The Sales Evangelist

Donald C. Kelly

I believe in doing BIG THINGS! You should be earning 6 figures easily as a sales rep. But chances are you are not...yet! Sales is the most important department in every company but many sellers are never taught how to effectively sell, much less how to earn their way to high-income status. My own career limped along until a company I worked for invested in sales training to help me succeed. Immediately afterward, I closed a deal worth 4X what the company spent on me and saw hockey-stick improvement in my performance. So I started a podcast to “Evangelize” what was working. Today I interview the world's best sales experts, successful sellers, sales leaders and entrepreneurs who share their strategies to succeed in sales right now: folks like Jeffrey Gitomer, Jill Konrath, Bob Burg, and Guy Kawasaki to name a few. They share actionable insights and stories that will encourage, challenge, and motivate you to hustle your way to top income status. If you’re someone looking to take off in your sales career and earn the income you deserve, hit subscribe and let’s start doing BIG THINGS!

  1. Stop Quitting So Fast

    Jun 1

    Stop Quitting So Fast

    So many sellers quit within their first few months in sales. Honestly, I think many of them give up too soon. Sales isn't easy, but success often comes down to staying committed when things aren't going your way. I'm sharing why determination matters, how to push through rejection, and why the sellers who keep going are often the ones who eventually succeed. Why Determination Matters in Sales Early in my college years, I found myself stranded in California with a friend during a business trip. We had no transportation, limited options, and needed to get back to our hotel. Instead of giving up, we stayed focused on finding a solution. Because we were determined to make it back, we noticed opportunities that we might have otherwise overlooked.That experience reinforced a lesson I've carried with me ever since: when your reason for succeeding is strong enough, you'll find a way through obstacles that might stop other people. Stop Letting Fear Hold You Back One challenge many sales professionals face is the fear of rejection. Too often, sellers hesitate to follow up because they worry about being annoying or reaching out too many times. But if you genuinely believe your solution can help someone solve an important problem, then it's your responsibility to start the conversation.Most buyers won't remember how many times you called or emailed. They'll remember the value you helped them create. Use AI to Prospect Smarter Persistence is important, but that doesn't mean wasting time on the wrong opportunities.Today's sellers have access to AI tools that can help identify companies experiencing specific challenges and uncover prospects who are more likely to engage. Instead of blasting generic messages to thousands of people, you can narrow your focus and spend time with the accounts that matter most.The goal is simple: become more relevant and intentional with your outreach. Take a Multi-Channel Approach Prospecting works best when you meet buyers where they are. That's why I encourage sellers to combine phone calls, emails, and LinkedIn outreach. Some prospects may respond to email, while others prefer social engagement or a direct conversation. Using multiple channels increases your chances of reaching the right decision-maker at the right time. Get Back to the Fundamentals At the end of the day, sales success still comes down to the basics.Believe in your solution. Build a targeted list. Stay focused on the people you can help. Most importantly, remain relentless when obstacles appear.The sellers who succeed are often the ones who keep moving forward long after everyone else has decided to quit. “If you have a reason strong enough, no obstacle can stop you.” - Donald C. Kelly Resources Ready to transform your prospecting strategy? Check out Episode 1996 to learn a powerful new method for using Claude to achieve a refined focus.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship Offers This episode is brought to you in part by Hubspot. With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales. This episode is brought to you in part by LinkedIn. Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse. This episode is brought to you in part by the TSE Sales Foundation. Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin. Credits As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

