Sales Talk for CEOs

Discover how CEOs can lead their teams to secure larger corporate deals, transition upmarket, and build strategies for landing transformative accounts with expert insights from Jamal Reimer.About GuestJamal Reimer is an experienced coach, best-selling author, product developer, and ambitious multi-million-dollar Enterprise Seller with more than 2 decades of experience in the field. After closing three 50-million-dollar deals at Oracle, he found his passion in helping others achieve the same. He’s coached hundreds of B2B sellers, teaching them the art of closing mega deals. Jamal has also cultivated a thriving community of more than 600 sellers, all dedicated to supporting and elevating each other’s success.About Guest CompanyEnterprise Sellers is a company that is dedicated to helping sales professionals close mega deals. This company offers training and mentorship to B2B SaaS sellers. They aim to help sales professionals navigate and understand the best strategies to secure large deals with potential customers. The Enterprise Sellers focuses on strategies that have been tested and proven to be effective by experienced industry professionals.Outboundless, where Jamal is a co-founder, focuses on helping companies scale their sales operations. By offering services like on-demand sales teams and tailor-made growth plans to suit each client.Social Links Episode Social LinksLinkedIn: https://www.linkedin.com/in/jamal-reimer/Company Website: https://www.enterprisesellers.com/https://jamalreimer.com/Company LinkedIn (Enterprise Sellers): https://www.linkedin.com/company/enterprise-sellers/Company LinkedIn (Outboundless): https://www.linkedin.com/company/outboundless/Link to Mega Deal Secrets: https://www.megadealsecretsbook.com/order-587089631679443322419Book recommended by Jamal: https://heathbrothers.com/books/the-power-of-moments/Podcast recommended by Jamal: https://www.npr.org/podcasts/510318/up-firstConnect with Alice HeimanLinkedIn Profile:  https://www.linkedin.com/in/aliceheiman/Alice’s Website: https://aliceheiman.com/

Alice Heiman reveals critical strategies to ensure your sales team is at peak performance before expanding your team.Connect with Alice HeimanLinkedIn Profile:  https://www.linkedin.com/in/aliceheiman/Alice’s Website: https://aliceheiman.com/Alice Blog: https://aliceheiman.com/want-more-sales-hiring-more-salespeople-may-not-be-the-answer/

Chapters01:54 Dave Brock's EntryIntroducing guest Dave Brock, a seasoned sales expert and author, discussing the dynamics of executive involvement in sales.02:07 The CEO's Role in SalesUnderstanding the strategic involvement of CEOs in sales, particularly in early-stage companies.02:46 Current Roles and InsightsDave illustrates his current role advising large companies and the unique challenges of early-stage companies.04:04 The Sustainable Role of CEOsDiscussion on how CEOs should balance their involvement in sales to ensure sustainability and growth.05:22 Leveraging Executive PresenceStrategies on how and when CEOs should intervene in sales processes to leverage their authority and experience.06:57 Opening Doors in SalesAnecdotes on how executive titles can accelerate business development and client engagement.07:45 Transition in CEO InvolvementExploring why CEOs might reduce their direct involvement in sales over time and the importance of empowering sales teams.09:56 Effective Use of Executive InfluenceDave shares how CEOs should be strategically used in sales, not just for authority but for significant business impact.10:01 Anecdote: CEO as a Symbolic PresenceHighlighting a quirky yet strategic use of a CEO's presence in international negotiations.11:29 CEO Missteps in Sales InterventionsA discussion on the potential risks and pitfalls when CEOs overstep in sales situations.16:17 The Importance of Strategic Executive InvolvementUnderlining when and why sales teams should leverage their CEOs, with a focus on access and displaying commitment.19:43 CEO Preparedness and CoordinationInsights into how sales teams should prepare and justify the involvement of senior executives in sales discussions.23:15 Establishing Organizational Support StructuresHow companies should structure executive support to ensure agility and efficacy in sales support.27:06 Long-term Strategic EngagementEncouraging CEOs to engage deeply with sales processes to drive organizational success and growth.44:59 Closing RemarksRecapping the essential points of CEO involvement in sales and the benefits of strategic executive participation.About GuestProvided:  Dave is author of the Sales Manager Survival Guide and the upcoming Sales Executive Survival Guide. He is CEO of Partners In EXCELLENCE, boutique consulting company working with Global 500 technology, industrial product, and professional services company.  