Pragmatic CSO Podcast

Pragmatic CSO Podcast

By Mike RothmanTechnology
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Pragmatic CSO Podcast episodes

  • Pragmatic CSO Podcast #23 - Picking the Right Product

    This week we'll focus on the 2nd half of Step 6: Buying

    Security Products, which get down and dirty in picking the product.
    We've already engaged with a long list of potential vendors (we
    discussed that last week) and now it's time to figure out what will
    work for you.

    Next we do a bake-off and actually test the products under

    real world conditions. Then we develop our short list (based on
    products that can meet the need), then we get to negotiate. Get out
    your bat because that's what you'll be using. Finally the selection
    should be obvious if you've done the other steps correctly.

    If you didn't get the Buying

    Security Products ebook,
    you can sign up for the Daily Incite email newsletter. If you read TDI
    via a blog feed, just send me an email and I'll forward the guide over
    to you.

    Running time: 6:56

    Intro music is Jungle and to close the show I bust out a classic from
    the Pure Funk age called "Pick Up The Pieces" from the Average White
    Band. Yes, you remember it. Yes, you love it. Get funky! 

    3 min
  • Pragmatic CSO Podcast #22 - Homework for Buying Security Products
    As we jump into Step 6: Buying Security Products, it makes sense to understand what kind of homework we are going to have to do prepare for the process. Remember, it's easy to buy something, it's hard to buy the right thing at the right time for the right price.

    So this week we discuss the first 4 steps of the Buying Security Products process I published back in 2006. The first step is to understand the business drivers for your project, then you assemble the team, then you educate YOURSELF on the market (don't let the vendors educate you), and only then are you ready to engage with a long list of vendors that can potentially meet the need.

    If you want to check out the Buying Security Products ebook, you can sign up for the Daily Incite email newsletter. If you read TDI via a blog feed, just send me an email and I'll forward the guide over to you.
    3 min
  • Pragmatic CSO Podcast #21 - Grass Roots Funding
    It's time to wrap up Step 5: Selling the Story. We finish the discussion by talking about how to get funding, when the budget monkeys have told you no. Basically we have to take a "grass roots funding" approach to go to the business leaders directly, make the case, and get the funding we need. It's kind of like selling cookies door to door. We have to be persistent and make the case as to why it would be a good purchase.

    This requires us to broaden our skills and likely move out of our comfort zone quite a bit. It's uncomfortable, but it's a good thing. Just remember to focus on the "customer" issues, and that the Reasons to Secure. The business leaders will respond to that. Ultimately you may not get the funding you need, but you won't go down like a whimpering puppy. You'll go down swinging, trying to do the right thing.

    Running time: 6:29

    Intro music is Jungle and I finish it up with Dire Straits "Money for Nothing," because that is an appropriate metaphor. There is no money for nothing. We have to work for it and sometimes that means being creative about the funding we can/should get.

    Photo Credit: weskimcom
    4 min
  • Pragmatic CSO Podcast #20 - The Sales Pitch
    July 30, 2008 - This week we talk about the sales pitch. This is the part that most security practitioners hate. Actually having to get in front of folks and ask for money. Although if you've followed the process up to now, then you should be in great shape to put together a compelling story and to deliver that message to the senior team.

    In this week's episode (can you believe it's #20 already?), I go into detail about how to structure the sales pitch and what you should discuss and why. We are reminded about what the goals are and also the importance of practice - especially if you are an inexperienced public speaker.

    Running time: 6:52

    Intro music is Jungle and since we are talking about making a "pitch" and it's the middle of summer (in the Northern Hemisphere anyway) I broke out John Fogerty's classic baseball anthem, "Centerfield." Enjoy!

    Photo Credit: XPLANE

    PS: My apologies for some spotty audio quality this week. You can hear everything, but I tried out a new headset and it didn't work out too well. Back to the old gear next week!
    3 min
  • Pragmatic CSO Podcast #19 - Resetting Expectations

    This week we continue with Step 5: Selling the Story by

    reiterating the need to manage expectations appropriately. As you know,
    this is a common theme throughout the Pragmatic CSO, but when we are
    selling senior management on the security program, strategy, outputs,
    milestones, and funding requirements - now is really the last time
    we'll have to truly set expectations.

    If you screw this up now, you will not be successful. Now is

    the time to stand firm with your milestones and what you can (and can't
    get done) given the funding scenarios (that we described last week). I
    use the old parable about the 3 envelopes to illustrate how you need to
    constantly go back and reset expectations based upon what is happening
    out there.

