Madrona

Madrona is a multi‑stage, tech‑focused firm anchored in the Pacific Northwest with an expanding West Coast/U.S. footprint. Their core belief is to partner “from day one for the long run,” providing hands‑on company‑building support, board partnership, and deep go‑to‑market and talent networks tied to Seattle’s Microsoft/Amazon ecosystem. Sectorally, Madrona has spent more than a decade championing applied AI and “intelligent applications,” and today concentrates on AI‑native applications and agents, the enabling infrastructure/data layers that remove friction between models and users, low‑code/no‑code, AI‑enabled biotech/life‑sciences intersections, and next‑gen consumer apps. They explicitly emphasize value capture “up the stack” (agentic/application layers) versus competing head‑on with foundation‑model leaders, while selectively backing infrastructure that powers AI apps. Stage and geography: With Fund X (early‑stage) and Acceleration Fund IV (B/C), Madrona invests from formation/pre‑seed and seed/Series A through B/C inflection rounds. The firm remains PNW‑centric while investing nationally; it opened a Palo Alto office (2022) and expects the majority of new capital to continue into the Pacific Northwest, leveraging its “Seattle perspective” and relationships with Amazon and Microsoft. What they avoid: While industry‑agnostic across tech, their public commentary suggests they avoid direct model‑layer battles with OpenAI/Anthropic, preferring domain‑specific apps and enabling layers where durable differentiation can be built.

What makes them invest: (a) mission‑driven founders who deeply understand why a problem exists; (b) clear signals of product‑market fit (PMF) or the path to it; (c) momentum and clean metrics that prove real demand; and (d) markets where AI‑native differentiation (data/workflow moats, agentic UX) can compound. Madrona emphasizes judgment over rigid ARR thresholds—particularly in applied AI. They explicitly state that investors “have stopped caring” about hitting a specific ARR milestone; instead, they underwrite unit economics, retention/usage cohorts, expansion and trajectory. A $500K‑ARR company with crisp pull‑driven data may be more fundable than a $5‑10M‑ARR company with one‑off pilots. Deal‑breakers: ambiguity and imprecise metrics; unclear revenue definitions; stalled or non‑compounding usage; “heroic” sales masking weak product pull; and category positions likely to be disrupted by hyperscalers or foundation‑model vendors. Timing matters—Madrona will often engage early but delay a check until product, team, and market are sufficiently aligned. When they invest, they typically take active board roles and help on hiring, GTM, partnerships, future financing, and customer access—weighting team and market/traction roughly equally, with a premium on evidence of durable pull and differentiated workflows/data. Typical check sizes and ARR/traction at investment (by stage): - Formation/Pre‑seed/Seed: first checks from hundreds of thousands up to several million (≈$0.5‑$8M). Companies can be pre‑revenue; emphasis is on founder/problem fit, early design partners, crisp hypotheses, and speed of iteration. - Series A: No fixed ARR threshold; examples include ~$500K ARR with crystal‑clear unit economics and strong retention/usage, or ~$1M ARR growing 30% MoM beating larger but slower growth. - Acceleration (B/C): Initial checks around $7‑12M, leading or co‑leading with board seats, at strong PMF and an inflection to scale. Lead/follow and board: Frequently lead/co‑lead at B/C and selectively lead early rounds; typically take a board seat and provide full‑stack operational support.

• SmartsheetLead
  Seattle‑originated no‑code SaaS platform aligns with Madrona’s PNW and intelligent‑applications thesis; Madrona led the Series A in 2007.
• RedfinLead
  PNW consumer marketplace/proptech; Madrona was the first institutional backer and led early rounds, fitting the “Day One” strategy.
• ApptioLead
  Enterprise B2B SaaS from the Seattle region; Madrona co‑led the 2007 Series A, reflecting its focus on cloud‑infrastructure software.
• RoverLead
  Seattle‑based pet‑care marketplace incubated by Madrona; Madrona led the 2012 Series A, matching its consumer‑marketplace focus.
• OctoMLLead
  University of Washington spin‑out for ML model optimization; Madrona led the seed round, fitting its AI/ML and intelligent‑applications emphasis.
• Turi (formerly GraphLab)Lead
  Foundational horizontal ML platform with UW roots; Madrona co‑led the Series A, aligning with its AI infrastructure thesis.
• SeekOutLead
  Seattle‑area AI‑powered talent platform; Madrona led the Series A, reflecting its applied‑AI and local‑founder focus.
• Crowd CowLead
  PNW‑based marketplace for premium meat; Madrona led the 2018 Series A, consistent with its consumer‑commerce thesis.
• The RiveterLead
  Seattle‑based women‑focused co‑working platform; Madrona led the seed round, matching its support for local, mission‑driven founders.

• MM
  Matt McIlwain

  Managing Director

  Intelligent applicationsCloud infrastructureML/AI
• SS
  S. Somasegar

  Managing Director

  Developer toolsCloudAI
• KM
  Karan Mehandru

  Managing Director

  SaaSData infrastructureSecurityCloud computingIntelligent applications
• TP
  Tim Porter

  Managing Director

  B2B softwareIntelligent applicationsSaaS
• SS
  Steve Singh

  Managing Director

  Next-gen B2BEnterpriseMachine learning / AIIntelligent applicationsNext-gen cloud infrastructure
• SJ
  Scott Jacobson

  Managing Director

  MarketplacesConsumer techProptechDigital commerce