He is also a highly sought after coach to CEOs, CROs and other executives. AI: Dave Brock is a seasoned professional with a knack for helping businesses navigate the fast-paced and often complex world of sales. He operates as the CEO of Partners in EXCELLENCE, a consulting firm that aids companies in becoming top performers in their fields. Known for his remarkable ability to analyze data and implement strategies that yield tangible results, Brock is admired by many in the industry. Brock carries with him a rich experience and deep understanding of the corporate environment, which allows him to provide effective solutions to companies struggling to cope with change. His forte lies in simplifying the intricacies of the business world, enabling organizations to seize opportunities and launch effective action plans with ease.About Guest CompanyPartners In EXCELLENCE is a consulting firm renowned for its solutions that help business leaders and sales teams deal with today's intricate and dynamic corporate landscape. Their primary aim is to work closely with their clients, helping them innovate, transform and eventually emerge as leaders in their respective fields. Their team of experts provide invaluable coaching and design customized solutions based on the individual needs of each business. According to te

Chapters01:06 Guest Introduction01:13 Dakota's Dual Business Model02:39 Origin Story of Dakota03:10 Transition from Employee to Entrepreneur05:06 Early Days and Initial Client Acquisition06:37 Growing the Company and Sales Team Development07:42 Implementing the 'Dakota Way'09:01 CEO's Role in Sales Process10:32 Sales Team Expansion and Developing Leadership12:07 Introducing AI in Sales13:14 Utilizing AI for Enhanced Customer Targeting16:03 Cold Outreach Strategies18:50 Building a Sales Culture Focused on Belief and Persistence20:28 Importance of the Human Element in Sales25:07 Final Insights and Advice for CEOsAbout GuestGui Costin is an entrepreneur and thought leader with a track record of success in the field of sales and marketing. He is the founder and CEO of Dakota, a sales and marketing company specializing in investment services. With over 30 years of experience in the industry, Gui possesses an extensive knowledge of the global economy and investment world. Throughout his career, he has successfully launched and managed numerous businesses in the investment space. His expertise lies in sales strategy, business development, market research and product management.About Guest CompanyDakota is an industry leader when it comes to sales and marketing in the investment services sector. The company was established by Gui Costin with a vision to revolutionize investment sales and marketing efforts through technology. Today, Dakota boasts a comprehensive sales platform – Dakota Marketplace, which is the first-ever search engine for investment strategies. The platform connects asset managers with potential investors. Alongside Dakota Marketplace, the company offers various other services like fund placement, investor research, data sync service that help drive revenues of businesses in capital raising.Links Connect with Gui CostinLinkedIn Profile: https://www.linkedin.com/in/guicostin/Company Website: https://www.dakota.com/Gui Costin's book 'Millennials Are Not Aliens' on Amazon: https://www.amazon.com/Millennials-Are-Not-Aliens-Everything/dp/1946633429Gui Costin’s book ‘The Dakota Way’: Stay Tuned - Scheduled to be released in February 2025!Dakota's YouTube Channel featuring Gui Costin: https://www.youtube.com/@DakotaLivePodcastBook recommended by Gui : Amazon management systems The Amazon Management System - Ram Charan - Author, CEO AdvisorPodcast recommended by Gui: Chris Lockhead Podcast : Category Pirates (2) Category Pirates 🏴‍☠️ - YouTubeConnect with Alice HeimanLinkedIn Profile: https://www.linkedin.com/in/aliceheiman/Alice’s Website: https://aliceheiman.com/

Episode DetailsChapters00:01 Introduction and Importance of Modern Sales Strategies01:40 Understanding and Organizing Sales Opportunities03:16 Differentiating Leads from Opportunities04:47 Tracking and Managing Opportunities06:13 The Funnel vs. The Pipeline07:33 Analyzing Pipeline Health and Sales Quotas09:02 The Significance of Periodic Reviews10:51 Avoiding Common Pipeline Review Mistakes12:24 Conducting Effective Funnel and Deal ReviewsSocial Links Connect with Alice on LinkedIn:  https://www.linkedin.com/in/aliceheiman/Alice’s Website: https://aliceheiman.com/

