Kaylee Edmondson founded DemandLoops, a consultancy that helps B2B SaaS companies build sustainable growth through strategic demand generation.

Kaylee shares her transition from in-house roles to solopreneurship, explaining how DemandLoops empowers clients to create lasting growth systems. She discusses the challenges of going solo, the importance of diversifying income streams, and the role of a strong network. Kaylee also shares tips on shifting from corporate roles, building efficient systems, and aligning services with long-term goals.

(00:00) Intro

(01:53) Transitioning from tech to solopreneurship

(06:51) Changing perspective about job security

(09:57) Building confidence to take the leap

(19:26) Crafting your own unique career path

(24:10) Selling your services as a solopreneur

(28:53) Iterating service offerings

(31:28) Interim gigs and multiple revenue streams

(34:24) Importance of building an engaged audience

(37:36) Understanding demand loops and creating impact

(50:18) Using 'red light, green light' to assess progress

(55:22) Future aspirations and community building

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Follow Kaylee on LinkedIn: https://www.linkedin.com/in/kaylee-edmondson/

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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/

Jimmy Daly is the co-founder of Superpath, a platform and community designed for content marketers seeking to grow their careers and enhance their professional skills.

In this episode, Jimmy shares his journey from leading at Animalz to building Superpath, a community-first business that serves as a career hub for thousands of content marketers. He opens up about the challenges of leaving a steady role, securing investment for a solopreneur venture, and navigating the ups and downs of growing a business of one. He explains how he transitioned a free Slack group into a profitable paid membership model, why he believes long-term thinking is a competitive advantage, and how he handles the emotional and professional hurdles of solopreneurship.

(00:00) Intro

(05:21) Funding and investment decisions

(08:17) Monetizing SuperPath

(14:37) The importance of community and support

(24:10) Building meaningful relationships

(26:24) Acquiring customers and growth strategies

(28:37) Community engagement and insights

(32:17) Pricing strategies and customer commitment

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Follow Jimmy on LinkedIn: https://www.linkedin.com/in/jimmydaly/

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Subscribe to the 1,000 Routes Newsletter: https://1000routes.com/

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/

Anthony Pierri is the co-founder of Fletch, a consultancy helping B2B SaaS companies nail their messaging and positioning.

In this episode, Anthony shares how he and his co-founder carved out a place in the market for themselves by focusing on one key deliverable: rewriting homepages. He talks about the lessons they learned about niching down, productizing services, and leveraging platforms like LinkedIn to grow their business organically. Anthony opens up about their iterative content strategy, why niching isn’t limiting, and how solopreneurs can streamline their services to grow sustainably without burnout.

(00:00) Intro

(10:15) The journey to FletchPMM

(23:27) The importance of branding and positioning

(27:34) Advocating for basic marketing principles

(29:50) Slack vs. Teams

(30:33) The myth of market saturation

(33:46) The power of niching down

(36:30) Repeatable processes and limiting scope

(40:26) Pricing strategies and growth

(43:46) Sharing expertise publicly

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Follow Anthony on LinkedIn: https://www.linkedin.com/in/anthonypierri/

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Subscribe to the 1,000 Routes Newsletter: https://1000routes.com/

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/