
James Ashford
Founder of GoProposal, a pricing and proposal platform for accountants; bootstrapped the business and sold it to Sage for an eight-figure exit after scaling to multi-million ARR.
Top 3 podcasts with James Ashford
Ranked by the Snipd community

4 snips
Nov 29, 2024 • 1h 21min
Ep 470 After the Deal: James Ashford on the Aftermath of Selling a 12-Employee Company for 8 Figures
James Ashford, founder of GoProposal and seller to FTSE 100 company Sage, shares his journey of navigating life after a successful business sale. He discusses the emotional challenges and surprises of post-exit life, including the identity crisis faced by entrepreneurs. James reflects on the shift from entrepreneur to corporate ambassador and the deep personal growth that comes from embracing lifelong learning. He emphasizes the importance of understanding your new corporate environment while also revealing the emotional toll entrepreneurial success can impose on personal relationships.

Nov 13, 2025 • 1h 17min
461: GoProposal: How to Sell a Bootstrapped SaaS for 8-Figures - with James Ashford
James Ashford, founder of GoProposal and a seasoned entrepreneur, discusses his journey from a $5,000 MVP on WordPress to an eight-figure sale to Sage. He highlights how focusing on daily content helped him surpass competitors, and how a tight-knit team of just 12 drove remarkable customer experiences. Key strategies included a deep understanding of his ideal customer, a built-to-sell mindset, and systematic operations to ensure the company was always ready for acquisition. Ashford's insights reveal the power of resourcefulness over funding in building a successful SaaS.

May 6, 2022 • 59min
Ep 336 James Ashford - The Inside Story Behind Sage's 8 Figure Acquisition of a 12 Employee Company
James Ashford, the founder of GoProposal, shares his remarkable journey from a failed venture to selling his proposal software company for an impressive eight-figure sum. He discusses the emotional rollercoaster of navigating acquisition talks and the vital metrics like customer churn and conversion that influenced his success. Ashford offers insights into the meticulous preparations needed for a sale, including financial diligence and targeting the right acquirers. He reflects on the importance of maintaining relationships and community support post-acquisition, rounding off with lessons from his new book.


