Category Archives: Blog

How to Use a Metaphor Like Rocky to Motivate Your Team | Jason Bressler Evp/CTO of United Wholesale Mortgage, the #1 Wholesale Lender in the U.S. #206

In Episode #206, I talk with Jason Bressler. Jason is the EVP, Chief Technology Officer at United Wholesale Mortgage, the #1 wholesale lender in the nation.

As a CIO and Business IT Leader here are some wins you will get by listening:

·     How to use a metaphor (like Rocky Balboa) to motivate your team. (9:30)

·     When you’re on your heels, how can you shift the culture in the midst of taking a lot of heat (10:30)

·     How to hire in a fast-moving company (From 200-1,100 employees) (6:00)

·     How to be a people leader with a tech background (4:30)

·     How to scale communication- “How can people own your messaging?” (17:30)

·     How to lead a team of over 1,100 IT Professionals. (4:30)

·     The power of mentors. (13:30)

·     The components of servant leadership- (2:00)

o  Creating a safe space

o  Challenging the “Why”

o  Gathering opinions and discerning which is the best

·     Why Jason is so active on LinkedIn as well as about his passion and leadership development. (00:30)

·     Why Jason is a big believer in culture over skill. (1:00)

·     including how to create a “Family Feel.” (6:00)

·     How to get your IT team to work best with business folks. (7:30)

·     The best way to innovate as a Business IT Leader (11:30)

·     Why passion is critically important. (14:30)

·     People burnout because life makes them forget why they do what they do. (15:30)

·     When you have order in something that you can control, it helps you distinguish between order and chaos. (18:30)

·     Leadership best practices. (19:00)

In this role, Jason has taken on the responsibilities of both a CIO and CTO. Jason’s background is exclusively in running IT organizations for mortgage companies. He has spent the last 25 years in this space, starting out in smaller shops and eventually working his way to United Wholesale Mortgage where he leads an ever-expanding team of over 1,100 IT members.

Jason has built a reputation in the industry for his incredible work ethic. He does whatever it takes to accomplish his goals and takes pride in his style of leadership. In our conversation, Jason says what is really important to him is becoming a people leader with now a technology background.

How to connect with Jason Bressler:

·      Jason Bressler’s LinkedIn

People referenced in Podcast:

·     Gary Vaynerchuk (Marketing Expert)


You can go to the show notes to get more information about this interview and what we discussed in this episode. Click Here to download the full transcript.

How to Reduce Time to Decision Making By Relinquishing Power and Building Accountability #199

In Episode 199, Bill talks with Lou Pellicori, Managing Director, Chief Information and Technology Officer at Glenmede Trust Company, N.A.

Efficiency in reducing time for decisions is one of the biggest factors of a project that focuses on two ideas. It focuses on 1) reducing the time it takes for decision-making 💭 and 2) providing enough contacts and intelligence for the business to make decisions, so there is a less favorable chance of changing their mind.

Bill loves this quote from Lou on seeing versus believing, “Seeing is believing. More wireframes, more very specific detail. If you could do just those two things, reduce time to decisions, reduce re-work by giving the business better forensics and information, you have accelerated your ability to execute with just those two things.”

As an IT leader, relinquishing power allows giving away power and the ability for people to make decisions. This leads to 💡 thinking about what information is needed to make a decision. You are accountable to keep moving forward. Giving away power is instilling higher accountability which the two go hand in hand.


DevSecOps Automation With Security to Help With Compliance #198

In Episode #198, Bill Murphy is joined by the CIO and CISO of WileySean D. Mack (On Twitter @SeanDMackNYC), to discuss how DevSecOps principles and automation can help improve compliance.

Sean tells a great story of being in a compliance “war room” discussing the very complicated Sarbanes-Oxley Act (SOX). The disorganized nature of how the different companies involved managed change and how there was no uniformity really stood out to Sean.

Bill loves this quote from Sean on how his mindset changed after that experience, “Because I thought to myself, there’s got to be a better way to do this. And I looked to some of the thought leaders in DevOps, in that space, looked to articles by folks like Gene Kim, who are writing a defensive audit, and Patrick Debois, and those folks, and there’s a focus there on automation and using CICD (Continuous Integration/Continuous Deployment) as that defining line rather than using people.”


What are the Highest Risks of MFA? #196

In Episode #196, Bill Murphy is joined by Roger Grimes, Data-Driven Defense Evangelist at KnowBe4, to discuss some of the highest risks of MFA.

There are problems with almost every MFA solution out there. Each has pros, cons, and limitations to its effectiveness.

On the topic of biometric solutions, one quote from Roger that really stood out to us was, “Biometrics can be number one, stolen, and reused, and what are you going to do, change your retina, or your fingerprint? But they’re never as accurate as they claim ever, ever, ever. And if you allow biometrics to be used to remotely login like we are in these COVID days, well, you’re just being a fool.”


How to Use a “Purpose-Built” Framework for Innovation | Akshay Bhargava, Chief Product Officer at Malwarebytes #195

Akshay Bhargava is the Chief Product Officer at Malwarebytes. Malwarebytes is described as the leading advanced malware prevention and remediation solutions provider. In this role, he leads product organization, guides all Research and Development activities, and drives the company’s technology vision/product road map. He previously served as Vice President for Oracle’s Cloud Business Group, as a product executive at FireEye, and as a management consultant at McKinsey & Co.

Akshay is a board adviser to several tech startups and was named one of The Software Report’s Top 25 Software Product Executives of 2020. A proven thought leader, Akshay writes for Forbes Technology Council and is a frequent speaker at industry events. He holds a B.S. in Computer Science from Carnegie Mellon University and an MBA from MIT Sloan.

Some of the takeaways you will get from listening to this interview with Akshay are how to apply a purpose-built framework to product innovation. Akshay is using this for security innovation, but this is a framework that you can apply to any innovation. On LinkedIn, he has a really nice interaction with the CIO and CISO community about this innovation framework.

You will also learn about how to remove luck from the innovation process. He is a big proponent of removing luck in the innovation process.

Another takeaway is how to align customer pain, feature requests, and customer empathy with purpose in building your products. How to stop responding to endless feature requests and build products.

Also discussed is how to prioritize and choose what to do and what not to do with product development. We also talk about the mindfulness and Zen approach to security. There is research that is done that compares users that have been trained in mindfulness versus users who haven’t been. There is a stunning 38% decrease in hitting inadvertent malware.

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