcast

Kirby Winfield, founding general partner at Ascend.vc, discusses his shift from entrepreneur to Seattle-based AI-focused venture capitalist and shares insights on AI investing, emphasizing use cases solving real problems efficiently. Ascend.vc positions itself as a prolific pre-seed investor in the Pacific Northwest, focusing on applied AI as a next-generation vertical software.

Organizations

See all 14
  • Endurance Energy logo
    Endurance Energy First Check 2025–present · current
  • Overland AI logo
    Overland AI First Check 2023–present · current
  • Ascend logo
    Ascend Founder and Founding General Partner 2019–present · current

Education

  • Seattle University School of Law Coursework towards JD · 2002–2003
  • Middlebury College BA, English · 1992–1996
  • Seattle Preparatory School 1988–1992
  • Assumption School 1986–1988
  • Seattle Country Day School 1980–1986

Online