 Chapters01:21 Guest IntroductionIntroduction to guest Jay Aigner, a founder of a QA software testing company, sharing glimpses into starting his business.01:39 Current Company Operations Jay Aigner explains his company's role in alleviating QA bottlenecks and providing quality assurance services to software companies.02:17 Initial Inspiration for Starting a BusinessJay recounts his career journey leading up to entrepreneurship, inspired by personal life challenges and a lack of job opportunities.03:17 Side Gigs Before Entrepreneurship Jay discusses managing multiple consulting gigs while holding a full-time job and how that transitioned into his business.04:02 Transitioning to Full-Time Business The turning point when Jay decided to focus solely on his business, pursuing an opportunity after being laid off.05:02 First Steps in Growing Business Details on how Jay's business acquired its first customers through Upwork and networking in local business groups.06:21 Building a Team Jay describes the initial team-building phase, stating the importance of offloading tasks to focus on growth and leadership.07:34 Addressing Sales Challenges  The struggles and learning curve involved in establishing an effective sales framework and team within the company.08:43 Utilizing AI and Technology Discussing how the company integrates AI for enhanced efficiency while focusing on personalized client interactions.10:11 Sales Strategies and Customer Relationships Insights into maintaining customer relationships and developing targeted sales strategies through localized networking.11:54 Importance of a Structured Sales FrameworkThe critical role of a formal sales framework and accountability in scaling and managing sales efforts effectively.12:40 Strategic Partnership and Lead Generation Jay emphasizes the importance of strategic partnerships and localized lead generation in scaling the business.14:24 Utilizing, Training, and Implementing AIHow AI is utilized for list building and data analysis, providing a competitive edge in personalized marketing.16:18 Growth Through Strategic PartnershipsJay elaborates on the future growth strategies focused on forming strategic partnerships within the industry.19:31 Value of a Podcast in Business NetworkingJay shares the benefits of running a podcast for networking, brand building, and direct business opportunities.About GuestJay Aigner is the founder and CEO of JDAQA Software Testing, a leading provider of QA solutions for modern software platforms. With over a decade of experience across various software domains, Jay has expertise in development, quality assurance, and product management. He transformed JDAQA from a startup consulting firm into a prominent software testing company operating nationally and internationally. Jay also hosts The First Customer Podcast, interviewing successful software entrepreneurs and leaders. In his free time, he enjoys spending time with his family, astrophotography, flying, skateboarding, and fishing.Social Links Connect with Jay on LinkedIn:(13) Jay Aigner | LinkedInThe First Customer YouTube Channel:The First Customer - YouTubeBooks recommended by Jay: Ecosystem Lead Growth. https://a.co/d/bM2siVqFanatical Prospecting: Fanatical Prospecting - Jeb BlountAlice’s Website:https://aliceheiman.com/Connect with Alice on LinkedIn: https://www

Imagine freeing up hours in your day while boosting your team’s productivity and engagement. With the right AI tools, that’s possible. In this Sales Talk for CEOs episode, Alice Heiman speaks with Gillian Utesch, CEO of Broken Glass Ceiling Marketing, about how AI-driven tools can help your team to streamline marketing, personalize engagement, and tackle sales in a whole new way. Here’s what you need to know about AI to enhance your go-to-market strategy without stretching your team to the limit.From Pharmacist to Marketing Innovator: Gillian’s JourneyGillian’s story starts in a surprising place—a pharmacy. Transitioning from a pharmacist to a marketer, makes sense right? LOL, I think she has a whole book in that story. She started a firm to do traditional marketing and she quickly realized there were a lot of things she didn’t want to do. That set her on a path to automate those tasks so she could get