You Built a Sales Team.

Are You Still the One Doing the Selling?

The Sales Advisory is a structured bi-weekly coaching program for technical founders who are leading their own sales teams and need accountability, not another consultant doing the work for them

Most technical founders who hire a sales team fully intend to step back from selling. They know the theory. Build a process. Set clear expectations. Coach the team, but don't do it for them.

Then a deal stalls, a rep struggles, or a quarter starts to wobble and the old instinct kicks in. You find yourself jumping back in. You join the call to support the rep, but you feel compelled to rescue the opportunity. And everyone lets you, because it works. For now.

Meanwhile, the performance conversation you need to have with your struggling rep keeps getting pushed to next week. Because it's uncomfortable. You're not sure how to frame it and part of you wonders if mentoring them will work or if it's just easier to handle the deal yourself.

This is the moment the Sales Advisory is designed for.

FREE ASSESSMENT—TAKES 3 MINUTES

Not sure where your gaps are?

Start here.

Take the Sales Team Performance Diagnostic—10 questions that identify exactly where your leadership is costing you performance. Your personalised results are sent straight to your inbox.

What the Sales Advisory Is

This is not fractional sales management. You lead your team, and I guide you.

Twice a month, we meet for a focused 60-minute session. You arrive with a real leadership situation you're navigating. We work through it. I ask the questions you haven't asked yourself. I hold you accountable to the leader you've decided to be, not the one your team pressure makes you default to.

Four times a year, we do a deeper pipeline and go-to-market review so you can see the patterns in the numbers, not just the noise of individual deals.

Bi-Weekly Coaching Session (60min)

You bring a live situation: a rep conversation you're avoiding, a moment you slipped back into selling, a hiring decision you're second-guessing. The pre-session form you complete beforehand sets the agenda. The session is coaching, not consulting.

Quarterly Pipeline Review (90 min)

Four times a year, you prepare a structured snapshot: pipeline stage breakdown, conversion rates, team performance data. We work through what the numbers are telling you about your team, your process, and your leadership decisions—before a missed quarter forces the conversation.

The Work Is Yours. That's the Point.

Before every session, you complete a short pre-session form. It takes about 10 minutes and covers three things:

  • The leadership situation you want coaching on.

    Describe it specifically. What happened, what you did,and what you're avoiding.

  • One win and one reversion since last session.

    Where did you lead well? Where did you slip back into selling or people-pleasing?

  • Your pipeline snapshot:

    Current numbers only — eg. coverage ratio, active deals, top opportunities. No narrative required.

That preparation is not administrative. It is where your thinking starts and will be numbers you’re looking at pretty frequently anyway. Most founders arrive to their sessions already clearer than when they opened the session prep form and then the coaching takes it further.

“My job is to reflect what you’re telling me back to you with clarity, ask the question you’ve been avoiding, and hold you to the standard you set for yourself, especially when it’s inconvenient.”

Who This Is For

The Sales Advisory is designed for technical founders who are actively leading their own sales teams and are ready to stop managing around the hard parts.

This is a strong fit if:

  • You have a sales team of two or more people,and you are still their primary leader

  • You know at least some of what you should be doing as the sales leader and you're not always doing it

  • You have at least 12 months of experience managing a revenue team

  • You want accountability and honest feedback, not another service provider doing the work for you

Graduates of the Lead with Engagement cohort program often move into the Sales Advisory as their next step. It is also open to founders who have equivalent experience.A brief fit conversation is required—this is a coaching relationship, not a subscription.

What Founders Typically Experience

  • They stop being the top performer on their own team and start building a team that performs without them.

  • The conversations they were avoiding get done and turn out to be less catastrophic than they imagined.

  • Pipeline reviews stop feeling like an exercise in optimism and start surfacing real risks early.

  • They make faster, less reactive decisions because they have a structured space to think before they act.

The Investment

$2,500 CAD per month

  • Two 60-min sessions per month

  • Quarterly 90-min pipeline review

  • Pre-session form included

    Minimum 3-month commitment. Virtual delivery. Limited spots available at anytime.

NOT READY FOR THE FULL ADVISORY?

Start with a Founder Clarity Session.

A focused 90 - minute 1:1 with Carrie.

You'll get a people performance audit, your top 3 leadership gaps identified, and a concrete 30 - day action plan — before committing to anything else.

Many founders book this first.

$500

Ready to take the next step?

Three ways to get started.

Pick the level of commitment that's right for you right now.

FREE · 3 MINUTES

Take the Diagnostic

Find out exactly where your leadership is costing you performance.

Personalised results sent to your inbox.

$500 · 90 MINUTES

Founder Clarity Session

A focused 1:1 with Carrie.

Walk away with your top 3 leadership gaps and a 30 - day action plan.

$1,200 · 10 WEEKS

Join the Cohort

The full Revenue Leadership Cohort.

Founding price — first cohort only.

Space is limited.

Contact

Worldwide from Calgary, AB 🇨🇦

Toll Free 1-877-229 6362

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