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Salesology® - Conversations with Sales Leaders

Salesology® - Conversations with Sales Leaders

Von: Wendy Weiss
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When you are ready to transform your sales for today's transforming market, this is the show for you. In the Salesology®️ podcast, you're going to be getting the real scoop, the inside story from sales leaders who will deliver the goods on how to grow sales faster, more easily and more profitably. With your host, The Queen of Cold Calling®️ and Founder of Salesology®️, award winning author, speaker, sales trainer and coach, Wendy Weiss.2023 Marketing & Vertrieb Persönliche Entwicklung Persönlicher Erfolg Ökonomie
  • 154: Ivana Taylor – Building Prospect Lists with AI (Part 1)
    Jan 28 2026
    Guest Bio: Ivana Taylor has spent 35 years translating complex marketing into simple, executable strategies. She's the founder of DIYMarketers.com, where she helps entrepreneurs compete without enterprise budgets. She's a self-described AI power user who tests tools for six hours a day. And she's built follow-up systems for everyone from manufacturing companies to consultants. Key Points: AI has fundamentally changed prospecting and outreach—making it faster, cheaper, and more targeted—but only when combined with clear strategy and direct sales fundamentals. The Old Way Is Broken Cold outreach traditionally means endless spreadsheets, bad or outdated contact data, spray-and-pray marketing (webinars, lead magnets, mass email blasts), and huge time investment with little guarantee of ROI. Buying lists or relying solely on inbound marketing is increasingly ineffective. What Still Works Direct sales and direct outreach remain the most reliable growth strategy. Success starts with absolute clarity on your Ideal Prospect; industry, role/title, geography and specific expertise or problem area. Without this clarity, AI just produces faster garbage. How AI Changes Prospect List Building AI dramatically reduces the manual labor of prospect research. Instead of hours of Googling and data entry AI can find names, companies, websites, social profiles, and sometimes contact info and AI can organize data into usable spreadsheets. AI works best in small-to-medium batches (10–50 at a time). Tools Mentioned for Prospecting & Enrichment General AI platforms (for defining criteria and searching): ChatGPT, Claude and Gemini. Spreadsheet & research automation: GenSpark (noted for strong spreadsheet creation) Data enrichment & contact info (especially B2B): Apollo.io, Hunter.io, Clay.com Outreach & CRM tools: Nimble.com (emails sent directly through Gmail for 1:1 feel) Deal-finding for tools: AppSumo (one-time purchase tools) What AI Can (and Can't) Do AI can build targeted prospect lists faster. Find websites, LinkedIn profiles, phone numbers, and some emails. Segment prospects by expertise or role. Reduce human error in outreach sequences. Ai can't guarantee perfect data (bounces still happen). Replace human judgment. Eliminate the need to review and understand each prospect. Best Practices for AI-Powered Prospecting Always review and "get your hands dirty" with the data. Read prospect websites and make personal notes. Expect some bad data—scrubbing is still required. B2B data is far easier to find than consumer data. Free versions of tools are sufficient to test and validate workflows. Outreach Strategy Matters Use AI to support structured outreach sequences, not spam. Follow a 3–5 touch email sequence. Personalization improves responses. Segment based on expertise, role, or interest. Automation reduces mistakes while preserving a personal tone. Guest Links: FREE GIFT Business by Referral Course: https://diymarketers.trainercentralsite.com/course/business-by-referral Promo Code "WENDY25" AI + Sales Tools from the Podcast ChatGPT – Use it to write outreach emails, brainstorm follow-ups, or summarize client notes quickly and naturally. Genspark – Great for researching topics and generating accurate, human-like marketing or sales content fast. Perplexity – Ideal for researching prospects, finding their websites, social links, and key insights before reaching out. Hunter.io – Find and verify professional email addresses so you always reach the right person. Apollo.io – Combines verified contact data with built-in email outreach and engagement tracking in one platform. Learn More Visit DIYMarketers.com – Simple, actionable marketing strategies for small business owners who want to do marketing on less than $17 a day. Fix Your Marketing Problem in Less Than 24 Hours – Fill out the form, tell me your marketing challenge, and I'll send personalized recommendations in less than 24 hours. About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus, and revenue generation experts. Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. If you are a business owner or sales manager with an underperforming sales team, let's talk. Click here to schedule a time. Please subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect...