    24 min
  2. Sales Is No Longer A Numbers Game

    May 29

    Sales Is No Longer A Numbers Game

    Sales has changed dramatically in the age of AI, but success still comes down to having the right strategy. That's why I sat down with Tom Stearns and Peter Cleary, co-authors of Graphic Sales: How to Build a Prospecting Playbook. They shared how sales teams can move beyond vanity metrics and build a data-driven prospecting process that helps reps focus on the right opportunities and generate better results. Meet Tom Stearns and Peter Cleary Tom Stearns and Peter Cleary are the co-authors of Graphic Sales: How to Build a Prospecting Playbook, a book designed to help sales professionals build more effective prospecting strategies through visual storytelling and practical frameworks.Tom is a consultant who has worked with companies across dozens of industries, helping sales teams improve performance through data-driven prospecting. His work focuses on building prospecting playbooks, analyzing sales metrics, and helping organizations identify the behaviors that lead to consistent results.Peter previously served as a Director and Senior Director of Engineering. He believes great salespeople focus on solving business problems and that success comes through collaboration and teamwork.Together, Tom and Peter combine sales strategy, data analysis, and real-world business experience to help organizations create more focused and effective prospecting processes. Building a Strong Ideal Customer Profile One of the biggest lessons from this discussion is the importance of knowing exactly who you should be selling to.The best way to build an Ideal Customer Profile (ICP) is by studying your most successful customers. Look at the clients who stay the longest, get the best results, and genuinely enjoy working with your company.From there, you can identify the traits that predict success and use those insights to guide your prospecting efforts.We also talked about creating a "hell no list." While many organizations focus on ideal customers, it's just as important to recognize the types of accounts that consistently create challenges, consume resources, or simply aren't a good fit. Why Every Sales Team Needs a Playbook A sales playbook provides structure and consistency for an organization.It helps teams document what works, align around proven processes, and create repeatable success. More importantly, a playbook should never be treated as a static document.Markets change. Buyers change. Strategies evolve. The most effective sales teams regularly review and update their playbooks to reflect what's happening in the real world. Become a Student of the Market For individual sales reps, one message stood out throughout the conversation: pay attention to the data.Successful sellers study their market, analyze which conversations move forward, and look for patterns in their results. They don't abandon a strategy because of a bad week or a few difficult prospects.Instead, they remain consistent while gathering enough information to determine whether adjustments are truly needed. Winning in the Modern Sales Environment Sales has always been about helping people solve problems, but today's environment requires a more disciplined approach.The sellers who thrive are the ones who combine curiosity, consistency, and data-driven decision-making. When you understand your ideal customer, follow a proven process, and continually learn from the market, you put yourself in a much stronger position to succeed. "Don't think of it as a project; think of it as a discipline." — Tom Stearns "If you try to do it alone, you'll probably fail. Sales is a team effort, and success requires a lot of open communication and collaboration." — Peter Cleary Resources Buy the guests' new book, Graphic Sales: How to Build a Prospecting Playbook, which is available globally through online retailers such as Amazon and Barnes & Noble.Visit the website stearns.io to read the first chapter of their book for free.Reach out to Tom Stearns and Peter Cleary on LinkedIn to stay updated on their latest sales insights.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship Offers This episode is brought to you in part by Hubspot. With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales. This episode is brought to you in part by LinkedIn. Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse. This episode is brought to you in part by the TSE Sales Foundation. Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin. Credits As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

    40 min
  3. Helping Customers Understand The Business Problem You Solve

    May 25

    Helping Customers Understand The Business Problem You Solve

    One of the biggest mistakes sellers make is focusing too quickly on their product instead of understanding the deeper problem their customer is trying to solve. That’s why I wanted to bring back this conversation with Jeff Koser, founder and CEO of Zebrafy. Even though this episode originally aired during the pandemic, the principles still apply today, especially when it comes to standing out in crowded markets and building trust with buyers. Why Surface-Level Selling Doesn’t Work Jeff explained that too many sales reps stop at surface-level conversations.Customers do not buy because your product has more features. They buy because they believe you understand the real business problem they are facing and can help them solve it.That requires deeper research, better questions, and understanding the customer’s world before pitching a solution. The Importance of “Voice of the Customer” One idea that really stood out to me was Jeff’s concept of “voice of the customer.”Instead of only relying on your company messaging, Jeff encourages sellers to learn directly from customers by understanding: the problems customers believe were solved the value created after solving those problems and the measurable business impact the solution deliveredThat insight helps sellers communicate in a way that feels more relevant and customer-focused. Why Respectful Outreach Matters Jeff also shared why thoughtful outreach matters more than ever.Buyers are overwhelmed with emails, automated messaging, and generic pitches. Sellers who take the time to personalize their communication and genuinely understand customer priorities immediately separate themselves from the competition.At the end of the day, the best sales conversations happen when customers feel understood, not sold to. “We have to recognize that what we’re selling may not be everyone’s priority right now, which is why every sales conversation should give people a respectful and simple out.” - Jeff Koser Resources Connect with Jeff Koser’s website to learn more about customer-focused selling strategies, and grab a copy of Voice of the Zebra by Jeff and Chad Koser for additional insights on identifying and reaching your ideal prospects.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship Offers This episode is brought to you in part by Hubspot. With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales. This episode is brought to you in part by LinkedIn. Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse. This episode is brought to you in part by the TSE Sales Foundation. Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin. Credits As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

    29 min
  4. Sales Isn't Fun Anymore

    May 22

    Sales Isn't Fun Anymore

    Lately, I’ve been hearing more sellers say the same thing: “I’m losing my joy in sales.” Honestly, I get it. Selling today feels different than it did a few years ago. Cold outreach is harder, inboxes are crowded, buyers are more cautious, and deals take longer to close. When the wins slow down, it can start feeling like you’re just grinding through the motions instead of enjoying the work. But I truly believe you can get that excitement back. Start With Your Why One of the biggest things that helped me was reconnecting with my purpose.At different stages of life, your “why” changes. Early on, mine was helping my family avoid financial struggles we experienced growing up. Today, it’s creating experiences with my wife and kids and building something meaningful through the work I do.Your why might be freedom, travel, financial goals, family, or building your own business someday. Whatever it is, you need something bigger than quotas pushing you forward. Make Sales Fun Again Another thing that helps is creating milestones you can work toward.Maybe it’s reaching a certain income level, landing a leadership role, joining a startup, or eventually building your own company. When you give yourself goals beyond just surviving the quarter, sales become more exciting again. The People and Industry Matter Too The environment around you matters more than people realize.Working with great people and selling in industries that are growing and transforming can completely change your energy. Spaces like AI and emerging technologies are creating opportunities that feel exciting again because you’re learning, growing, and helping shape something new.At the end of the day, you have more control over your future than you think. Sometimes finding joy again starts with deciding you’re ready for something better. “You have control of your future. Don’t give that up to anyone else.” - Donald C. Kelly Resources If you’re feeling stuck or burned out in sales, read Man's Search for Meaning to help reconnect with purpose, fulfillment, and the deeper “why” behind your work.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship Offers This episode is brought to you in part by Hubspot. With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales. This episode is brought to you in part by LinkedIn. Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse. This episode is brought to you in part by the TSE Sales Foundation. Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin. Credits As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

