The Disciplined Troublemakers

By: Scott Shagory
Listen for free

  • Summary

  • The Disciplined Troublemakers Podcast is a weekly show exploring how technology CEOs and their teams are scaling, expand profitability, and exiting their companies – on their terms. Hosted by Scott Shagory, Disciplined Troublemakers is designed to provide technology CEOs and leaders with insights they can use immediately in their companies and organizations.
    Copyright Heartcast Media
    Show More Show Less
Leadership Marketing Economics
Show More Show Less
activate_samplebutton_t1
Episodes
  • Buying Profitable Businesses with Managing Partner Daniel Sweet

    Buying Profitable Businesses with Managing Partner Daniel Sweet
    May 20 2024
    Welcome back to The Disciplined Troublemakers. In this episode, we explore forecasting and financial systems for risk mitigation and business performance. Daniel shares a story of a startup with cash flow problems despite a successful product, emphasizing the need for financial management. We discuss strategies for tech CEOs to increase company value through profit generation, recurring revenue, and task delegation. We also address the aspects of preparing a business for sale, including planning, externalizing finances, and using technology for growth.

    Join us to enhance your business skills and position your company for success. Let's dive in!

    Quotes

    "In our ideal world, sales keep the operator constantly scrambling. That's the right level of growth." - Daniel Sweet

    "If your profit is fine-tuned to break even and avoid taxes, that's great until you sell, because a multiple of zero is zero." - Daniel Sweet

    Featured in this Episode

    Daniel Sweet
    Linkedin: https://www.linkedin.com/in/danielrsweet
    Website:https://www.sweetviewpartners.com/
    https://thekeyssummit.com/

    Chapters
    00:00- Introduction
    07:19- Market Gaps & Bootstrapped Entrepreneurs
    11:32- Struggles in Small Business Management
    19:04- System Challenges & Instant Insights
    22:34- Retaining Ownership: Strategy Discussion
    24:25- Consequences of Poor Financial Planning
    29:04- Exponential Growth: Contact Scott at Purple Finch
    30:53- Leveraging Experience for Growth
    35:47- Tech for Efficiency, Not Job Cuts
    38:23- CRM & Staff Training for Success
    39:37- Practical SaaS and Tech Strategies
    44:40- Navigating Financial Uncertainties
    46:27- Financial Focus for Successful Selling
    50:40- Summit for Freedom & Happiness
    52:49- Complimentary Speaker Access
    57:20- Effective Tools for Small Businesses
    59:24- Outro

    Powered by http://heartcastmedia.com
    Show More Show Less
    1 hr
  • Owning Your Tech Company's Financial Truth with Anthony Nitsos

    Owning Your Tech Company's Financial Truth with Anthony Nitsos
    May 6 2024
    In Episode 4 of The Disciplined Troublemakers, our exceptional guest Anthony Nitsos delves into the SaaS industry's evolution towards a targeted go-to-market approach. Explore product pricing strategies and negotiation dynamics, influenced by business expert Frederick Pohl. Uncover Anthony's expert guidance on navigating SaaS finance and overcoming market disruptions. Gain valuable insights into the CFO's pivotal role in managing cash flow and key metrics like ARR and NRR. Join us for an in-depth exploration of the SaaS landscape, filled with practical advice for CEOs and founders tackling today's obstacles.


    Quotes

    "Businesses empower individuals to fulfill responsibilities and care for loved ones effectively." - Anthony Nitsos

    "Every decision impacts profit and cash flow. Understanding their origins improves effectiveness, especially for C-suite executives."- Anthony Nitsos


    Featured in this Episode

    Anthony Nitsos
    LinkedIn: ​​ https://www.linkedin.com/in/anthonynitsos
    Website: http://www.saasgurus.io/


    Chapters

    00:00 - Introduction
    03:51 - Operations: Cash runway and sales growth vital
    08:01 - Shorter CEO terms allow more focus
    12:11 - Consistency in strategy and vision is crucial
    14:42 - Understanding value of recurring revenue and evaluation
    18:05 - Problem? Bring a solution, valuable for clients
    23:03 - SaaS Gurus help CEOs price contracts strategically
    24:28 - Negotiation involves determining what market will bear
    27:32 - $500,000 ACV, $50,000 Contract: CFO's Focus
    32:56 - Shifting to exponential growth, struggling VC-backed SaaS companies
    36:10 - Valid product, strong market strategy crucial. Executing both
    37:55 - CFO role extends beyond finance, sales, marketing
    41:05 - Overcoming technical details to move forward successfully
    44:35 - Exciting and dynamic place for teams and technology
    54:44 - Outro

    Powered byhttp://heartcastmedia.com
    Show More Show Less
    55 mins
  • Addressing Hallucinations - LLMs You Can Trust with Scott Cohen

    Addressing Hallucinations - LLMs You Can Trust with Scott Cohen
    Apr 22 2024
    Welcome back to Disciplined Trouble Makers! In this episode, we'll dive into the AI world with Scott Cohen from Jackson AI, known for groundbreaking work with the Department of Defense. Scott explores AI's ROI, scalability, and the buzz around AI hallucination. Uncover Jackson AI's unique strategies and the importance of human creativity in the age of advanced AI. Discover their commercial shift and funding goals, bringing AI capabilities to the forefront. Tune in to learn how Jackson AI combines innovation with confidence for the future of AI.


    Quotes

    "If we solely relied on AI, the spark of creativity would be lost. Instead, AI's true power lies in empowering us to reach new heights." - Scott Cohen

    "Maintaining a human element in AI operations ensures guidance towards tasks and broader objectives." - Scott Cohen


    Featured in this Episode

    Scott Cohen
    LinkedIn: ​​https://www.linkedin.com/in/scottncohen
    Website: http://jaxon.ai/


    Chapters

    00:00 - Introduction
    04:04 - Focus on Specific Industries for AI
    09:46 - Verification for Token Prediction Models
    11:35 - Hallucinations vs Inaccuracies in Transformer Models
    15:39 - Efficient AI Building with DETAIL Tool Chain
    19:39 - Cooking Skills: Learning and Adapting
    20:19 - Enterprise Costs and Impact Inquiry
    24:27 - Human-Driven Decision-Making
    28:12 - Scott Shagory Interviews Scott Cohen on Fundraising
    32:04 - Commercial vs. Government: Value Propositions
    34:46 - Balancing Human Uniqueness with AI in Business
    37:03 - Human-AI Communication in the Workplace
    41:53 - Collaboration Issues in AI Project Failures
    45:10 - Navigating Organizational Hierarchy Challenges
    47:07 - Importance of Educational Outreach in Data Science Teams
    52:50 - Conclusion
    Show More Show Less
    53 mins

What listeners say about The Disciplined Troublemakers

Average customer ratings

Reviews - Please select the tabs below to change the source of reviews.

Audible.co.uk reviews

Amazon reviews
No Reviews are Available