1,300 episodes

Startup Hustle is a podcast for entrepreneurs, by entrepreneurs.  With the mission of telling the real story of startups and entrepreneurs, topics range from funding to failure and beyond.  If you want to start, own, or build a business then you're in the right place.   

Startup Hustle Startup Hustle

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Startup Hustle is a podcast for entrepreneurs, by entrepreneurs.  With the mission of telling the real story of startups and entrepreneurs, topics range from funding to failure and beyond.  If you want to start, own, or build a business then you're in the right place.   

    The 7 Types of a CTO

    The 7 Types of a CTO

    Ever heard the term "CTO" and wondered what it actually means? In the wild world of startups, the role can be a bit of a mystery. 

    In this episode, we're joined by Adelina Chalmers, also known as the "Geek Whisperer." Buckle up as we dissect the ever-evolving role of a startup CTO. We'll crack open the code on how CTOs can translate techie jargon into investor gold, and explore the crucial (but often overlooked) skill of self-awareness for these tech titans.

    This episode is packed with insights to help you:


    Understand the evolving role of a startup CTO
    Identify your ideal CTO strengths and weaknesses
    Align technology with your business goals for success
    Overcome common CTO challenges and avoid burnout

    Don't miss this essential guide for anyone navigating the exciting, and often messy, world of CTO roles!

     

     

    Find Startup Hustle Everywhere:

    https://gigb.co/l/YEh5

     

    This episode is sponsored by Full Scale:

    https://fullscale.io/

     

    Visit the Geek Whisperer’s Associates website: 

    https://www.geekwhisperer.co.uk/ 

     

    Learn more about Adelina Chalmers:

    https://www.linkedin.com/in/adelinachalmers/ 

     

    Sign up for the Startup Hustle newsletter:

    https://newsletter.startuphustle.xyz/ 

     

    Highlighted Discussion Points


    CTO roles in startups, evolution, and responsibilities. 0:33
    CTO roles and responsibilities in startups, with a focus on self-awareness and understanding one's strengths and weakness. 6:03
    Different types of CTO roles, including technical visionary, business strategist, and more. 14:33
    CTO roles, sales, and marketing in tech companies. 20:28
    Importance of understanding customer needs for software development and business success. 25:02
    CTO roles, challenges, and strategies for success. 30:39

     
    See omnystudio.com/listener for privacy information.

    • 39 min
    Pivoting & Bootstrapping to 1000 Customers

    Pivoting & Bootstrapping to 1000 Customers

    Ever gotten hit with a chargeback? You're not alone. In this episode, we dive into the world of e-commerce fraud with Qi Cao, the co-founder and CEO of Chargeblast, a company helping merchants fight back against unfair chargebacks.

     

    Qi Cao went from scientist to entrepreneur after experiencing the pain of chargebacks firsthand. Now, he's helping businesses win back revenue and avoid costly disputes. But Chargeblast's journey wasn't always smooth sailing. We'll hear how Qi Cao pivoted from B2C to B2B, bootstrapped his company, and leveraged data to achieve explosive growth.

     

    We'll also discuss:

     


    Chargebacks in e-commerce: Why merchants lose most disputes, and how to fight back.
    Bootstrapping and growth strategies: How Chargeblast achieved success without venture capital.
    Cost-saving hacks for startups: Cutting costs with AI tools and data-driven decisions.
    The future of AI in FinTech: Separating hype from reality.

     

    So buckle up, entrepreneurs! This episode offers insights to help you win the chargeback battle and grow your business.

     

     

    Find Startup Hustle Everywhere:

    https://gigb.co/l/YEh5

     

    This episode is sponsored by Full Scale:

    https://fullscale.io/

     

    Visit the Chargeblast website: 

    https://www.chargeblast.com/ 

     

    Learn more about Qi Cao:

    https://www.linkedin.com/in/xiuqi-cao/ 

     

    Sign up for the Startup Hustle newsletter:

    https://newsletter.startuphustle.xyz/ 

     

    Highlighted Discussion Points


    Chargeblast is a startup that helps merchants maintain low chargeback rates by alerting them before payment processors. 0:31
    Chargebacks in e-commerce, with insights on industries affected and strategies for resolving disputes. 8:47
    Bootstrapping, unit economics, and growth strategies for startups. 13:06
    Advertising strategies for early-stage companies, focusing on targeting and margin growth. 18:45
    Cost-saving strategies for businesses, including using AI tools and tracking ROI. 23:48
    AI in finance, Chargeblast's product, and entrepreneurship advice. 30:21
    See omnystudio.com/listener for privacy information.

    • 38 min
    The Power of Knowledge & Bootstrapping for 20 years

    The Power of Knowledge & Bootstrapping for 20 years

    Tired of your tedious onboarding routines for new hires and useless knowledge bases no one seems to use?