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    27 Min.
  • 153: Samantha Phillips – What is Sales Enablement?
    Jan 14 2026
    Guest: Samantha Phillips Guest Bio: Samantha Phillips is the Sales Enablement Manager at SHI International, leading strategic initiatives across Commercial and Public Sector divisions. With over five years of enablement experience in high-volume IT sales, she builds scalable onboarding programs, develops impactful training, and drives process improvements that boost sales performance. Samantha partners with sales and technical leadership to coach enablement teams, ensuring sellers are equipped for success. Her programs have achieved high satisfaction scores and retention rates, reflecting her commitment to results and culture. Samantha is passionate about creating engaging learning experiences and fostering professional growth. She is recognized for her collaborative approach, problem-solving skills, and dedication to elevating sales teams. Connect with her on LinkedIn: linkedin.com/in/phillips-samantha Key Points: Background & Career Path Samantha Phillips started her career in sales at SHI, not enablement. She transitioned into sales enablement after networking with the enablement team and being encouraged to apply. Her enablement experience includes Sales enablement trainer (onboarding & workshops), Program manager, and Sales enablement manager (for the past 3 years). She values continuous learning and has worked across nearly all aspects of sales enablement. Why Sales? Samantha entered sales after moving to Austin and being drawn to the energy and culture of sales, the competitive environment, the ability to build her own book of business, the people and fast-paced atmosphere were the biggest drivers. What Sales Enablement Is (and Is Not) Sales enablement has evolved beyond traditional L&D (Learning & Development). It is no longer just training or professional development. Modern sales enablement focuses on driving the sales process, helping sellers close deals faster, improving sales productivity and developing the right mindsets and behaviors. L&D serves the whole organization; sales enablement is specific to the sales org. What Sellers Need to Be Equipped for Success The most critical focus is a customer-centric approach. Relationship-building is more important than just "getting the meeting." Sellers should aim to become a trusted resource, not just a vendor, build long-term customer relationships and short-term wins are easy; long-term relationships drive sustainable success. Cold Calling & Prospecting Philosophy Samantha agrees that meetings matter—but they should be pursued with strategy and value, not just metrics. Effective prospecting requires researching what matters to the customer, understanding why it matters, and clearly articulating value. Cold calling without value is just "throwing things at the wall." Role of Sales Enablement Tools Tools include CRM, internal systems, data resources, and content. Sellers must first be exposed to tools early (despite information overload). Enablement focuses on high-level understanding of frameworks and strategies and application, especially through role play. Role playing helps sellers sound natural and authentic, avoid reading scripts and build conversational confidence. AI is increasingly used to support practice and application. Skill retention requires ongoing practice—like muscle memory or sports. Research & Preparation Sellers should deeply research their customer and the customer's customers. Understanding the full ecosystem helps sellers communicate broader value. This approach resembles a modern, automated version of a sales readiness checklist. Driving Tool Adoption (Especially CRM) Tool adoption fails when middle managers aren't bought in. Success requires buy-in at all levels: Executives, Sales enablement, Middle managers and Sellers. Managers must reinforce tools during one-on-ones and team meetings. Enablement should test tools with pilot groups, gather feedback and adjust based on real usage. Sometimes tools don't fail—they're just being used differently than expected. "Fail forward" and pivot based on how sellers actually work. CRM Challenges & the Future CRM resistance is common across sales organizations. Current problems include complexity, too many fields/tabs and poor usability. Samantha believes CRM is entering a new phase, driven by AI with more automation, less manual input and more "behind-the-scenes" functionality. The future of CRM should reduce friction for sellers. What Samantha Loves About Sales Enablement Creativity in approaches and problem-solving Different strengths across sellers, managers, and trainers Freedom to experiment, test, and learn A "fail forward" mindset What Drives Her Crazy People who don't try or limit themselves Sellers and leaders who stay stuck in their comfort zones Seeing people underestimate their potential Belief that even 1% improvement per day can be transformational Final Takeaway Growth—in ...
