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by Chad Williams - Five Q
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- 2 weeks ago44 min
#96 - Saved for Good Works: How Toby Weiss Built a Tech Career in Service of the Kingdom
Most ministries don't have a technology problem — they have a strategy problem. Toby Weiss, Co-Founder and CEO of Rooted Software, spent 14 years as the Global CIO of Jews for Jesus before launching a company with one purpose: helping ministries stop patch-working technology together and start wielding it strategically. In this episode, Toby shares what he's learned across hundreds of ministry engagements — and why the hardest part of a CRM rollout has nothing to do with software.Key TakeawaysThe "hodgepodge" trap is real — and costly. Ministries often solve technology problems one at a time, leading to a patchwork of disconnected systems. Toby explains why reaching a point of strategic maturity — typically around $1–2M in annual revenue — is when organizations need to step back and make deliberate, integrated technology decisions.Outsourced IT is often smarter than in-house. For ministries with fewer than 150 staff, Toby makes a compelling case that outsourced IT delivers broader expertise, greater availability, and lower cost than hiring internally — often cutting IT expenses by 50% or more while actually increasing service levels.Not all CRMs are created equal — and the wrong fit is expensive. Toby walks through key decision variables:Is the vendor primarily serving nonprofits or faith-based organizations?Do you need an off-the-shelf solution like Virtuous, or a more customizable platform like SiteStacker?Is best-of-breed or all-in-one the right fit for your organization's workflow?Data migrations are harder than they look. With well over 100 migrations completed, Toby explains why moving from one CRM to another isn't a simple export/import — it involves complex field mapping, business process changes, merge/purge logic, and multiple QA cycles. Treating it seriously from the start saves enormous pain.People and process beat technology every time. During a multi-country CRM rollout at Jews for Jesus spanning 11–12 countries, Toby learned that the technology decisions took six months. Getting people across cultures, languages, and compliance requirements (including GDPR) on board? That took 12 years.Calling and business strategy aren't mutually exclusive. Rooted Software was founded with the mission statement "We exist to help followers of Jesus leverage technology effectively." Toby shares how that conviction — rooted in Ephesians 2:10 — shaped every decision from the company's name to who they serve.Ministry can happen on and off the clock. Outside of Rooted, Toby co-founded Hope 680, a nonprofit that goes out twice a month across six cities in the San Francisco Bay Area to share the gospel with the unhoused. His story of a homeless man in London randomly opening a Bible to Luke 12:28 is one you won't want to skip.If your ministry's technology feels more like duct tape than a strategic asset, this conversation is for you. Toby offers a free consultation and brings zero pressure — just real expertise and a genuine heart to serve. Listen to the full episode, then visit rooted.software to schedule time with Toby directly.ResourcesConnect with Toby & Rooted SoftwareEmail: toby@rooted.softwareWebsite & Scheduling: rooted.softwareLinkedIn: https://www.linkedin.com/in/toby-weiss/Hope 680 Ministryhope680.orgBooks MentionedAddiction and the Local Church by Andy Constable & Mez McConnellThe Heart of Addiction by Mark E. ShawThe Five Dysfunctions of a Team<
- Mar 27, 202638 min
#95 - Faithfully Leading in Big Tech with Rich Robison
What does it look like to carry your faith into one of the most skeptical environments on earth—and actually lead a movement there? Rich Robison is an Engineering Manager at a major big tech company, and he didn't choose to work there. God closed every other door until he finally listened. In this episode, Rich shares what happens when you fully surrender your career to God—and how the mission field might be closer than you think.Key TakeawaysGod's leading doesn't always look like a clear path forward. Rich spent six months resisting a door that God kept holding open, slamming his face into the doors he wanted to walk through until he was ready to listen.Joining a Christian group at work on day one was an act of faith. Hitting "join" made his faith publicly visible across the company—a small decision that carried real professional risk and set the tone for everything that followed.Rich now leads a global Christian group spanning five continents, organizing Bible studies, holiday