    This episode of Startup Hustle is your guide to conquering knowledge transfer in the digital age. We chat with Greg DeVore, CEO of ScreenSteps, a software platform that's helping companies slash onboarding times and boost employee productivity.

    In this episode, you'll learn:


    How to ditch the clunky manuals and build a system for capturing and organizing knowledge fast.
    A sneaky trick to separate foundational knowledge from step-by-step instructions, making training materials easier to digest for everyone.
    Why ScreenSteps is like a helpful but opinionated friend, guiding users through processes with laser focus.
    How AI is revolutionizing knowledge management, reducing onboarding times by a whopping 75%! (But beware of AI's love of bad data!)
    The secrets to running a successful business for 20 years, even with your siblings! (Hint: ditch the ego and embrace collaboration.)

    Whether you're a frustrated new hire drowning in documents or a business leader battling knowledge silos, this episode is packed with actionable insights to help you build a thriving, informed workforce.

     

    Find Startup Hustle Everywhere:

    https://gigb.co/l/YEh5

     

    This episode is sponsored by Full Scale:

    https://fullscale.io

     

    Visit the ScreenSteps website: 

    https://www.screensteps.com

     

    Connect with Greg DeVore:

    https://www.linkedin.com/in/gregdevore  

     

    Sign up for Startup Hustle's newsletter:

    https://newsletter.startuphustle.xyz

     

    Highlighted Discussion Points


    Knowledge transfer and software development with a focus on ScreenSteps, a knowledge operations platform. 0:51
    How to improve knowledge transfer in organizations by separating foundational and actual knowledge. 4:25
    Creating opinionated software for onboarding and training. 8:51
    Using AI to improve knowledge management and employee training. 12:51
    Using AI in software development, including concerns about accuracy and communication. 17:36
    Running a business with brothers for 20 years, raising capital, and aligning with the right investor. 22:51
    Knowledge transfer and growth strategies for businesses. 27:35
    Changing market behavior and using AI in regulated industries. 33:39

     
    See omnystudio.com/listener for privacy information.

    • 40 min
    The Evolving Role of the CTO

    The Evolving Role of the CTO

    In this compelling episode, join Matt Watson as he sits down with Stefan Schmidt, a seasoned CTO coach and author of the acclaimed book "Amazing CTO." Together, they discuss the pivotal role of a Chief Technology Officer (CTO), exploring crucial insights on when to bring one on board and the critical errors to avoid in the selection process.

    Stefan underscores the importance of idea validation before engaging a CTO or developer and suggests starting with a PowerPoint slide deck to gather feedback. Moreover, he advocates for aligning with a co-founder who not only shares the product vision but also has industry expertise.

    As the conversation unfolds, Stefan navigates the intricacies of company expansion, underscoring the pivotal role of delegating tasks and strategically appointing team leaders. He underscores the critical need for CTOs to shift towards strategic direction, avoiding the trap of being consumed by routine coding tasks.

    Leveraging his wealth of experience, Stefan's book serves as a treasure trove of wisdom, providing CTOs with 140 actionable rules meticulously tailored to their needs. From mastering delegation techniques to nurturing employee growth and circumventing common challenges, his insights offer indispensable guidance for navigating the ever-evolving realm of technology leadership.

     

    Takeaways


    Validate your idea before hiring a CTO or developer
    Find a co-founder who shares the product vision and has experience in the industry
    Delegate tasks and hire team leads as the company grows
    Focus on strategy and vision as a CTO, rather than getting caught up in day-to-day coding

     

    Find Startup Hustle Everywhere:

    https://gigb.co/l/YEh5

     

    This episode is sponsored by Full Scale:

    https://fullscale.io

     

    Visit the Amazing CTO website: 

    https://www.amazingcto.com

     

    Learn more about Stephan Schmidt:

    https://www.linkedin.com/in/stephanjschmidt

     

    Sign up for the Startup Hustle newsletter:

    https://newsletter.startuphustle.xyz 

     

    Highlighted Discussion Points


    Validating startup ideas before hiring developers. 0:51
    Finding a technical co-founder for a startup. 5:22
    Hiring a CTO for early-stage startups, with insights on product vision, ownership, and team leadership. 10:13
    Challenges faced by CTOs in scaling their teams, including delegation, team leads, and maintaining technical expertise. 17:30
    CTOs prototyping and delegating tasks to bring joy to the job. 26:37
    CTO coaching, delegation, and leadership challenges. 30:47

     
    See omnystudio.com/listener for privacy information.

    • 37 min
    From Sales Guy to Tech Founder

    From Sales Guy to Tech Founder

    In this episode of Startup Hustle, Matt Watson interviews Robby Yates, co-founder and Chief Everything Officer of FollowApp, a networking software company. They discuss Robbie's journey from being a salesperson to becoming an IT guy and starting his own company. They also talk about the importance of networking, the challenges of being a non-technical founder, and the benefits of white labeling. Robby shares tips for effective networking and emphasizes building a strong team and listening to others. He also highlights the importance of perseverance and believing in oneself as an entrepreneur.