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    27 Min.
  • 152: Tom Dee – The Unexpected Sales Manager
    Oct 27 2025
    Guest: Tom Dee Guest Bio: Tom began his sales management career over eight years ago, and he is passionate about turning underperforming teams into high-performing, revenue-generating ones. Tom loves using tools like AI-driven sales insights to stay sharp and ahead of the game. His approach to leadership is all about mentorship, making smart decisions, and keeping the focus on the customer, building relationships that last. Key Points: Career Journey Started in sales by accident. Studied TV and radio production at the University of Dayton, but couldn't find work in that field. While waiting tables, he met the president of a copier company who was impressed by his "sales pitch" and hired him. Learned cold calling and sales fundamentals in copier sales. Connected through the Chamber of Commerce to Ryden, where he started as a sales account representative. After two successful years, he was promoted to sales manager despite having no prior management experience. His boss recognized his leadership potential and sales acumen. Has been with Ryden for nine years, discovering his true calling in leadership, mentorship, and sales management. Music and Sales Tom is also a musician and band singer. Believes music and sales share core similarities: both require creativity, persistence, and appreciation of the process, not just the outcome. Says the best salespeople, like musicians, hone their craft over time — success isn't innate; it's developed through discipline and practice. Comparing recording music ("you don't see how many takes it took") to the sales process, the journey matters as much as the final result. Sales Philosophy Rejects the myth of the "born salesperson." Emphasizes that sales success comes from process, practice, and consistency, not innate talent. Says the best reps "get out what they put in". Hard work and repetition pay off. Values creativity, resilience, and self-belief in sales performance. Leadership & Coaching Approach Focuses on individualized coaching to help each rep become "the best version of themselves." Builds on strengths and raises the floor on weaknesses, progress can mean moving from a D to a B, not perfection. Believes in incremental improvement - small, consistent gains lead to big results. Encourages trust-based coaching by explaining the "why" behind feedback. Promotes two team types: · Business Development Reps: Need direction, creativity, and fresh energy. · Account Reps: Need structure, process optimization, and focus on managing existing clients. Overcoming Sales Call Fear Recognizes fear of cold calling as common, "there's no magic wand." The only real solution is repetition and desensitization: pick up the phone, make calls, and learn from experience. Sales managers often act like psychologists, helping reps shift their mindset from "I'm bothering people" to "I'm helping people." Acknowledges that sales isn't for everyone, and that's okay. The Power of Process Process brings structure and rhythm to an unpredictable job. Encourages reps to block time and eliminate distractions during call sessions. Teaches that routine builds confidence and consistency, helping overcome discomfort. Note the moment of breakthrough when reps see results from their effort; that's when confidence clicks. Use of Scripts Provides scripts to new reps, especially since Ryden is in the print industry with its own terminology. Scripts help reps learn the "language" of their customers. Encourages reps to act as if, use scripts as training wheels until they internalize the message and make it their own. "Fake it till you make it… But eventually, you have to make it." Management Philosophy Believes in meeting people where they are, not forcing everyone into one mold. Success comes from helping each rep develop in their own authentic way. Leadership is about guidance, empathy, and helping others grow, not control. Guest Links: LinkedIn: https://www.linkedin.com/in/tom-deee/ About Salesology®: Conversations with Sales Leaders Download your free gift, The Salesology® Vault. The vault is packed full of free gifts from sales leaders, sales experts, marketing gurus, and revenue generation experts. Download your free gift, 81 Tools to Grow Your Sales & Your Business Faster, More Easily & More Profitably. Save hours of work tracking down the right prospecting and sales resources and/or digital tools that every business owner and salesperson needs. If you are a business owner or sales manager with an underperforming sales team, let's talk. Click here to schedule a time. Please subscribe to Salesology®: Conversations with Sales Leaders so that you don't miss a single episode, and while you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated! To learn more about our previous guests, listen to past episodes, and get to know your host, go to https://podcast.gosalesology.com/ and connect on ...
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    28 Min.
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