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Kevin MacGillivray

AMA: Shopify Director, Revenue Marketing, Kevin MacGillivray on Sales Enablement


September 24, 2024 @ 10:00AM PT

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  1. With releases going out every two weeks, what are the best ways to keep Sales/CS/Support updated on constant new features?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    This one is always a challenge, especially in organizations with a large product suite. Here are a few tips. Create and prioritize updating a single source of truth that sales, CS, and support can access to understand what is launching, when it's launching, and where they can go to learn more. Give as much notice about new features as you can. Even if all the details aren't finalized, get upcoming product releases documented in the calendar so supporting teams know what is coming (and the volume ...Read More

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    2 requests
  2. How do you fix your relationship with Sales to where you're not an order taker for collateral and requests for new content?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    One great way to do this is to build an annual/quarterly/monthly plan on what you plan to deliver and get buy-in from sales leadership upfront on the deliverables. If you've got this alignment upfront, it becomes much easier to avoid side quests to support specific asks on an ad hoc basis. Engaging with reps during the planning cycle for feedback and input will also give them a voice early on in the process and build longer term followership for the plan.

    965 Views
    1 request
  3. How to enable sales team who are not organized by verticals on vertical content?

    Vertical agnostic sales teams are stretched too thin when it comes to focusing on multiple verticals. Delivering multiple industry positioning sessions has a low ROI. How to improve this?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    It can be challenging to enable a sales team that covers multiple verticals or multiple products. A few things that help here: Limit the P0 priorities for the sales team to 1-2 major programs each quarter. Pick the top couple of programs, incentives, marketing campaigns, hero content etc. and lean heavily into these areas to drive focus. You don't need to ignore the other verticals/products, but this really helps focus training and enablement efforts. Build modular content and enablement materia ...Read More

    3,431 Views
    2 requests
  4. Over your career, what best practices can you share with working with the sales team?

    More specifically: who are you speaking with? how often? what are sales teams typically asking for? what types of things can you deliver on/what types of things are not feasible? what steps do you take to keep things productive? what types of situations are not productive?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    Who am I speaking with? How often? I have a regular connect with the Sales Director for audiences my team is accountable for where we speak about high level performance to strategy, gaps to target, escalations, themes we need to address etc. I also have a regular group connect with a collection of cross-functional revenue leaders for a more holistic conversation - sales leadership, enablement, merchant success, finance etc. These conversations happen on a bi-weekly basis and act as a mini-govern ...Read More

    2,129 Views
    1 request
  5. What process can we put in place to guarantee that sales use the official product message, rather than crafting their own variation?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    Here are a few winning strategies to keep sales on message including: Sales often crafts their own variation of a product message to fill in gaps when the official version falls short or is incomplete. Ensuring that you've got clear, strong messaging that is up to date and readily accessible for reps to see helps prevent this from happening. Prioritize the single most critical message(s) and make sure reps are hammering it home. Learn from rep behaviour and adapt accordingly. Reps going off mess ...Read More

    2,132 Views
    3 requests
  6. How do you approach creating sales enablement material for a global product?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    Here are what I think are the top (3) things to keep in mind with enablement for a global product: You will always have to prioritize based on the regions with the largest TAM and biggest opportunity for impact. You don't have to create everything all at once. Select the most critical regions and create a backlog for enablement to follow in smaller markets. Wherever possible, create modular content where you can leverage 70-80% of the material at a global level and create modular slides (of what ...Read More

    700 Views
    1 request
  7. How do you manage sales asks for collateral with what’s really useful for the company?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    Generally speaking, I start with a relatively uniform bill of materials for each product to make sure we've got the basics covered in a consistent format. This includes things like pitch decks, one pagers, demo videos, claims etc. We leverage content management tools (i.e. Seismic) to monitor how/how often sales assets are used and adjust what we build based on efficacy and usage. We always listen to what our sales teams are asking for on top of this and build out a backlog, prioritizing what is ...Read More

    799 Views
    3 requests
  8. What are the essential pieces of sales enablement content that every company should have, and how do you measure their effectiveness?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    I'm going to go a layer deeper on this answer (vs. traditional stuff like pitch decks, one pagers etc. --> which of course are all very important must have). Here we go: A set of data driven claims that show what has been possible in aggregate for existing customers/users of the product in question. A library of case studies that demonstrate HOW existing customers/users were able to achieve positive outcomes (like the ones illustrated in the claims above) by using the product in question. An ...Read More

    1,090 Views
    2 requests
  9. How do you measure the success or effectiveness of your sales enablement efforts?

    Kevin MacGillivray
    Kevin MacGillivray

    Pressable Chief Marketing Officer • 1y

    Here are four great ways to measure effectiveness: In the data --> what hard data can we look at (through Seismic, Salesforce etc.) that identifies how often enablement is used or how often it is leveraged when closing deals. Talking to reps --> talking directly to reps and asking them what they are using and what is the most helpful is a great way to get a pulse on enablement efficacy. Especially if you've got a trusted group of seasoned reps you can check in on on a regular basis. Listen ...Read More

    937 Views
    1 request