    Important Takeaways


    Networking is a valuable tool for entrepreneurs and should be approached with intention and a focus on helping others.
    Building a strong team and listening to advisors are crucial for success as a non-technical founder.
    White labeling can be a game changer for a business, allowing for easier promotion and increased revenue.
    Effective networking requires being yourself, not wearing a mask, and following up with contacts.
    Raising funds can be challenging, but networking events can lead to unexpected opportunities.
    It's important to embrace rejection and keep going, believing in oneself and the value of the product or service being offered.

    Don't miss this insightful conversation about becoming a non-tech founder in the tech world. 

     

    Find Startup Hustle Everywhere:

    https://gigb.co/l/YEh5

     

    This episode is sponsored by Full Scale:

    https://fullscale.io

     

    Visit the Follow App website: 

    https://thefollowapp.co 

     

    Learn more about Robby Yates:

    https://www.linkedin.com/in/robert-yates-130105 

     

    Sign up for the Startup Hustle newsletter:

    https://newsletter.startuphustle.xyz

     

    Highlighted Discussion Points


    Creating a software company, challenges and lessons learned. 0:31
    Entrepreneurship, trust, and business growth. 6:03
    Pricing sensitivity and value-based pricing, with a focus on B2B vs. B2C. 10:53
    White labeling software, networking, and app deployment. 12:43
    Networking strategies for introverts and extroverts. 17:49
    Using software to manage networking at events. 22:33
    Entrepreneurship, networking, and fundraising challenges. 25:41
    Building a tech company, overcoming challenges, and staying motivated. 30:44

     
    See omnystudio.com/listener for privacy information.

    • 35 min
    Navigating FinTech Challenges and Charitable Giving Tech Solutions

    Navigating FinTech Challenges and Charitable Giving Tech Solutions

    Join us as Chase Harmer, a seasoned entrepreneur with over 20 years in the fintech industry, dives deep into the challenges and innovations of building a fintech company with heart. In this episode, we explore the intersection of financial technology and charitable giving through Chase's latest venture, Wishes—a platform designed to transform how we support causes we care about.

    Episode Highlights:


    The Genesis of Wishes: From overcoming compliance hurdles to raising $30 million, Chase shares the behind-the-scenes of starting and scaling a fintech venture focused on solving real-world problems, such as hotel booking issues and incentivizing charitable donations with cashback rewards.
    A New Era for Charities: Discover how Wishes is redefining charitable giving by ensuring transparency, reducing administrative costs, and enhancing donor engagement through innovative features like virtual cards and a rewards system.
    Blockchain Meets Charity: Learn about the role of blockchain in fintech and how Wishes utilizes this technology alongside traditional systems to create a hybrid model that promotes transparency and efficiency in charitable transactions.
    The Cost of Innovation: Chase breaks down the financial realities of building a fintech company—from the initial $2 million launch cost to ongoing platform and compliance expenses.
    Strategic Nonprofit Partnerships: Hear how Wishes is not just a tech platform but a community builder, fostering strong connections between nonprofits and donors, and addressing challenges like homelessness through financial technology.
    Looking Ahead: Chase discusses the future of fintech in the nonprofit sector and his vision for scaling Wishes to ensure a positive impact on the charity landscape.

    Don't miss this insightful conversation about the fusion of technology and philanthropy, where passion meets purpose in the fintech space.

     

    Find Startup Hustle Everywhere:

    https://gigb.co/l/YEh5

     

    This episode is sponsored by Full Scale:

    https://fullscale.io

     

    Visit the Wishes Inc. website: 

    https://www.wishes.inc

     

    Learn more about Chase Harmer:

    https://www.linkedin.com/in/chase-harmer-657a5b5

     

    Sign up for the Startup Hustle newsletter:

    https://newsletter.startuphustle.xyz

     

    Highlighted Discussion Points


    Entrepreneurship, FinTech, and building a charity-related FinTech company. 0:32
    Building a tech company in FinTech, compliance challenges, and scaling. 3:42
    Charity platform Wishbone, its features, and how it solves problems in the charity space. 9:48
    Charity work and nonprofit alignment in FinTech industry. 15:31
    Blockchain technology and its potential in the financial industry, with a focus on transparency and revenue generation for non-profit organizations. 18:07
    The high costs of building and maintaining a FinTech company, including compliance, platform fees, and ongoing expenses. 23:45
    Startup challenges and nonprofit fundraising strategies. 29:08
    Nonprofit fundraising and payment processing. 31:38
    Disrupting the nonprofit charitable giving industry with innovative technology. 37:01
    See omnystudio.com/listener for privacy information.

    • 41 min

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