events with household-name speakers, and leadership development—all on a volunteer basis alongside demanding day jobs.The shift from engineer to people leader came from a deep sense of responsibility for others. Rich describes his leadership role as more shepherd than manager—caring about the whole person, not just their output.Being a Christian in big tech means your witness is always on. Rich reflects on the Gandhi quote—that people are drawn to Christ or pushed away based on how believers actually behave—and how that shapes the way he shows up every day.Ministry in the workplace starts with prayer and submission, not a strategy. Rich challenges listeners to stop trying to engineer a plan and instead invite the Spirit to lead, starting with small, faithful steps like a weekly lunch Bible study.Your everyday life is already your mission field. Whether or not you work for a ministry, you are in ministry—and the people around you are watching how you live it out.If you've ever felt like your career and your faith exist in two separate worlds, this conversation will challenge that divide. Rich Robison's story is a reminder that God is at work in every boardroom, every Slack channel, and every leadership decision—and that the most strategic thing you can do is surrender first. Don't miss this episode.ResourcesBEMA Podcast – A Scripture-focused podcast that goes deep on theology and biblical context, with communities worldwide for group discussion. bemadiscipleship.comLaunch AI by Five Q – AI adoption for ministries built on a human-first framework. Learn more at fiveq.com/launch
- Mar 19, 202639 min
#94 - Faith and AI with Yvonne Carlson
In this episode of Ministry at Scale, host Chad Williams interviews Yvonne Carlson, the Chief Technology Officer at Global Media Outreach (GMO) and co-director of the Missional AI Conference. Together, they explore the intersection of technology, faith, and the transformative potential of AI in ministry.Key TakeawaysYvonne’s Journey: From childhood curiosity in her father's garage to becoming a CTO, Yvonne discusses how her passion for technology and missions led her to GMO.The GMO AI Strategy: Yvonne emphasizes starting with vision and mission over technical questions, detailing how GMO developed an AI task force and a white paper to guide their approach.Human-First AI Policy: The conversation dives into GMO's foundational commitments, which include biblical alignment, transparency, and keeping a "human in the loop" to enhance—not replace—human ministry.Practical AI Use Cases: Yvonne shares real-world examples of AI in action, from data analysis and finance to grant writing and personalizing outreach, illustrating how it frees up missionaries for deeper discipleship.Security & Ethics: A critical look at the risks of AI, including data privacy (PII) and the importance of using secure, private AI environments rather than free, public tools.The Future of Missional AI: An invitation to the Missional AI Conference in San Jose, featuring experts like Dr. John Lennox and Pat Gelsinger, to discuss the theological and practical implications of AI.Be sure to listen to the full episode.Resources:Missional.aiYvonne’s LinkedInPractical AI Podcast
- Jun 2, 202514 min
#93 - Blending AI with AU: Pathway to Victory’s Secret Formula for Engaging Hispanics
Featuring Kendell Stellfox, Executive Director of Partnerships with Kerux GroupRecorded live at the Digital Ministry Conference 2025.In this insightful session from the 2025 Digital Ministry Conference, Kendell Stellfox—Executive Director of Partnerships at The Kerux Group—challenges ministry leaders to stop and consider not just what content they produce, but who it's for and how it’s received. As demographic shifts redefine our cultural landscape, Kendell unpacks the critical need to contextualize ministry content in a way that meaningfully connects with emerging audiences—especially the growing Latino population in the U.S.Rather than simply translating English sermons or content into Spanish and calling it outreach, Kendell presents a compelling case for heart-level connection—grounded in empathy, strategy, and cultural understanding. He shares the journey of Pathway to Victory as a model: a ministry that thoughtfully reimagined its messaging for the Latino audience and experienced exponential reach and impact.For digital marketers, pastors, and ministry leaders, this session is packed with valuable insights:Why demographic shifts demand new strategies for engagementThe pitfalls of relying solely on AI for content creationHow to contextualize your message to resonate with multicultural audiencesA real-world success story of Pathway to Victory's Latino outreachTune in to hear how your ministry can multiply its kingdom impact by blending the speed and scale of AI with a deep understanding of audience culture—and walk away with a framework for reaching the next generation with relevance and compassion.Resources Mentioned in the Episode:Learn more about Pathway to VictoryLearn more about The Kerux GroupText “Kerux Group” to 777007 to receive slides and explore partnership opportunitiesConnect with Kendell Stellfox:LinkedIn: Kendell Stellfox
