Justin I Built A Saas
June 24, 2025
Building a successful SaaS often requires multiple attempts and a relentless drive to overcome challenges, as demonstrated by the guest's journey through various ideas and iterations.
Giuuunta! Motivating yourself when you're not in startup mode
December 9, 2024
Sustaining motivation in a successful business requires actively seeking new challenges and perspectives, as the initial 'builder's energy' naturally wanes.
Adam Wathan: how small startups hire employees (Tailwind CSS)
June 4, 2024
For small teams, relying on existing networks and personal relationships for hiring is significantly more effective and less time-consuming than a broad, open application process.
Is ONCE enough?
February 10, 2024
The "buy once" software model, while appealing in theory due to subscription fatigue, faces significant challenges in adoption for end-user applications due to the perceived value of ongoing SaaS support, security, and ease of use.
How Ben and David bootstrapped the Acquired podcast
January 25, 2024
The Acquired podcast's success stems from a genuine passion for the topic and co-host relationship, evolving from a learning tool for venture capitalists into a highly influential business podcast.
Nashville team retreat: scary birds, country music, and a photo shoot
September 26, 2023
Team retreats are invaluable for fostering deeper personal connections and understanding among remote team members, going beyond typical online interactions.
Paul Jarvis: gaining freedom by building an indie business
August 1, 2023
Building a sustainable indie business is an accumulation of experience, skills, and understanding market cycles, rather than a singular brilliant idea.
How Tim worked on side-projects for 10+ years, and finally went full-time (with kids)
June 20, 2023
Building a successful SaaS product often involves a decade of consistent side-project development, learning, and iterative improvement, even while balancing family and a full-time job.
Startup coaching: helping founders and team members realize their full potential
June 7, 2023
The transition from startup marketing to mindset coaching is driven by a desire to foster personal growth and well-being, recognizing that individuals thrive when their personal aspirations align with organizational goals.
Michele Hansen update: Section 174 and bootstrapping with kids
May 16, 2023
Section 174 tax legislation in the USA, which requires amortization of research and experimental activities (including software development) over five or fifteen years instead of immediate expensing, is causing significant financial distress for small software businesses, potentially leading to business closures and layoffs.
Should a parent with young kids try to bootstrap a new startup?
May 9, 2023
Balancing the demands of bootstrapping a startup with raising young children requires a clear understanding of personal "sacrifice equations" and non-negotiables, as well as strategic alignment of efforts.
Why we hired someone new
April 20, 2023
Building a successful SaaS business requires significant volume and momentum, translating to hundreds of new sign-ups and trials monthly, even with low churn rates.
Act now before it's too late: Section 174
March 28, 2023
Section 174 of the U.S. tax code, which previously allowed companies to immediately expense research and development (R&D) costs, has reverted to requiring amortization over five years (or 15 years for foreign R&D), creating a significant and potentially existential financial burden for software companies.
This would kill our company immediately
March 21, 2023
The recent banking crisis, exemplified by Silicon Valley Bank's collapse, highlights the risks associated with traditional banking and has led some businesses to reconsider their banking partners, with platforms like Mercury gaining traction due to their innovative approach.
One pepperoni pizza please
March 1, 2023
Sales tax is a percentage of the purchase price added at the time of sale, contributing to government revenue for essential services.
Super Fun SaaS Sales Tax (Part Deux)
February 21, 2023
The complexity and burden of global sales tax compliance for SaaS businesses, especially those using Stripe, are significant and often underestimated, leading to frustration and a search for viable solutions.
Nobody wants to talk about this (SaaS sales tax)
February 10, 2023
Sales tax compliance for SaaS businesses is a complex and costly burden, with governments outsourcing collection and remittance responsibilities to businesses, leading to significant administrative overhead and financial risk.
The gang goes to Montréal
October 18, 2022
Remote team retreats significantly enhance personal connection and team rapport beyond what is achievable through online communication alone.
Jon & Justin reveal everything (part 2)
August 16, 2022
Cultivating a life of curiosity, experiences, and connections through micro-investments in oneself is crucial for identifying and capitalizing on business opportunities.
Jon & Justin reveal everything (part 1)
August 10, 2022
Building a successful SaaS company requires a strong partnership built on trust, complementary skills, and a shared vision for work-life balance, not just technical or marketing expertise.
Bootstrapping in France (Baptiste Jamin from Crisp)
July 12, 2022
CRISP's success was driven by a product-led growth strategy focused on user experience and affordability, making it a no-brainer for SMBs, rather than aggressive pricing tactics.
What's it like getting acquired by Spotify? (Dave Zohrob from Chartable)
June 14, 2022
The acquisition of Chartable by Spotify offers significant opportunities for growth by leveraging Spotify's vast data and resources, enabling Chartable to expand its tools for publishers globally.
Patrick Campbell: why ProfitWell sold to Paddle for $200M
May 31, 2022
The "physics" of a market, including its size (TAM) and the number of potential buyers (velocity), significantly dictates go-to-market strategies and the potential for growth, making it crucial to understand these dynamics before launching a product.