🎙️ Backstage Tech by George Helgesen

George Helgesen

Podcast for software founders, investors and product leaders. Behind the scenes stories about trending tech and software development outsourcing industry.

  1. Don't Hire Devshops (I'll Tell You Why)

    27. Apr.

    Don't Hire Devshops (I'll Tell You Why)

    ▶️ Watch the full video on YouTube: https://youtube.com/@georgehelgesen 👉  Let's connect on LinkedIn — send me a request and mention the podcast. In episode #16 of "Backstage Tech", we're walking through a 10-point framework to tell whether you're talking to a real development partner — or a devshop that will burn your time and cash. Pulling from 8+ years working shoulder-to-shoulder with software founders, here's what separates a partner who moves your business forward from a vendor who hides behind documentation the moment something goes wrong: Ownership mindset — devshops spend your money, partners make you money. You feel the difference in the first conversationFounder accessibility — if you can't get anyone with real authority on a call before signing, imagine what happens after you payTeam retention — check LinkedIn before you commit. High turnover is a red flag that tells you everything about the cultureProactive suggestions — order takers wait for instructions. Real partners show up with ideas before you even askChase dynamic — if you're always hunting them down for updates, that's your answer. A real partner is chasing youIf you own, fund, or lead a software product, this episode gives you a practical checklist to use on your next agency discovery call — before you wire a single dollar. 👉 Want to talk through how to find the right dev partner for your product? Email ogo@procoders.tech or connect with me on LinkedIn.

    9 Min.
  2. Steve Mast: The 3 Steps to Real AI Adoption | Co-Founder @ Twenty44

    15. Apr.

    Steve Mast: The 3 Steps to Real AI Adoption | Co-Founder @ Twenty44

    Steve Mast is an entrepreneur, AI advisor, and co-founder of Twenty44 — a company helping organizations move from AI experimentation to real adoption. Steve spent over 3 decades building digital companies, including Delvinia, where he built Asking Canadians and Methodify before selling to Sago in 2021. Now he's focused on one problem: why 45% of organizations have invested in AI, but only 12% of employees are actually using it. In this episode, Steve breaks down why AI adoption is a people challenge, not a technology one, how Twenty44 diagnoses workforce readiness, and what it actually takes to move organizations from hype to habit. Topics covered: Why 45% of organizations have AI but only 12% of employees use itWhy most organizations are built on executors — and why that changes everything about AI trainingHow Twenty44's 3-step framework closes the adoption gapWhy embedding AI inside Salesforce drove more adoption than any standalone appHow to benchmark your workforce's AI readiness before spending on toolsWhy AI is the most accessible technology in history — and why that still isn't enoughWhether the Twenty44 assessment platform will become a self-serve SaaS productIf you're an enterprise leader or founder trying to turn AI investment into actual results — this episode is the playbook. 👉 Follow George: LinkedIn: https://www.linkedin.com/in/georgehelgesen/YouTube: https://www.youtube.com/@georgehelgesen👉 Follow Steve: LinkedIn: https://www.linkedin.com/in/stevemast/Twenty44: https://twenty44.co/