them off her plate. She was so successful that she realized that her clients might like to do the same. They wanted to automate the repetitive tasks that often bogged down teams. So she built out the tools so that everyone can use them. Now, her company helps clients minimize time on routine activities, allowing CEOs and their teams to focus on growth. As Gillian puts it, “I didn’t build a business around what I loved doing—I built it around what I didn’t want to do, so others wouldn’t have to either.”Key Insights for CEOs Embracing AI in Marketing and SalesReaching Clients in Multiple Time ZonesAfter COVID, work styles and locations became more dispersed, with clients now spread across global time zones. Instead of a one-size-fits-all approach to communication, AI can help you identify ideal times for outreach, increasing the likelihood of engagement without adding work to your team’s plate.Cutting Through the Noise with Personalized CommunicationEmail inboxes are overflowing, making it harder than ever to connect meaningfully with customers. AI can analyze your audience’s preferences, enabling your team to deliver highly relevant content that resonates. Rather than sending blanket emails, think about messages that address your clients' specific industries and needs.Engagement Over Posts: Building Authentic Connections on LinkedInPosting on LinkedIn isn’t enough. True engagement happens through interaction, which is often time-consuming. AI tools can handle initial connections and automate responses in line with your brand voice, freeing you to jump into conversations when they matter most.Action Steps for CEOs to Implement AI EfficientlyAssess and Integrate AI Tools with PurposeDetermine which tasks are ripe for automation—think of repetitive, high-volume activities like initial outreach or follow-ups. Tools like xiQ allow for deep research and message personalization, helping your team engage meaningfully without sacrificing time.Build Authenticity into AutomationAI tools should support authentic connection. Personalization doesn’t just mean using a contact’s first name; it’s about showing real knowledge of their challenges. Setting up guidelines for your team can ensure AI outputs reflect your brand and bring value to every interaction.Scale Strategically Without Losing Personal TouchAs your reach expands, so does the need for genuine, tailored responses. AI can assist in automating responses that sound natural and caring, allowing your team to handle larger volumes without compromising quality.Leveraging AI to Free Up Time and Maximize ImpactThe real value of AI for CEOs isn’t just about saving time; it’s about allowing you and your team to focus on what matters most—building relationships, strategizing for growth, and driving impactful outcomes. As Alice Heiman notes, “AI is here to stay, and those who embrace it wil

Imagine your sales team leveraging tools that analyze data, predict trends, and create personalized messages in real-time. This isn’t some futuristic fantasy—it’s happening now in today’s AI-driven sales landscape. As Alice Heiman puts it, “Salespeople who don’t use AI will be replaced by those who do.”In this episode of Sales Talk for CEOs, Alice explores how AI can reshape your go-to-market (GTM) strategy. Let’s dive into the key takeaways and action steps every CEO should consider.AI’s Impact on Customer Success and MarketingBefore tackling sales, let’s look at how AI is already transforming customer success and marketing. AI enhances customer interactions by delivering fast, accurate responses, personalizing communication, and even predicting customer needs.In marketing, AI tools handle content creation, manage social media, and even assist with graphic design. This ensures consistent messaging and saves your team countless hours.Sales and AI: Navigating the New FrontierIntegrating AI into sales feels like stepping into uncharted territory. There’s enormous potential, but also new challenges. Some CEOs worry AI might dilute their brand’s voice or leak sensitive data. The truth? When used properly, AI is a game-changer.Action Steps for CEOs: Implementing AI in SalesEstablish Clear Guidelines: Set rules on AI use to protect data security. Make sure your team knows the risks of free AI tools and has clear directives on approved software.Train Your Sales Leaders: Train sales leaders on AI policies and tool usage. Then, empower them to educate their teams so AI becomes a strategic advantage, not a point of confusion.Use AI for Research and