    Running time: 6:02

    Intro music is Jungle and I'll wrap with the classic Steely Dan tune
    "Do it Again" because as many times as we think we are managing
    expectations, go back and do it again. It's very hard to manage
    expectations too much. 

    3 min
  • Pragmatic CSO Podcast #18 - Finding the Bags of Money
    June 25, 2008 - This week we start into Step 5: Selling the Story by discussing funding scenarios. This is a technique that Pragmatic CSOs use to provide some alternatives and make the scenario we want (the likely one) a bit more tangible by providing alternatives.

    In the show, I discuss how to develop these scenarios using your Security Architecture Matrix and then why it's important to discuss what won't get done, as part of these funding scenarios.

    Running time: 6:20

    Intro music is Jungle and you are sent on your merry way with the fine sounds of "Put Your Money Where Your Mouth Is" from an Australian band called Jet. That's pretty appropriate because in Step 5 we ask the senior team to start writing checks, and then we'll figure out if they really will put up. 

    Photo Credit: drewm
    3 min
  • Pragmatic CSO Podcast #17 - Back to the Future

    Finally we come to the end of the line on building the

    security business plan. It was a long time coming, but again this is
    the most important step in effecting long lasting change in your
    security organization. First I talk about defining the future state,
    and setting priorities relative to what you must have, should have, and
    is nice to have.

    Then it's all about setting up the migration plan, which needs

    to be in alignment with the timelines and milestones that we discussed
    last week. A lot of this stuff happens simultaneously, but it's very
    important to manage expectations appropriately at this stage of the
    game.

    Running time: 6:50

    Intro music is Jungle and I'll let you go listening to the fine sounds
    of "Future says Run" from a band called Tonic. You may not have heard
    of Tonic, but you've heard a bunch of their songs. It's good stuff - if
    I do say so myself.  

    3 min
  • Pragmatic CSO Podcast #16 - Time and Milestones
    This week we delve into the art of setting timelines and milestones within your business plan. After we discussed the importance of setting the bar (in terms of service levels), it's the timelines that really will determine your ultimate credibility with the senior team.

    Once you define the key timelines, it's also important to have a process to revisit the project plans and to communicate variances. You need to expect that some of the initiatives will run off the track a bit and ensure you are aggressive about communicating the issues.

    Running time: 7:05

    Intro music is Jungle and the exit music is "Time" from Pink Floyd. Like you expected anything else.

    3 min
  • Pragmatic CSO Podcast #15 - Setting the bar

    This week we talk about service levels within the context of

    your security business plan. That's right, this is about setting the
    bar. Too high and you can't get there and you will be viewed upon as a
    failure in the executive wing. Too low and you may open yourself up to
    a breach on your watch. So we are looking for something "just right."

    We also need to start thinking about how to quantify some of

    the stuff we are doing, and now is not the time to look for innovative
    means of pulling security metrics. We need to take some data the powers
    that be are already used to and then set some achievable service
    levels. Remember, this is about building credibility, not showing how
    cool you are.

    Running time: 6:50

    Intro music is Jungle and the exit music is "Elevation" from
    U2.  

    3 min
  • Pragmatic CSO Podcast #14 - Architecture vs. Design
    Ah the mysteries of architecture. I can remember back to my days in college at Cornell. We had a great architecture school, but those folks seemed like magicians. They weren't around too much and it seemed like they were doing cool things, we engineers just didn't understand what it was.

    Understanding how to build your security architecture isn't all that different. So this week, I delve into the nuances of architecture vs. design and also provide a brief description of the "Pragmatic Security Architecture," (click on the link to see the picture) which is my attempt to break the world into some domains that make sense.

    The picture to the right is of the Cornell Architecture school, where they have a Dragon Day tradition that involves building a giant dragon and then marching over to the Engineering Quad and setting it on fire on the Arts Quad (I think). I guess there is rivalry between the two schools, but I was too busy funneling beers to notice.

    Running time: 6:53

    Intro music is Jungle and sign off with Sarah McLachlan's "Building a Mystery." The sad truth is that most of us don't really get how to build much of anything, and this security stuff is truly a mystery - so that seemed pretty fitting.
    3 min

About Pragmatic CSO Podcast

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The Pragmatic CSO podcast is a wide ranging discussion of information security topics, anchored by the 12-step Pragmatic CSO methodology to help security practitioners become more relevant in business…