Leading PreSales | The Solution Engineering Leadership Show

Leading PreSales | The Solution Engineering Leadership Show

By Jan-Erik Jank & Tim BrömmeBusinessCareersManagement
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Leading PreSales | The Solution Engineering Leadership Show episodes

  • Your AI Doesn't Give Bad Demo Advice — You Gave It Nothing [53]
    Why AI demo coaching fails without context — and why building that context is the leader's job

    Nate saw a one-line prompt produce textbook-generic demo advice, and a comment section full of people saying "it needs more context" without ever building any. He and Ava work out how SE leaders turn that context into a shared enablement asset — and what it does for coaching between 1:1s.

    What Nate and Ava discuss
    • Why "focus on the economic buyer" is actively wrong advice for tomorrow's end-user demo
    • Building one team-owned assistant: ICP, personas, demo standards, methodology — plus a personal layer per SE
    • The transcript loop: SEs upload their last demo, get scored against your criteria, and progress becomes visible
    • The move

      Write one page this week — who you sell to, the personas, what a good demo looks like at your company, and three things you never do. Load it into a shared assistant, have every SE upload their last demo transcript, then read the first ten reports yourself.

      🚀 Join the PreSales Leadership Community: serockstars.com/community

      🔗 Resources & Links: paths.to/presales

      7 min
    • The Metric No SE Leader Can Quote: Cost Per Won Deal [52]
      Turning the land-and-expand argument into arithmetic instead of ideology

      Nate's managers spent forty minutes arguing focused entry deals versus full bundles — and nobody could say what one won deal costs in SE effort. He and Ava build the cost model live, then Ava pokes the hole in it: land-and-expand only pays if the first module actually gets used.

      What Nate and Ava discuss
      • How to price a typical deal in SE hours — touchpoints, prep, and demo infrastructure — without building a timesheet culture
      • Comparing deal shapes with your own numbers instead of preference: fast entry deals versus longer bundle cycles
      • Why adoption rates and consumption pricing can invalidate the whole calculation
      • The move

        Take your two most common deal shapes, reconstruct five closed deals of each with the SEs who ran them, and divide net-new ARR by SE days. Bring that one number to your next pipeline review — with an adoption factor sitting next to it.

        🚀 Join the PreSales Leadership Community: serockstars.com/community

        🔗 Resources & Links: paths.to/presales

        7 min
      • Coach the Chain: From Symptom to a Number [51]
        Value lives in two MEDDICC letters — here's the questioning chain that gets you there

        Ava argues that value isn't a separate framework: it hides inside Identify Pain and Metrics. She and Nate break down the exact escalation from customer symptom to a euro figure — and why that number decides whether you should even stay in the deal.

        What Nate and Ava discuss
        • Why customers name symptoms, not pains — and the four-step chain that fixes it
        • Separating 'why change at all' from 'why us' into two different coaching conversations
        • Using cost of inaction against your own price tag as a go/no-go test
        • The move

          Coach one chain per deal review: symptom, negative consequence today, which of cost/revenue/risk it hits, then a number. If the number isn't a multiple of your price, that's a qualification decision, not a value story.

          🚀 Join the PreSales Leadership Community: serockstars.com/community

          🔗 Resources & Links: paths.to/presales

          6 min
        • Sales Rolled Out MEDDICC Without You [50]
          If your SEs weren't in the MEDDICC training, you just lost the language of the deal

          Ava keeps meeting PreSales leaders whose sales org rolled out MEDDICC and never invited them. She and Nate work out which letters SEs actually own — and how to claim a seat at that table without turning it into a turf war.

          What Nate and Ava discuss
          • Why a MEDDICC rollout that skips PreSales guarantees messy handovers
          • The four letters SEs demonstrably shape: Metrics, Identify Pain, Decision Criteria, Champion
          • Using Metrics and Pain as the gate before you assign an SE to a deal
          • The move

            Next time a qualification framework lands in your sales org, ask to co-own two letters — Metrics and Decision Criteria — and get your SEs into the same room as the AEs, not a hallway summary afterwards.

            🚀 Join the PreSales Leadership Community: serockstars.com/community

            🔗 Resources & Links: paths.to/presales

            7 min
          • MEDDICC Without a Quality Bar Is CRM Theater [49]
            The two-opportunity test, and why nobody ever defined what 'great' looks like

            Ava read the Metrics field on two live deals side by side and couldn't tell which customer was which. She and Nate dig into why qualification frameworks collapse without a published quality standard — and where the reinforcement actually has to live.

            What Nate and Ava discuss
            • Why a 30-minute onboarding session guarantees the fields get filled the night before pipeline review
            • What a one-page blueprint per segment contains — including the 'we walk away' example
            • The auto-fill trap: when AI-populated MEDDICC fields become a discovery diagnostic instead of a shortcut
            • The move

              Open two live opportunities in the same segment and read the Metrics fields back to back. If you can't tell which customer is which, write one page for that segment — one great example, one walk-away example — with your sales counterpart in the room.

