Building Identity-Centered Wealth — Bridge Jackson on OUInvest.ai, Inclusivity, and Empowering Communities
Release Date: 08/03/2025
Tait Covert on Building Sentry Computing and Practical IT Leadership
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Tait Covert, President and CEO of Sentry Computing, to talk about building a service-first managed IT company and what it really takes to support small and mid-sized businesses. Tait shares his path into entrepreneurship, how his background in retail sales, graphic design, and project management shaped his approach to IT, and why clear communication and transparent guidance matter more than technical jargon. He explains how Sentry Computing delivers contract-free managed IT services, prioritizes cybersecurity and...
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Shonta Riles on Building Poppin Notary, Community Trust, and Expanding a Local Service Business
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Shonta Riles, CEO and founder of Poppin Notary, to talk about building a trusted local service business, expanding beyond traditional notary work, and staying deeply connected to the community. Shonta shares how he launched Poppin Notary in 2016, what it took to earn trust in an industry built on accuracy and reliability, and why customer service is the real differentiator for small businesses. He explains how his background hosting the Deprogram Talk Radio Show sharpened his communication skills and helped him connect with...
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Taylor Black on AI, Startups, Microsoft, and Building a Life Through Foster Care and Adoption
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Taylor Black for a wide-ranging conversation that spans AI, startups, big tech, and family life. Taylor shares his experience working at Microsoft, where he’s been close to how AI is being built, adopted, and misunderstood inside large organizations. He talks about how startups and founders should think about AI realistically not as hype, but as a tool that rewards clarity, discipline, and execution. Beyond tech, Taylor opens up about his family’s journey through fostering and adoption, what it’s taught him about...
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Scott Strong on Sales Discipline, Customer Service and Building a Service-First Business
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Scott Strong, founder of Strong Fiber Systems, to talk about building a service-first business in the telecom industry and why sales discipline and customer service still matter in a world obsessed with automation. Scott shares his journey into entrepreneurship, how he built Strong Fiber Systems by focusing on relationships and trust, and why doing the unscalable work, personal outreach, follow-ups, and real conversations creates a lasting competitive advantage. He explains the difference between motivation and discipline in...
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Brandie Henry on Communication, Dance, Hip Hop, Leadership and Serving Youth and Families
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Brandie Henry. A communication coach, consultant, educator and community advocate whose work bridges personal development, professional leadership, youth services and creative expression. Brandie runs S4S Management, where she coaches leaders on communication, clarity and emotional intelligence, while also serving the community through her work with Southwest Youth and Family Services (SWYFS). Brandie shares how her early foundation in dance shaped her understanding of expression, confidence and presence long...
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Liz Galloway on Adventure, Branding, Storytelling and Building a Life Without Limits
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Liz Galloway a global brand strategist, PR pro, experiential marketer, storyteller, TEDx curator, wellness advocate, and adventure-driven entrepreneur. Liz’s work spans luxury hospitality, wellness retreats, publishing, consulting, media production and high-impact brand development across Central America, Europe and the U.S. Liz shares how she built a life and career around curiosity, creativity and courage blending strategy with soul to help brands cut through noise and connect with people on a deeper level. She and Jason...
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HR Laws Every Small Business Owner Must Follow: A Practical Breakdown for Companies with 49 or Fewer Employees
The Jason Cavness Experience
In this solo livestream episode, Jason Cavness walks small business owners through the HR laws you must follow when you have 49 or fewer employees. Jason draws from more than 30 years of HR experience, 25 years as a retired U.S. Army officer, and over a decade working with startups to explain complicated HR rules in a simple, practical way. Jason covers what federal government actually requires, why most HR mistakes come from confusion rather than bad intent, and how ignoring even one rule can lead to fines, audits, lawsuits, and massive headaches for small business owners. Using...
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Marketing, Mindset, and Modern Strategy with Nicholas White
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Nicholas White. A Seattle-based marketing strategist, startup advisor, entrepreneur, and operator with experience at Amazon, Microsoft, and multiple early-stage ventures. Nick has led digital marketing programs for major B2B/B2C brands, driven pipeline expansion, advised early-stage founders, and built systems that blend creativity, data, and practical execution. His approach to modern marketing is shaped by curiosity, experimentation, and a deep understanding of customer psychology. Jason and Nick dive into how marketing is...
