Stop Wasting Money on the WRONG Software (Lessons from a Founder) episode artwork

EPISODE · Oct 10, 2025 · 43 MIN

Stop Wasting Money on the WRONG Software (Lessons from a Founder)

from Tech It or Leave It · host Adrian Ching

Switching 3 accounting tools in 2 years nearly broke his ops.This episode is for non-technical founders choosing software that actually works.Terrance, founder of Dash Oil, built a tech-enabled business in a traditional space by starting with riders (not software), validating 10 → 100 → 1,000+ users, and fixing ops before picking tools. We also dive into the messy middle of tech adoption. What happens when off-the-shelf tools can’t keep up with shifting business models (B2C → B2B), why loyalty programs fail without field execution, and how to use tech to connect customers, retail partners, and internal teams to your end goal: trustworthy data and better decisions.What you’ll learnA simple validation path: 10 → 100 → 1,000+ customersWhen “easy” tools become expensive (and how to avoid tool-hopping)The hidden risks in loyalty/CRM (retailers claiming rewards for users)A founder’s framework to adopt tech for outcomes, not aestheticsBridging B2C and B2B workflows without breaking your ops Ready to scale with smarter tech decisions? Listen now!Support the show🎙️ More from Adrian & Upstack StudioWebsite: https://upstackstudio.comLinkedIn: https://www.linkedin.com/in/adrianchinghcYouTube: https://www.youtube.com/@adrianchinghcInstagram: https://www.instagram.com/adrianchinghc

Episode metadata supplied by the publisher feed · Published Oct 10, 2025

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Switching 3 accounting tools in 2 years nearly broke his ops. This episode is for non-technical founders choosing software that actually works. Terrance, founder of Dash Oil, built a tech-enabled business in a traditional space by starting with riders (not software), validating 10 → 100 → 1,000+ users, and fixing ops before picking tools. We also dive into the messy middle of tech adoption. What happens when off-the-shelf tools can’t keep up with shifting business models (B2C → B2B), wh...

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Stop Wasting Money on the WRONG Software (Lessons from a Founder)

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