Sales and Cigars Podcast Por Walter Crosby arte de portada

Sales and Cigars

Sales and Cigars

De: Walter Crosby
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How do you increase sales in your organization? Host Walter Crosby sits down with cigar in hand and has growth minded conversations proven to boost sales. Crosby sets the table by identifying areas where you can excel by first acknowledging the misunderstandings. Like every great sales person he takes time to reflect, strategize and execute. Sit back, listen in, and puff that cigar because Walter Crosby will light you up!2021 Walter Crosby Economía Gestión Gestión y Liderazgo Liderazgo
Episodios
  • Sales & Cigars | The Art of Internal Selling with Matt Barry | Episode 224
    Jul 15 2025


    Welcome to Sales & Cigars, the sales podcast where the only smoke we blow is from
    cigars. In this episode of 'Sales and Cigars,' host Walter Crosby from Helix Sales
    Development is joined by Matt Barry, VP of Sales and Marketing at Reliable Fire and
    Security. They delve into two significant topics: the importance of salespeople selling
    internally within their company as well as externally, and the current challenges of hiring
    competent salespeople in the manufacturing sector.

    Matt shares insights from his career journey, from starting in specialty steel sales to
    running businesses, and emphasizes the vital role of internal team relationships and
    mutual respect. The conversation also covers the value-based selling approach Reliable
    Fire and Security employs to distinguish themselves in a competitive market. Further,
    they enjoy a light-hearted discussion about their favorite cigars and bourbons,
    highlighting the joy of good company and fine smoking experiences as “brothers of the
    leaf”.

    Key Topics:
    • The necessity for sales teams to respect and understand the whole business
    ecosystem
    • how internal relationships can remove roadblocks
    • the significant challenges in hiring competent salespeople.
    • the importance of value selling in a competitive market

    More about Matt Barry
    More about Walter Crosby

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    25 m
  • Sales & Cigars | Serve Up and Coach Down with Nathan Jamail | Episode 223
    Jul 1 2025

    Welcome to Sales & Cigars, the sales podcast where the only smoke we blow is from cigars.

    In this episode, host Walter Crosby sits down with sales expert and executive coach Nathan Jamal to explore Nathan’s impressive and varied journey, which began by selling Encyclopedia Britannica, transitioned into insurance, and eventually led him to leadership roles at Sprint. These rich experiences laid the foundation for both his sales philosophy and his work as an executive coach.

    During the conversation, Nathan highlights the fundamental role of accountability and alignment in effective leadership. He emphasizes the importance of clearly defined goals and strong team dynamics as essential components for achieving success. He also introduces a unique training concept he calls "scrimmaging," in which sales teams role-play realistic scenarios to prepare mentally and emotionally before engaging with actual customers.

    Nathan further explains how his approach to executive coaching integrates core sales principles with strategic leadership development. He encourages leaders to foster alignment through shared purpose, metrics, and effective communication rhythms. Notably, he discusses his innovative AI-driven coaching tool, designed to support traditional coaching methods by providing personalized insights and scalable feedback—demonstrating how cutting-edge technology can elevate leadership training.

    The episode wraps up on a more personal note as Nathan shares his enjoyment of cigars and narrates anecdotes that reveal how these relaxed moments promote camaraderie, reflection, and stress relief amid the fast-paced world of sales.

    More Sales & Cigars here

    More about Nathan Jamail

    More about Walter Crosby

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    40 m
  • Sales & Cigars | Learn to Love Selling with Mark Cox | Episode 222
    Jun 17 2025

    Welcome to Sales & Cigars, the sales podcast, where the only smoke we blow is from cigars. In
    this episode, host Walter Crosby is joined by Mark Cox, founder of In the Funnel Sales
    Coaching, to discuss his journey from leading sales organizations in large tech and outsourcing
    companies to becoming a consultant and entrepreneur. Mark shares how, after stepping away
    from a high-travel role, he stumbled into consulting through personal connections and quickly
    realized he preferred working with midsize businesses over large corporations. This epiphany
    led to the launch of In the Funnel, where he has since helped over a hundred companies build
    sales playbooks and trained thousands of sales professionals. Mark emphasizes the
    entrepreneurial energy and focus on growth that characterizes midsize companies, as well as
    his own desire for autonomy and a more meaningful, hands-on impact.


    Mark also discusses the inspiration behind his book, Learn to Love Selling: The Universal B2B
    Sales Playbook, which offers a practical framework for converting business capabilities into
    revenue. He explains how the book is structured to serve both frontline salespeople and sales
    leaders, with clear steps including defining a value proposition, prioritizing market segments,
    generating demand, and executing an effective sales process. Although the content had been
    part of his training for years, the book took nearly three years to complete due to the demands
    of consulting work and the challenges of writing. He also underscores the importance of CEOs
    staying involved in sales strategy, warning against the common mistake of delegating it entirely
    without understanding its foundational role in scaling a business.


    Walter and Mark emphasize the critical importance of CEOs maintaining a strong connection to
    the sales process—not necessarily by making cold calls themselves, but by regularly engaging
    with their sales team and understanding what’s resonating with customers. Mark explains that
    being close to sales helps CEOs make better hiring decisions, especially when choosing a sales
    leader, and also provides a clearer picture of customer needs and market trends. Traveling with
    sales reps or participating in client meetings allows CEOs to gain firsthand insight into what's
    happening on the front lines, which in turn strengthens the company’s ability to craft a
    compelling and competitive value proposition. He stresses that expecting a new salesperson to
    define this value proposition is unrealistic—it must come from leadership.


    Mark and Walter highlights how many founders and CEOs are “unconsciously competent” in
    sales, having acquired clients and resolved issues themselves in the early stages of their
    business. Because of this, they possess invaluable insight that can elevate the sales team if
    shared effectively. When CEOs engage with clients, they often initiate high-level strategic
    conversations rather than sales pitches. This approach demonstrates genuine interest and sets
    an example for the sales team. Such intentional customer engagement, formalized as part of
    executive priorities, helps ensure the business remains aligned with its clients' evolving needs.

    Links:
    Learn more about Mark Cox.
    Find more episodes here.

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    34 m
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