Confessions of an IT Business Owner Podcast

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Confessions of an IT Business Owner Podcast

Tune in to hear inspirational, honest stories about what it takes for a tech business to survive and thrive, from some of your favorite leaders in IT. Brought to you by ConnectBooster’s President and Co-Founder, Ryan Goodman.

  1. Brad Gross | Protecting Your MSP’s Assets in an Increasingly Risky IT Environment

    23/02/2022

    Brad Gross | Protecting Your MSP’s Assets in an Increasingly Risky IT Environment

    In this episode, IT services-specialized attorney Brad Gross shares his experiences, advice and expertise on technology businesses and liabilities, including cybersecurity concerns, with host Ryan Goodman. From the complexities of protecting your firm’s assets and delivering a dynamic portfolio of managed services to constructing the right contracts and agreements, the duo hit on many legal aspects associated with running an MSP. Gross discusses the rise of new regulatory and industry compliance measures and other changes being driven by insurance companies and local, state and federal legislation. How will the services you deliver and the data your MSP manages affect your legal and financial liabilities? MSPs must pay attention to the shifting landscape to protect their own businesses. Properly designed services agreements and contracts can help minimize those risks. How can IT business owners build the right protections into their quotes for new and existing clients? Listen to this insightful episode of Confessions of an IT Business Owner for the answers to those business-critical questions.

    40min
  2. Gregg Lalle | MSPs are the Drivers of Innovation and Transformation

    26/01/2022

    Gregg Lalle | MSPs are the Drivers of Innovation and Transformation

    In this episode, ConnectWise SVP, International Sales and Strategy Gregg Lalle shares his thoughts on the channel’s future with host Ryan Goodman. From advances in managed services tools to the latest cybersecurity, he discusses how technology changes over the past two decades have affected the IT services business. Today’s MSPs have to support a multitude of continually changing advancements and support a growing number of business models and infrastructure designs. While IT services firms are flourishing in this “age of technology” and enjoying a plethora of opportunities and solutions options, keeping up with the fast pace of innovation and continually changing clients' needs can be a real challenge. While dealing with the complexities of innovation and working through issues related to industry consolidation, MSPs still have businesses to manage. How can IT entrepreneurs continue to grow sales and profitability with so many distractions? Tune into this episode of Confessions of an IT Business Owner to find out.

    28min
  3. Kyle Hanslovan | Building a Cybersecurity-Centered MSP

    08/12/2021

    Kyle Hanslovan | Building a Cybersecurity-Centered MSP

    Huntress co-founder and CEO Kyle Hanslovan discusses all things cybersecurity, including why MSPs must take a more active role in defense, with host Ryan Goodman in this information-packed episode. From military recruit to cybersecurity expert and entrepreneur, Hanslovan has the ears of the channel and shares his experiences and insight into one of the most critical technology areas for IT services providers today. One important theme in this episode is the need for MSPs to drive awareness and tighten down defenses. Hackers and ransomware are not going away, and Hanslovan hits hard on the need for vendor transparency to secure the supply chain. It’s not about having a vulnerability, but the response by everyone in the IT ecosystem. How can MSPs succeed in those tough cybersecurity conversations with clients? What are the opportunities, myths and realities in this business-critical and profitable space? Check out this episode of Confessions of an IT Business Owner for all the juicy details.

    35min
  4. Frank DeBenedetto | Strengthening the Sales Process to Maximize Profits

    03/11/2021

    Frank DeBenedetto | Strengthening the Sales Process to Maximize Profits

    In this riveting new episode, host Ryan Goodman covers a couple of valued topics with Frank DeBenedetto, CEO at Two River Technology Group and Founding Partner & CFO at audIT Sales Presentation System. As an early adopter of monthly recurring revenue, Frank understands the value of the MSPs model and the need for efficient sales processes to maximize profits. His experience in the financial services industry and a strong focus on cybersecurity are major differentiators for Two River Technology Group. A solid understanding of the compliance and data protection needs of this vertical helps his team land new clients in this space, and those best practices transfer easily to other businesses. How can IT services professionals strengthen their sales processes and leverage unique expertise to generate new income streams? Check out this episode of Confessions of an IT Business Owner for the lowdown.