    18 min
  5. Why So Many Talented Women Never Make It to Leadership

    May 18

    Why So Many Talented Women Never Make It to Leadership

    Many women in sales struggle with feeling like they’re not fully qualified for leadership roles, even when they’re already doing the work. That self-doubt can make it harder to pursue promotions and career growth. To help break this down, I invited leadership coach and tech executive Erika Chestnut to share the challenges women face when advancing their careers and how sales leaders can better support them. Meet Erika Chestnut Erika Chestnut is a transformational leader with more than 25 years of experience in the tech industry.She is passionate about helping individuals and teams rethink leadership, communication, and workplace culture to create stronger performance and long-term success.Through coaching, leadership development, and strategic guidance, Erika equips professionals with practical tools to build confidence, strengthen relationships, and lead more effectively. The Confidence Gap Holding Women Back Erika shares how often women underestimate their readiness for leadership opportunities.She explains that many women feel like they need to accomplish every requirement before applying for a promotion, while others are comfortable taking the leap much earlier.Erika also shares an exercise she uses with clients where they compare their current responsibilities to the role above them. In most cases, women are already doing 50% to 75% of the next position without realizing it.Many women feel pressure to constantly prove themselves through performance while still struggling to advocate for their own advancement. Erika explains how this mindset can keep high performers stuck, even when they are already operating at the next level in their careers. Why Leaders Need to Better Understand Communication Styles Communication styles also play a major role in career growth. Erika explains how many leaders unintentionally overlook talented women because they communicate differently from more outspoken employees.She also shares how some employees naturally focus on details while leaders are often focused on outcomes. When communication styles do not align, high performers can easily be misunderstood or overlooked. Treat Your Career Like A Business Erika shares advice on how women can become more intentional about career growth by treating their career like a business.Set goals, build relationships with mentors and stakeholders, and develop a strategy for long-term advancement instead of waiting to be noticed. “Success doesn’t come by copying somebody else. Success comes when you know who you are.” — Erika Chestnut Resources Connect with Erika Chestnut on LinkedIn or visit her website to learn more about leadership development, career strategy, and building confidence as you grow into your next role.Keep track of your sales activity and boost your results with the Prospect Pro sales tool.Step up your sales game with Sales Mastermind. Get accountability, stay motivated, and tackle the blockers keeping you from hitting your goals.Visit Blue Mango Studios for help in creating podcast production content. Sponsorship Offers This episode is brought to you in part by Hubspot. With HubSpot sales hubs, your data tools and teams join a single platform to close deals and turn prospects into pipelines. Try it for yourself at hubspot.com/sales. This episode is brought to you in part by LinkedIn. Are you tired of prospective clients not responding to your emails? Sign up for a free 60-day trial of LinkedIn Sales Navigator at linkedin.com/tse. This episode is brought to you in part by the TSE Sales Foundation. Improve your connection on LinkedIn and land three or five appointments with our LinkedIn prospecting course. Go to the salesevangelist.com/linkedin. Credits As one of our podcast listeners, we value your opinion and always want to improve the quality of our show. Complete our two-minute survey here: thesalesevangelist.com/survey. We’d love for you to join us for our next episodes by tuning in on Apple Podcast, Google Podcast, Stitcher, or Spotify. Audio provided by Free SFX, Soundstripe, and Bensound. Other songs used in the episodes are as follows: The Organ Grinder written by Bradley Jay Hill, performed by Bright Seed, and produced by Brightseed and Hill.

    32 min
4.9
out of 5
266 Ratings

About

I believe in doing BIG THINGS! You should be earning 6 figures easily as a sales rep. But chances are you are not...yet! Sales is the most important department in every company but many sellers are never taught how to effectively sell, much less how to earn their way to high-income status. My own career limped along until a company I worked for invested in sales training to help me succeed. Immediately afterward, I closed a deal worth 4X what the company spent on me and saw hockey-stick improvement in my performance. So I started a podcast to “Evangelize” what was working. Today I interview the world's best sales experts, successful sellers, sales leaders and entrepreneurs who share their strategies to succeed in sales right now: folks like Jeffrey Gitomer, Jill Konrath, Bob Burg, and Guy Kawasaki to name a few. They share actionable insights and stories that will encourage, challenge, and motivate you to hustle your way to top income status. If you’re someone looking to take off in your sales career and earn the income you deserve, hit subscribe and let’s start doing BIG THINGS!

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