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Inside the Founder Grind: HR Laws, Wefunder, Startups, and Building in Public — Jason Cavness Live
The Jason Cavness Experience
In this solo episode of The Jason Cavness Experience, Jason goes live to break down everything he’s building across CavnessHR, the Wefunder campaign, HR law education, livestreaming strategy, and the behind-the-scenes founder grind people rarely talk about. Jason talks through his work on the HR Laws Livestream Deck, what small businesses keep getting wrong about HR compliance and why he’s pushing hard to create accessible education for founders who can’t afford expensive consultants. He also gives an update on the CavnessHR Wefunder campaign, the ebooks rollout, the Builders Club,...
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The Legend Behind 300+ Games: Culturalization, Creativity & Courage with Kate Edwards
The Jason Cavness Experience
In this episode of The Jason Cavness Experience, Jason sits down with Kate Edwards. An award-winning 30+ year leader in the global game industry, culturalization pioneer, former Executive Director of the IGDA, former head of the Global Game Jam, CEO of Geogrify, and CXO/Co-Founder of SetJetters. Kate has worked on more than 306 games across genres including RTS, FPS, racing, horror, and AAA franchises like Age of Empires, Battlefield, Mad Max, Jade Empire, and Indiana Jones. She is widely known for establishing the discipline of game culturalization, helping studios navigate geography,...
info_outlineBridge Jackson is the Founder and CEO of OUInvest.ai, a bold and inclusive fintech platform helping African American women and LGBTQ+ communities build generational wealth through identity-centered investing. With a background in finance, culture, and equity, Bridge is redefining what it means to invest—with authenticity, accessibility, and unapologetic empowerment.
Episode Highlights
• How OUInvest.ai helps marginalized communities build generational wealth
• Why financial education must include identity, culture, and context
• Bridge’s journey from Seattle University MBA to fintech founder
• What hip hop, spirituality, and authenticity teach us about leadership
• The future of AI, finance, and community-driven innovation
Call to Action (CTAs)
Full archive and show notes: https://www.thejasoncavnessexperience.com
Invest in CavnessHR: https://wefunder.com/cavnesshr
Download 7 free startup eBooks: https://www.buildcavnesshr.com/ebooks
Join the Builders Club: https://www.buildcavnesshr.com/buildersclub
Guest Bio (Condensed)
Bridge Jackson is the Founder and CEO of OUInvest.ai, a fintech platform designed to make investing empowering, inclusive, and culture-forward for African American women and LGBTQ+ communities. A Seattle University MBA graduate with a concentration in finance, Bridge combines tech, equity, and education to create access to generational wealth. Her leadership is unapologetically authentic—driven by clarity, purpose, and a mission to flip the script on who gets to build wealth.
Guest Links
LinkedIn – https://www.facebook.com/bridget.jackson.965
Website – https://ouinvest.ai
Instagram – https://www.instagram.com/ouinvestai
TikTok – https://www.tiktok.com/@ouinvestai
Bridge’s Advice
“Never give up on what you’ve got going on. Life is gonna happen—that’s inevitable. You just gotta keep going and trust that the universe has your best interests at heart. When you close your eyes and know that one day you’ll be at Wall Street ringing the bell with your company—that’s what it is. That’s what it’ll be.”
Sponsors
Breeze Docs – The AI-powered RFP platform helping SMBs cut proposal times by up to 80%.
Mention The Jason Cavness Experience for a free upgrade from Breeze Solo to Breeze AI+ (valued at $6,000).
Learn more: https://www.breezedocs.ai/rfp-response-software-jason-caveness
CavnessHR: Seattle’s Got Tech — July 30
Join us at the Seattle Chamber of Commerce to see 16 early-stage startups demo their products — no pitch decks, just real tech. Featuring keynote by Kevin Goldsmith.
RSVP: https://lu.ma/v8ihldrg
Topics Discussed (for Libsyn Notes)
• Building OUInvest.ai and empowering underserved investors
• Financial literacy, culture, and community-driven wealth
• Hip hop, authenticity, and leadership style
• The power of inclusivity and identity in finance
• LGBTQ+ wealth-building and systemic barriers
• Fantasy investing leagues inspired by sports
• Mental resilience, rest, and personal growth
• Spiritual awakening and self-awareness in business
• Networking, imposter syndrome, and perseverance
• AI, ethics, and the future of finance and jobs
• The importance of values-driven entrepreneurship