Sales Coaching

POWERFUL & DIRECT

Meet the Sales Expert Who Knows How to Move Markets—and Mindsets.

Cheyenne is a top-tier sales strategist with over 15 years of proven success across multiple industries — including a decade in Toronto’s high-performance corporate sector. She has managed sales teams, negotiated directly with Presidents and Managing Partners of top U.S. law firms, led global trainings, and closed multi-figure deals across North America with C-level executives at Fortune 100 companies.

From finance and retail to aerospace, media, and enterprise B2B, Cheyenne brings a rare blend of instinct, strategy, and precision that turns pressure into performance — and conversations into conversions.

What sets her apart is her ability to pair elite sales strategy with deep emotional intelligence. Her coaching helps clients transform inner roadblocks into lasting breakthroughs. These are not just tactical sessions — they’re catalytic. Clients describe her work as part strategy, part soul work — where fear, doubt, and hesitation are replaced with clarity, confidence, and conviction.

Whether in the boardroom or the community, Cheyenne knows how to build trust, communicate value, and drive real impact. If you're ready to sell with clarity, courage, and conviction — she’s the coach who will get you there.
  • Power Session

    1 x 90-Minute Private Coaching Call

    A focused strategy session to unlock clarity, shift your mindset, and refine your approach. Perfect for professionals or entrepreneurs ready to level up one area of their sales game.

    Includes:

    • One 90-minute 1:1 virtual coaching session

    • Real-time support to break through blocks, refine messaging, or reset strategy

    • Personalized session summary + next steps

    • Strategic homework to apply immediately

    • Optional 48-hour follow-up for added clarity

    Foundation Package

    6 x 90-Minute Private Coaching Sessions Over 10 Weeks

    Ideal if you’re launching, pivoting, or rebuilding your sales approach from the ground up. Build confidence, clarify your offer, and learn how to lead sales with strategy and ease.

    Includes:

    • Everything in the Power Package, plus:

    • Six 90-minute 1:1 sessions (first two weekly, then biweekly)

    • Session summaries + reflection prompts

    • Offer and pitch development tools

    • Personalized accountability plan

    • Email support between sessions

    Momentum Package

    12 x 90-Minute Private Coaching Sessions Over 3 Months

    This is your transformation container. Gain the tools, mindset, and strategy to show up consistently and close with confidence. Ideal for entrepreneurs and leaders ready to sell boldly and scale sustainably.

    Includes:

    • Everything in the Foundation Package, plus:

    • Twelve 90-minute 1:1 sessions

    • First 2 sessions are weekly, then biweekly to maintain traction and flow

    • Ongoing tracking of progress + recalibration where needed

    • Personalized support with sales copy, pitches, and messaging

    • Priority email + voice memo support throughout the program

  • Starter Series

    4 x 90-minute small group sessions (2–4 participants)

    Perfect for peers, friends, or colleagues working toward similar goals. Save money, stay accountable, and grow together through shared insight and expert coaching.

    Your group receives:

    • Four 90-minute live group coaching sessions

    • Hot seat coaching for each participant

    • Real-time coaching during each session

    • Shared session summaries + insights

    • Individual homework + group assignments for personal growth and accountability

    • Sales mindset tools to shift blocks and build clarity

    • Access to foundational sales strategies

    Momentum Series

    8 x 90-minute small group sessions (2–4 participants)

    Go deeper with extended support, accountability, and results. Ideal for groups who want to master the sales process, build rhythm, and shift their internal narrative around selling.

    Your group receives:

    • Everything in the Starter Series, plus:

    • Eight 90-minute live group sessions

    • Structured frameworks for messaging, closing, and follow-up

    • Group tracking tools to measure individual and collective growth

    • Final progress summary + next-step roadmap

  • Coming Soon

Let’s work together.
Book your free 15-minute consultation to explore which coaching package is right for you.

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Workshops & Consulting