Personalization: Tools like xIQ offer valuable insights into prospects, help with SWOT analyses, and tailor messaging based on personality types. Your team can use this information to connect on a deeper level.Craft AI-Powered Emails and Messages: AI can help create engaging, personalized emails. However, always review and refine the content to ensure it’s accurate and fits your brand’s tone.Develop Sales Strategies Using AI:AI can analyze account data, spot new opportunities, and suggest next steps. This helps your team make informed decisions and stay ahead of the competition.Stay Competitive by Embracing AIAI is rapidly changing how sales teams operate. By integrating it into your GTM strategy, you can improve efficiency, boost customer engagement, and drive more revenue. As Alice Heiman says, “AI is here; it’s doing great things. We need to use it, but we need to be smart.”Ready to learn more about using AI in your sales strategy? Tune in to the full episode of Sales Talk for CEOs with Alice Heiman for a deeper dive.Chapters00:02 Introduction to AI in Sales01:51 Establishing AI Guidelines and Policies03:25 AI in Customer Success and Marketing06:22 Addressing Fears and Misconceptions About AI in Sales08:53 Training and Implementing AI for Sales Teams10:06 AI Tools for Sales Coaching11:28 AI for Sales Research and Prospecting14:16 AI for Crafting Effective Sales Communication17:05 AI for Developing Sales Strategies20:42 Conclusion and Call to Action

Imagine if the key to faster growth and deeper connections was something as simple as being yourself—authentically. In this episode of Sales Talk for CEOs, Erin Hatzikostas reveals how authenticity, when used intentionally, becomes a powerful tool for CEOs to lead with confidence, build trust, and create a lasting impact in their organizations.Key Insights from the Episode:1. Authenticity is a Strategic AdvantageErin Hatzikostas makes a bold claim: authenticity isn’t about just "being yourself"—it's a strategic tool for leadership and business success. She defines authenticity as being genuine, original, and authoritative. By focusing on these traits, leaders can create trust and connection, both internally and externally. Erin explains that many leaders mistakenly believe they are already authentic, but true authenticity is more nuanced and requires intentionality.“Authenticity isn’t about you; it’s about showing up for others. It’s an absolute fast pass to connection, trust, and differentiation,” Erin explains.2. The Myth of "Being Yourself"Erin debunks the common belief that authenticity simply means being yourself. Instead, she explains that authenticity must be in service to others, meaning it’s about how you show up for your team, your customers, and your partners in unexpected ways. It's about being genuine in moments where people least expect it, and knowing that being transparent doesn't always mean oversharing.“It’s not how you act in a room with your direct staff—that’s easy. The real challenge is showing up authentically in high-stakes situations, like board meetings or client interactions,” Erin points out.3. Authenticity in Action: Where It Matters MostFor CEOs, the opportunities to be authentic go beyond one-on-one conversations with direct reports. Erin emphasizes that the real challenge lies in high-stakes settings—like board meetings, client interactions, and public communications. It’s in these moments where authentic leadership can truly shine and create a lasting impact.Erin explains, “CEOs need to focus on what’s needed, not what’s normal. If you're delivering a message and it isn’t genuine and authoritative, you're not going to keep people's attention."4. The 50% Rule: Innovate Your Way to SuccessErin shares a practical strategy she calls the "50% Rule," which allows leaders to break free from traditional playbooks. Instead of trying to follow every best practice, CEOs should adapt by taking what works and infusing their own originality. By doing this, leaders can create something that is both innovative and authentic to who they are and what their company stands for.5. Reducing the Zero Moments of TruthErin introduces the concept of "zero moments of truth," explaining how CEOs can reduce the time it takes for potential clients to know, like, and trust them. Building authentic connections early through thought leadership and strategic content allows CEOs to build relationships faster and more effectively. Erin encourages leaders to reduce these zero moments through consistent and