- May 30, 202525 min
#92 - 5 Ways to Repurpose Your Content with AI
Featuring Kenny Jahng, Founder of AI for Church LeadersRecorded live at the Digital Ministry Conference 2025.In this practical and fast-paced session from the 2025 Digital Ministry Conference, Kenny Jahng—AI educator and founder of AI for Church Leaders—demystifies artificial intelligence for ministry teams by showing how it can help multiply content without multiplying effort. With real-world examples and contagious energy, Kenny shares five proven ways ministries can repurpose existing content using today's AI tools—making what you already have go further and work harder across platforms.Using his MIX framework (Modular, Interactive, Cross-Channel), Kenny challenges content creators to think beyond one-time posts and start building scalable systems. You’ll discover how AI can take sermons, webinars, and PDFs and turn them into podcasts, social media carousels, email courses, and more—with minimal time and budget.For digital marketers, pastors, and ministry leaders, this session is packed with valuable insights:How to use Google NotebookLM to create podcast-style conversations from static contentWays to turn long-form video into snackable clips using tools like SermonShotsHow to generate AI-powered email courses from just a slide deckStrategies for transforming key quotes into visual content—at scale, using Canva and CSVsWhy now is the time to train your own “AI doppelgänger” for personalizing ministry contentTune in to this episode for a whirlwind tour through today’s most practical AI tools and leave with a renewed vision of how to extend your message without overextending your team. If you're overwhelmed by AI, this session will replace that fear with inspiration and give you a concrete starting point.Resources Mentioned in the Episode:Google NotebookLM – Create podcast-like conversations from documentsSermonShots – AI video tool for generating sermon clipsCanva Bulk Create – Automate social graphics with CSVsAiForChurchLeaders.com – Kenny’s training site and workshop hubConnect with Kenny Jahng:LinkedIn: Kenny Jahng
- May 29, 202516 min
#91 - Using AI Chat for Ministry
Featuring Chase Cappo, Director of Enterprise AI Division, and Brianne Shaw, Senior Product Marketing Manager, with Gloo AI Recorded live at the Digital Ministry Conference 2025.In this inspiring and practical session from the 2025 Digital Ministry Conference, Brianne Shaw and Chase Cappo from Gloo AI unpack the remarkable ways ministries are already using conversational AI to deepen engagement, spark gospel conversations, and meet people in their moment of need. Framed around three key questions—Is AI good or bad? What can it do? And how can my ministry use it?—this session moves quickly from theory to testimony.You’ll hear powerful praise reports from ministries like Hope with God, KCBI, Answers in Genesis, and One Community Church—each showing how AI chat tools are driving real kingdom impact. From tens of thousands of gospel-centered interactions to smarter resource recommendations and emotionally attuned fundraising strategies, this isn’t a conversation about the future—it’s happening now.For digital marketers, pastors, and ministry leaders, this session is packed with valuable insights:Why AI chat is more effective than search bars at starting deep, gospel-centered conversationsHow ministries are using AI to surface real-time needs like anxiety, spiritual doubt, and assurance of salvation—and respond with timely resourcesCreative applications like student outreach through QR codes and real-time sermon video integrationsHow AI chat reveals hidden data trends to shape content, donor appeals, and resource creationDon’t miss this podcast if you’re exploring how AI fits into your ministry. You’ll walk away with fresh vision, tested strategies, and encouragement to step into innovation with integrity—anchored in Scripture, human flourishing, and the Great Commission.Resources Mentioned:Hope with God AI AssistantKCBI Radio – Listener-Supported Christian StationAnswers in Genesis AI AssistantOne Community ChurchGloo AI Ministry ToolsConnect with Gloo AI Speakers:LinkedIn: Brianne ShawLinkedIn: Chase Cappo
- May 28, 202520 min