    32min
  5. BONUS Episode: ConnectIT Global | Gary Pica | Aiming for the “Gold Standard” of Sales Processes

    25/10/2021 · BÔNUS

    BONUS Episode: ConnectIT Global | Gary Pica | Aiming for the “Gold Standard” of Sales Processes

    TruMethods founder and president Gary Pica discusses the finer points of MSP sales in this informative episode with Connect Booster Executive Vice President, Dan Austin. An expert at building and selling MSPs, Pica now helps his peers reach their full potential as IT business owners. What motivated him to become a serial entrepreneur and a go-to authority in sales and M&A? Pica shares his thoughts on what it takes to build a million-dollar MSP and provides ideas for generating new revenue streams and boosting profitability. From building a high-power sales team to developing new markets and identifying the best prospects, this conversation covers what it takes to succeed in the managed services arena. How should MSPs adapt their sales and business practices to maximize MRR and cash flow? Listen to this latest episode of Confessions of an IT Business Owner for all the details.

    38min
  6. Frank Vitagliano | Scaling and Innovating with IT Distribution

    17/09/2021

    Frank Vitagliano | Scaling and Innovating with IT Distribution

    IT Hall of Famer and Global Technology Distribution Council (GTDC) CEO Frank Vitagliano discusses the growing and rapidly transforming value of IT distribution with host Ryan Goodman. With the continued rise of the cloud and evolving workplaces, MSPs and vendors can benefit greatly from these key industry partnerships In addition to providing an overview of the health of distribution with consolidation and all the new investments, Frank shares his insight on the latest tools, offerings, and support programs that empower channel partners. Change is the operative word. Distributors are adapting services and business models to align with the changing needs of MSPs, VARs, and vendors. How can IT services professionals leverage these relationships to scale their offerings and drive new incremental revenue? Check out this episode of Confessions of an IT Business Owner to get all the details.

    31min
  7. Troy Gelsky | Land New IT Talent in a Tight Labor Market

    25/08/2021

    Troy Gelsky | Land New IT Talent in a Tight Labor Market

    In this episode, Troy Gelsky, Director of Client Services at VAR Staffing, discusses the current labor shortage and ways to overcome that challenge with host Ryan Goodman. How can MSPs and other technology firms fill open positions and boost employee satisfaction (to avoid losing valued team members)? Troy emphasizes that while there is always a shortage of quality talent, especially those with IT knowledge and experience, the pandemic is complicating the normal hiring and retention problems. Finding good people to fill gaps or expand the organization can be a major challenge for MSPs today. Employing the standard hiring and retention techniques is a great start. However, after getting a taste of a WFH environment, recruits may be looking for more flexible workplace options and different time commitments. MSPs should rethink their recruitment processes and continually evaluate the pool of candidates in their communities. Now is the perfect time to mix things up. What else can IT services professionals do to fill current job openings and potential new positions? Learn about some of the most cost-effective options in this best practices-laden episode of Confessions of an IT Business Owner.

    43min
  8. Scott Sanders | Leverage Community Engagement to Strengthen Your MSP

    30/07/2021

    Scott Sanders | Leverage Community Engagement to Strengthen Your MSP

    Host Ryan Goodman catches up in this episode with Scott Sanders, Founder/President of IT Business Owners Group and Founder/CEO at Affordable Technology Solutions. The duo digs deep into the issues that MSPs frequently encounter when scaling their businesses and how difficult it can be to transition to a different service model. Sanders shares his experiences adapting and retraining break-fix clients to operate in a more proactive IT services environment – great insight for any channel professional – and explains his team’s unabashed commitment to residential clients. The hard-working entrepreneur also describes the “how and why” behind the IT Business Owners Group, a community of channel providers and vendors who mutually engage, educate, and advocate. Sanders created this social-media-driven forum to increase knowledge sharing between MSPs and later expanded the discussion to vendors to boost communications and strengthen their commitment. What can VARs and other IT services professionals learn from Scott’s experiences? How can MSPs benefit from joining and freely engaging with the ITBOG community? Check out this entertaining and insightful episode of Confessions of an IT Business Owner for the answers.

    35min
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Tune in to hear inspirational, honest stories about what it takes for a tech business to survive and thrive, from some of your favorite leaders in IT. Brought to you by ConnectBooster’s President and Co-Founder, Ryan Goodman.

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