authentic interactions, both online and offline.Action Steps for CEOs:Start with Authenticity: Make a conscious effort to show up genuinely in high-stakes settings. Authenticity can be your differentiator.Apply the 50% Rule: Don’t feel pressured to follow every rule. Take what works, discard what doesn’t, and add your own unique spin.Create Trust through Consistency: Whether it's online content, meetings, or public communication, reduce the zero moments of truth by showing up authentically and consistently.Final Thought:In today's competitive market, authenticity is more than just a personal trait—it's a powerful strategy for success. Erin Hatzikostas shows us that by being genuine, original, and authoritative, CEOs can not only build trust but also differentiate themselv

What does it take to build a company from the ground up and lead it to success for 16 years? For Vineet Jain, CEO and Co-founder of Egnyte, the answer is a relentless focus on product excellence and customer satisfaction. In a recent episode of Sales Talk for CEOs, Vineet shared how these principles helped him grow Egnyte into a leading cloud-based content collaboration and governance platform, serving over 23,000 customers.Key Insights from Vineet Jain:Product First, Always Vineet credits Egnyte’s success to being a product-centric company. By developing a solution that offers a seamless, turnkey experience for mid-market companies, Egnyte solves the critical challenges of content security and collaboration without complicating user workflows.“Our superpower is the product,” Vineet said. “It’s easy to manage, saves time, and reduces costs, which is exactly what mid-market customers need.”Customer Satisfaction Over Revenue From day one, Vineet instilled a culture that prioritizes customer happiness over quick revenue gains. He believes that happy customers are the foundation of long-term success, and he’s made Net Promoter Scores (NPS) a key metric for success at Egnyte. “A happy customer is more important to me than revenue targets,” he explained. “Without happy customers, the rest won’t matter.”Selling with Integrity Jain’s approach to sales is simple: don’t oversell, and don’t treat customers like a quick win. His sales strategy focuses on building trust and long-term relationships, ensuring that customers feel valued well beyond the initial sale. “Integrity matters in sales. It’s not about short-term wins but about building relationships that last,” Vineet shared.The Power of Inside SalesEarly on, Jain recognized that the best way to scale Egnyte was by building an inside sales team focused on mid-market customers. This strategy allowed them to efficiently acquire customers while maintaining a personalized approach.“Our inside sales model gave us the ability to scale while keeping acquisition costs low and sales cycles short,” said Vineet.Action Steps for CEOs:Prioritize Product Excellence: Build a solution that truly solves customer problems.Focus on Customer Success: Make customer satisfaction your number one metric.Maintain Integrity in Sales: Build long-term trust with your customers.Leverage Inside Sales: For mid-market companies, inside sales can be more efficient and cost-effective.Vineet Jain’s journey with Egnyte highlights the importance of focusing on what truly matters: a great product, happy customers, and long-term success. For more insights, listen to the full episode below.Chapters01:11 - What Ignite Does - Vineet explains that Ignite provides a cloud-based content collaboration and security platform, targeting mid-market companies.02:33 - Solving Mid-Market Challenges - Discussion on how Ignite offers a turnkey solution for content management and security, addressing the unique needs of mid-market companies.04:53 - The Genesis of Ignite - Vineet shares the origins of Ignite, including the transition from their previous company and the early development of the product.06:57 - The Early Days of Cloud Computing - Insight into how Ignite started as an "on-demand file server" and evolved as the concept of cloud computing emerged.07:37 - Product-Centric Culture - Vineet discusses Ignite’s strong focus on building a robust product before going to market, a practice rooted in their engineering background.08:52 - Early Customer Acquisition - The strategy behind Ignite’s initial customer acquisition, relying heavily on search engine marketing and the importance of product-market fit.11:20 - Identifying Target Industries - How Ignite organically identified its primary industries—AEC