    58 Min.
  3. Dig Insights Co-Founder: Bolting AI onto legacy SaaS doesn't work

    31. März

    Dig Insights Co-Founder: Bolting AI onto legacy SaaS doesn't work

    Ian Ash is the co-founder of Dig Insights — a global market research consultancy with its own SaaS platform, Dig One, trusted by McDonald's, Coca-Cola, Meta, Pernod Ricard and dozens of world-leading brands. What started as a traditional consultancy grew into an AI-native market research company with patented algorithms, a 30% compound annual growth rate over its first decade, and a successful exit to Behringer Capital. In this episode, Ian breaks down how Dig Insights evolved from traditional consulting into a tech-driven platform, why "service as a software" is replacing SaaS, and why he came back from semi-retirement because AI is moving too fast to watch from the sidelines. Topics covered: How Dig Insights went from traditional consultancy to building their own SaaS platformHow their patented "Tinder for products" algorithm predicts market share from simple swipesWhy winning Coca-Cola and Pernod Ricard globally was a step change for the companyWhy legacy SaaS companies that bolt on AI get punishedHow AI skills and agents are replacing prompt engineeringWhy Ian came back after exiting to Behringer CapitalIf you're a founder, product leader, or investor trying to figure out where AI fits into your SaaS business — this episode lays out the playbook from someone who's lived it. 👉 Follow George: LinkedIn: https://www.linkedin.com/in/georgehelgesenYouTube: https://www.youtube.com/@georgehelgesen👉 Follow Ian: LinkedIn: https://www.linkedin.com/in/ian-ash-dig/YouTube: https://www.youtube.com/@ianash8585Dig Insights: https://diginsights.com

    30 Min.
  4. ✨ AI Agent Prototyping at $20? 5 Steps From Idea to Production

    10. März

    ✨ AI Agent Prototyping at $20? 5 Steps From Idea to Production

    ▶️ Watch the full video on YouTube: https://youtube.com/@georgehelgesen 👉 Let's connect on LinkedIn — send me a request and mention the podcast. In episode #13 of "Backstage Tech", we're walking through a simple 5-step framework to build a custom AI agent for your software product — without blowing your budget on something your users will never touch again. Pulling from 8+ years working shoulder-to-shoulder with software founders, here's what separates the teams that ship AI agents that work from the ones that waste $20-30K and ship nothing: Start with the right problem — not every workflow deserves an agent. Ask yourself: where do your users spend 80% of their time? That's your starting pointDefine input and output before anyone opens a code editor — a plain-text description of what goes in and what comes out is worth more than 3 weeks of dev time spent guessing • Validate for the price of a coffee subscription — a Claude Project or MyGPT with your real data can tell you if the idea holds water before you spend a dime on engineeringTurn your prototype into a spec — the master prompt you tested becomes the foundation of your PRD. It's not glamorous, but it's the thing that keeps your build from going sidewaysUnderstand what you're actually paying for — LLM costs can be invisible until they're not. Knowing your token burn per action is the difference between a smart feature and a financial surpriseIf you own, fund, or lead a software product, this episode gives you the exact playbook to go from "I have no idea where to start" to a tested, documented, cost-aware AI agent. 👉 Want to talk through how to implement this for your product? Email ogo@procoders.tech or connect with me on LinkedIn.

    8 Min.
  5. CTO @ Vsimple: AI That Works While You Sleep

    3. März

    CTO @ Vsimple: AI That Works While You Sleep

    Henry Lynch is the CTO and co-founder of Vsimple — an AI-powered process automation platform trusted by ProLift Toyota, RWM Casters, Blue & Co, and dozens of manufacturers across North America. While most competitors hand you a signup form and leave you to figure it out, Vsimple takes the opposite approach — designing, implementing, and supporting every workflow with a hands-on customer success team. In this episode, Henry breaks down the reality of AI-driven process automation, why self-serve onboarding fails complex workflows, and how Vsimple helped ProLift Toyota double their business without growing their admin team. Topics covered: How ProLift Toyota doubled their business without adding headcountWhy Vsimple replaces CRMs for some clients — and integrates for othersWhat vAI is and how their AI agent works autonomously in the backgroundWhy hands-on onboarding beats self-serve for complex workflowsHow they configure workflows entirely from the UI — no code requiredWhat's next: AI that runs scheduled checks while you sleepIf you're a founder in manufacturing, distribution, or dealerships drowning in spreadsheets and email chaos — this episode shows you what a real process automation partner looks like. 👉 Follow George: LinkedIn: https://www.linkedin.com/in/georgehelgesenYouTube: https://www.youtube.com/@georgehelgesen👉 Follow Henry: LinkedIn: https://www.linkedin.com/in/henry-lynch-6310a7100/Vsimple: https://vsimple.com

    31 Min.

Info

Podcast for software founders, investors and product leaders. Behind the scenes stories about trending tech and software development outsourcing industry.