              🚀 Join the PreSales Leadership Community: serockstars.com/community

              🔗 Resources & Links: paths.to/presales

              6 min
            • How Can I Make Your Life Easier? [48]
              The peer conversation most SE leaders skip -- and the one that earns you standing

              Nate noticed that new SE managers introduce themselves to sales by explaining the presales process, and it builds resistance before anything else happens. He and Ava work out what to open with instead, and how to map the counterparts you actually need.

              What Nate and Ava discuss
              • Why leading with your intake process makes sales dig in
              • Mapping who you need and who needs you -- sales, CS, product, peer SE managers
              • When a fixed cadence with peers helps, and when it just fills a calendar
              • The move

                List your counterparts, pick the two who most shape your team's week, and book thirty minutes each with one question: what do you need, and how can I make your life easier? Save your process talk for the second conversation.

                🚀 Join the PreSales Leadership Community: serockstars.com/community

                🔗 Resources & Links: paths.to/presales

                6 min
              • Thirty Minutes a Week Sales Doesn't Get to Cancel [47]
                Team learning isn't a time problem -- it's a priority you have to defend out loud

                Nate noticed one of his managers had cancelled her team's weekly learning slot nine times out of eleven, always for a good reason. He and Ava dig into why a fixed thirty minutes only survives if the leader is willing to have the awkward conversation with sales.

                What Nate and Ava discuss
                • Diagnose the gaps first: ask five people where they think the team is weak, then take the answers that repeat
                • Why running the session with nine of twelve people beats rescheduling it -- and what rescheduling teaches the room
                • Keeping team learning separate from individual development, and getting your sales counterpart to co-own protecting the slot
                • The move

                  Put a fixed thirty-minute team learning slot on the calendar this week, name the two gaps it's for, and say out loud that it's not optional. Then defend it the first time sales pushes -- and ask your AE counterpart to help you protect it.

                  🚀 Join the PreSales Leadership Community: serockstars.com/community

                  🔗 Resources & Links: paths.to/presales

                  7 min
                • Translate the Strategy Before Your Team Asks Why [46]
                  Why cascading company vision into team-level meaning is the first-line leader's job alone

                  Nate argues that corporate strategy is written so abstractly that most SEs never connect it to their week — and the first-line SE leader is the only person who can translate it. Ava pushes on whether a three-hour kickoff discussion survives when the strategy itself is mush.

                  What Nate and Ava discuss
                  • Why the layer with nothing between it and the team owns the translation work
                  • Blocking three hours at the fiscal-year start — a discussion, not a broadcast
                  • Letting the team define what it wants to be measured on, and what that surfaces early
                  • The move

                    Before the fiscal year starts, write down in two sentences what the company wants and what it means for your team — then spend three hours testing that with them and asking what they want to be measured on.

                    🚀 Join the PreSales Leadership Community: serockstars.com/community

                    🔗 Resources & Links: paths.to/presales

                    7 min
                  • Thirty Seconds That Sells [45]
                    AI-distilled 30-second customer stories — craft and machine in one move.

                    The highest-leverage thing one team built all year, for almost nothing: thirty-second customer stories, AI-distilled and memorized. Craft and machine in one move.

                    What Nate and Ava discuss
                    • Why a 30-second story beats the case-study PDF in the first minute
                    • Building the catalog fast with AI — and who owns keeping it true
                    • Telling it human and tuned to the room, not canned
                    • The move

                      Distill your existing case studies into 30-second stories — who, what hurt, what you did, the number. Have every SE memorize five or six, and open with the one that mirrors the customer in the room.

                      🚀 Join the PreSales Leadership Community: serockstars.com/community

                      🔗 Resources & Links: paths.to/presales

                      7 min
                    • Follow the Breadcrumbs [44]
                      Customers scatter clues. The skill is following them to a number.

                      A lovely discovery call that produced zero numbers. Customers scatter breadcrumbs — 'slow', 'error-prone' — and the whole skill is following them to a figure.

                      What Nate and Ava discuss
                      • Turning qualitative words into quantified pain with follow-up questions
                      • Why one real number reframes your price into a rounding error
                      • Quantifying without killing rapport — the 70/30 talk ratio
                      • The move

                        Teach your team to hear a qualitative word and follow it to a number: how often, how much, what it costs. Keep the customer talking 60–70% of the time so the breadcrumbs keep falling.

                        🚀 Join the PreSales Leadership Community: serockstars.com/community

                        🔗 Resources & Links: paths.to/presales

                        6 min

                      About Leading PreSales | The Solution Engineering Leadership Show

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                      Two voices. Two perspectives. One goal: making you a better PreSales leader.