Contrarian Thinking Capital
6705 W Highway 290, Suite 502, Pmb 1093, Austin, TX, 78735, United States
Overview
Contrarian Thinking is an online education platform that provides e-learning courses in finance, banking, and business acquisitions.
- Total investments
- 2
- Lead investments
- 0
- Investments · 12mo
- 0
- Active investors
- 2
Sector focus
- Banking
- Financial Services
- Military
- Small and Medium Businesses
Investment portfolio
- Affiniti
Participated · Series A · May 2025
Affiniti is building an AI CFO platform that streamlines financial operations for traditionally underserved small and medium-sized businesses. Its system combines expense management, spend controls, credit cards, and predictive analytics into a single operating system, giving operators real-time clarity and control over cash flow. The company distributes these services through co-branded partnerships with industry trade associations, enabling it to reach Main Street businesses at scale. Affiniti’s AI capabilities deliver industry-specific financial guidance, helping customers reduce time spent on back-office tasks and focus on growth. Recent financing will fund continued product development and platform expansion across America’s backbone industries. Although no revenue or user metrics were disclosed, the company positions itself as a modern financial infrastructure provider for nearly all of the nation’s SMBs.
- beehiiv
Participated · Series A · Jun 2023
beehiiv offers a platform for creating, distributing and monetizing email newsletters, serving individual writers, brands and larger publishers. The product includes tiered pricing, an advertising network launched in the last year, and APIs to ease migration and integration with CRMs. The company says its customers collectively earn about $1.2 million in platform revenue each month. Operational scale has grown to roughly 20,000 active newsletters sending about 1 billion emails per month. Beehiiv plans to expand its technical capabilities, invest in marketing and sign deals with larger publishers to increase ad inventory. Management also left open the possibility of supporting marketing emails in addition to publisher-focused newsletters. beehiiv is a newsletter platform that helps writers create, monetize, and distribute email newsletters. Launched in October 2021 and based in NYC, it was founded by Tyler Denk, Benjamin Hargett, and Jake Hurd. As of the article, the platform hosts 7,500 active newsletters with 35 million unique readers and 350 million monthly impressions. It reports a revenue run rate of $4 million and ARR of $3 million, with three usage tiers (free, $42/month, $84/month); the company was profitable on a monthly basis from April 2023 until the latest funding changed that. beehiiv is focused on newsletters rather than other media formats, does not take a cut on creator subscriptions, and is pursuing advertising as a key monetization channel, including a programmatic ad network. Growth has been primarily product- and community-led, with roughly 90% of monthly growth unpaid and a mix of publishers that started on beehiiv and creators who migrated from other platforms.