#90 - How to get a 360 View of Your Audience
Featuring Josh Kashorek, Five Q Recorded live at the Digital Ministry Conference 2025.In this insightful session from the 2025 Digital Ministry Conference, Josh Kashorek—Director of Marketing at Five Q—invites ministry marketers into the world of unified data strategy. Using the analogy of a puzzle, Josh challenges ministries to think beyond their CRMs and instead explore how disconnected data across platforms is limiting their ability to truly understand audience behavior.With humor, clarity, and deep experience in performance marketing, Josh shares how many ministries are sitting on a goldmine of underutilized insights. Drawing from a case study analyzing over 225 million data points across 3,000 tables, he uncovers surprising behavioral trends—such as how those who download multiple lead magnets are exponentially more likely to give, purchase, and engage in discipleship activities.For ministry marketers, this session offers rich takeaways:Why your CRM is just one piece of the audience puzzleHow to identify highly engaged users—and why that matters for retention and givingThe importance of asking the right strategic questions before building your data infrastructurePractical steps to break down data silos and start seeing your audience more clearlyIf your ministry team is wrestling with fragmented data, unclear user journeys, or missed opportunities for deeper engagement, this podcast is for you. Josh doesn’t just highlight the challenges—he offers a roadmap forward. Whether you're just beginning to think about audience insights or you're ready to build predictive models, you'll walk away with practical steps to unify your data and multiply your impact.Resources Mentioned in The Episode:Five QMinistry Impact PlatformContent Marketing Institute 2024 BenchmarksConnect With Josh Kashorek:LinkedIn: Josh Kashorek
- May 27, 202543 min
#89 - Biblical Framework for Understanding and Using Artificial Intelligence
Featuring John Dyer, Dallas Theological SeminaryRecorded live at the Digital Ministry Conference 2025.In a thought-provoking keynote from the 2025 Digital Ministry Conference, John Dyer—programmer, theologian, and Vice President at Dallas Theological Seminary—explores the complex intersection of faith, humanity, and artificial intelligence. Far from another tech how-to session, this talk lays a deeply biblical foundation for how Christian leaders can approach AI not with fear or naïveté, but with wisdom, humility, and theological clarity.Dyer walks ministry leaders through a full biblical framework—from creation to redemption—to challenge the common myth that technology is morally neutral. Instead, he argues, every tool we use shapes not only what we do, but who we become. Whether you’re building marketing automations, experimenting with generative AI, or just trying to keep pace with rapid innovation, Dyer invites you to pause and ask: What kind of people and communities are we forming through this technology?For digital marketers, pastors, and ministry technologists, this session is packed with valuable insights:Why technology is not neutral—and what that means for ministry teams using AIHow the image of God shapes our understanding of creativity, responsibility, and ethical boundariesInstances where using AI enhances your mission—and when it might hinder spiritual depth or formationHow to lead your ministry into digital innovation without losing its soulTune in to this podcast for a theologically rich perspective on artificial intelligence, and walk away with a deeper conviction: our tools may be powerful, but it is God who transforms hearts. Let’s steward innovation with care, clarity, and a vision rooted in the gospel.Resources Mentioned in the Episode:BestCommentaries.com – Dyer's commentary review tool used by over half a million pastors annuallyY’all Version Bible – A translation project reflecting second-person plural in ScriptureWorship.AI (Archive) – Early generative AI project from 2017Center for AI Safety – Resources on existential and ethical risks of AIPraxis Labs Redemptive Tech Framework – A gospel-centered framework for technology developmentGloo.AI – Ministry tech support organization with AI use guidanceConnect with John Dyer:LinkedIn: John DyerWebsite: j.hn
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About Ministry At Scale
The Ministry at Scale Podcast brings you the latest trends, interviews with experts and practical tips to help your ministry multiply it's impact. Brought to you by Five Q a digital agency with a kingdom impact. If you want to know how to grow your ministry in the digital space this podcast is for you.
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