Aaron Reeves is the founder of Outbound OS, a solopreneur business that helps SaaS sellers book more meetings by providing them with proven frameworks and systems.

In this episode, Aaron shares how he transitioned from working in-house to going fully solo, why he chose a membership-based business model, and the strategies he’s used to scale his community and revenue. He breaks down the challenges of pricing, the role of content in driving traffic, and how he’s built a sustainable business that gives him both financial freedom and flexibility. Aaron also opens up about the lessons he’s learned along the way—including the mistakes he made, the mindset shifts that helped him grow, and why he’s now leveraging his business with a move to Thailand.

(00:00) Intro

(01:28) From in-house to solo success

(02:12) Building a B2C membership model

(04:03) The power of community and engagement

(08:26) Pricing strategies and overcoming challenges

(24:11) Navigating subscription models

(26:51) Challenges of cohort models

(30:55) Building engagement and accountability

(33:59) Outsourcing and leveraging skills

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Follow Aaron on LinkedIn: https://www.linkedin.com/in/aaron-reeves-sales

Outbound OS Skool Community: https://www.skool.com/outbound-os-community/about

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Full-Stack Solopreneur is the only hybrid digital program that combines the flexibility of a self-paced course with the hands-on nature of a private consulting service⁠: https://fullstacksolo.com/