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Mike Madden
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Mike Madden

Vice President and Principal

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At a glance

Full Name
Michael ("Mike") Madden
Title
Former Principal, Method Capital (currently Head of Finance, Runway Financial)
Firm
Method Capital (Chicago, IL)
Firm Type
Early/growth-stage venture capital — B2B technology (not a personal angel program, despite some aggregator listings)
Investment Stage
Series A / Series B (firm-level); Method also held positions in earlier-stage portfolio companies
Check Size
$1M–$10M initial investments, with an ideal initial check of ~$5M (Method Capital firm range)
Target Company Profile
B2B software/tech with monthly recurring revenue, referenceable customers, and a scalable technology platform
Sector Focus
B2B technology / enterprise software (SaaS, fintech, data/analytics, security)
Geographic Focus
U.S. Midwest, anchored in Chicago
Location
Chicago / Greater Chicago Area

Background

Mike Madden is a Chicago-based finance and investment professional who spent roughly five years (circa 2016–2021) as a Principal at Method Capital, a Chicago venture capital firm focused on B2B technology companies, primarily in the Midwest. At Method, his work spanned deal sourcing and due diligence as well as hands-on support for portfolio company leadership teams across financial planning, marketing, recruiting, fundraising, M&A, and exits. Method Capital was the lead investor in SpiderOak, a company Madden came to know well from the investor side.

Before Method, Madden built his career as a public-markets equity analyst. He began at Talon Asset Management, and after Talon's sale to Bank of New York Mellon, he served as an equity analyst at BW Capital Partners and Cloud Gate Capital, covering technology, media and telecom (TMT), healthcare, and real estate. (BW Capital was founded by Bill Wolf, who also co-founded/leads Method Capital — a through-line in Madden's career.)

In June 2021, Madden left the investor seat to become Vice President of Finance at SpiderOak, one of Method's portfolio companies, leveraging his prior investor familiarity with the business. He has since moved to Runway Financial (an FP&A platform for high-growth companies), where he serves as Head of Finance.

He earned a BS in Finance, with honors, from DePaul University (2005–2009), where he was active in the university's Investment Club.

Investment Thesis & Focus

  • Invests through Method Capital, which provides growth capital to B2B technology companies, typically at Series A/B with checks of $1M–$10M (ideal ~$5M).
  • Looks for companies with recurring revenue, referenceable customers, and a scalable technology platform — i.e., evidence of product-market fit and execution, not just a promising idea.
  • Method's stated philosophy: success is "most often non-linear," and "good ideas succeed primarily because of great execution" — a bias toward backing strong operating teams.
  • Midwest-centric: the firm's rationale is that Chicago and other Midwest cities generate rapid tech-company formation but have relatively few local firms able to lead Series A/B rounds.
  • Madden's personal value-add skewed operational/financial — financial planning, fundraising, M&A, and exit support for portfolio teams — reflecting his analyst and finance background.

Notable Investments

  • SpiderOak — data security / encrypted backup and collaboration; Method was lead investor, and Madden later joined as VP of Finance (Series C noted Jan 2023).
  • CityBase — government/utility digital payments and citizen services platform.
  • Pangea — international money transfer / remittances fintech.
  • Rippleshot — AI-driven card fraud detection.
  • OfficeLuv — office supply management and procurement platform.
  • Shiftgig — on-demand hourly workforce marketplace.
  • NexLP — AI analytics for legal/litigation (later acquired by Reveal).
  • HighGround — employee engagement / performance management software.
  • ForeverCar — online vehicle service contracts / extended warranties.
  • WellRight — corporate wellness software.
  • SwiftIQ, AdYapper, Ezassi, Music Audience Exchange, Spring Marketplace, Semantify, Purchasing Platform, Singular — additional B2B/SaaS and data/marketing-tech holdings in Method's ~18-company portfolio.

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