Podcast
Scale Your SaaS
Hosted by Matt Wolach · EN
Each week we talk with those who have succeeded and inspired in the world of software. How they did it, what advice they have, and what's coming in the future with new innovation. All aimed at helping you generate more leads, close more new customers, and Scale Your SaaS.
11episodes
Episodes
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330: What is the Best SaaS Metric to Track - with Randy Wootton
Aug 27, 202400:28:32Tap to summarizeEPISODE SUMMARYIn the competitive world of B2B SaaS, understanding the nuances of billing, financial operations, and growth metrics is crucial for success. Recently, we had the pleasure of hosting Randy Wootton, CEO of Maxio, on the Scale Your SaaS podcast with host and B2B SaaS Sales Coach Matt Wolach. With over 25 years of leadership experience at tech giants like Microsoft and Salesforce, Randy brought knowledge about scaling businesses and driving growth. Maxio, a B2B SaaS platform, simplifies billing, invoicing, subscription management, accounts receivable, and collections, offering a comprehensive solution within a single system. Here’s a deep dive into the conversation, where he shares his insights on SaaS metrics, financial management, and the secrets to success for SaaS CEOs.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 330, “What is the Best SaaS Metric to Track - with Randy Wootton”Guest: Randy Wootton, Chief Executive Officer at MaxioHost: Matt Wolach, a top B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODEKey SaaS Metrics for Early-Stage Software CompaniesThe Seven Secrets of Success for SaaS CEOsIngraining a Strong Company CultureEPISODE HIGHLIGHTSA Unified Approach to Financial OperationsThe Hidden Complexity of SaaS FinancialsThe Role of Financial Systems in M&A and Investor RelationsTOP QUOTESRandy Wootton[04:12] "The key to success in any SaaS business is understanding your customer acquisition cost (CAC) and how it drives your growth engine."[08:47] "One of the most overlooked aspects of SaaS growth is gross retention. If you're not keeping your existing customers, all the growth in the world won't matter."[12:23] "Building a strong executive team is critical. You need people who understand the numbers and how to turn those numbers into actionable strategies."Matt Wolach[03:25] "Understanding your Ideal Customer Profile (ICP) is the first step in creating a scalable SaaS business."[07:14] "The most successful SaaS companies I’ve worked with are the ones that truly understand the power of storytelling in their sales process."[14:38] "Consistency in your sales process is key. You need a repeatable system that delivers predictable results."LEARN MORETo learn more about Randy Wootton, visit: https://www.maxio.com/You can also find Randy Wootton on LinkedIn: https://www.linkedin.com/in/randy-wootton-910/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/ Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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331: Is Debt or Equity Financing Better? - with Brian Parks
Aug 27, 202400:23:02Tap to summarizeEPISODE SUMMARYScaling a SaaS company is no small feat. The journey is filled with challenges, from generating leads to closing deals and building a robust sales team. On a recent episode of Scale Your SaaS, host and B2B SaaS Sales Coach Matt Wolach sat down with Brian Parks, Co-founder and CEO of Bigfoot Capital, to discuss how SaaS companies can make strategic financial decisions to fuel their growth. Brian, with his extensive background in financial services and SaaS, shared valuable insights on choosing the right type of capital, the importance of alignment, and common mistakes founders should avoid.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 331, “Is Debt or Equity Financing Better - with Brian Parks”Guest: Brian Parks, Co-founder & CEO of Bigfoot CapitalHost: Matt Wolach, a top B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODEThe Need for Strategic CapitalCommon Mistakes to AvoidEPISODE HIGHLIGHTSWhen to Choose Debt Over EquityWhat Investors Look ForTOP QUOTESBrian Parks[03:25] "When you're considering funding, the first thing to think about is whether you want to give up equity or keep control by using debt."[15:50] "Debt can be a great tool if you know your growth trajectory and have the revenue to support it. It’s all about understanding your risk tolerance."[28:04] "One common mistake SaaS founders make is not aligning their funding strategy with their business goals. It's critical to have a clear plan and stick to it."Matt Wolach[12:11] "A lot of founders get caught up in the idea of raising as much money as possible without really considering the long-term impact on their ownership and decision-making power."[21:33] "It's important to know when the timing is right for funding. If you rush into it, you might end up in a situation that’s not ideal for your company’s future."LEARN MORETo learn more about Big Foot Capital, visit: https://bigfootcap.com/You can also find Brian Parks on LinkedIn: https://www.linkedin.com/in/parksbrian/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/ Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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329 - The Best Marketing Process - with Andy Culligan
Aug 13, 202400:28:38Tap to summarizeEPISODE SUMMARYIn a recent episode of Scale Your SaaS, host and B2B SaaS Sales Coach Matt Wolach sits down with Andy Culligan, a seasoned marketer with a rich background in SaaS, who shared his journey from CMO of Leadfeeder to becoming a fractional CMO, a role that has been gaining significant traction in recent years. Andy’s story is not just about his career evolution, but also about the larger shift in how companies are approaching marketing leadership. Read more to learn how the best marketing process can change your business.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 329, “The Best Marketing Process - with Andy Culligan”Guest: Andy Culligan, Founder of andyculligan.comHost: Matt Wolach, a top B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODECommon Pitfalls in SaaS MarketingThe Art of Sales and Marketing AlignmentScaling a SaaS Business Successfully: The Key StrategiesEPISODE HIGHLIGHTSA Serendipitous Start to a New Career PathThe Value of Fractional LeadershipTOP QUOTESAndy Culligan[03:22] "Fractional executives are becoming more popular in the SaaS space because they offer high-level experience without the long-term commitment of a full-time hire."[08:15] "SaaS marketing is uniquely exciting because it's all about scalability and leveraging data to drive growth."[08:45] "Sales and marketing alignment is crucial. When these teams work together, they create a powerful engine for growth."Matt Wolach[13:31] "If you’re looking to scale your marketing efforts, it’s essential to focus on building a repeatable and scalable process."[18:30] "Having a clear marketing plan isn’t just about setting goals; it’s about knowing what success looks like and having the right metrics in place to measure it."LEARN MORETo learn more about Andy Culligan, visit: https://andyculligan.com/You can also find Andy Culligan on LinkedIn: https://www.linkedin.com/in/andy-culligan/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/ Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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328: He Became #1 in His Industry, Then Exited - with Steven Webster
Aug 6, 202400:24:52Tap to summarizeEPISODE SUMMARYIn the most recent episode of Scale Your SaaS, Steven Webster, co-founder of Asensei, shared insights into the journey of building a cutting-edge technology company that’s redefining the fitness industry with host and B2B SaaS Sales Coach Matt Wolach. From launching their SDK to pioneering movement recognition akin to speech recognition, Asensei has made significant strides in digital health and fitness. Here’s a deep dive into their story, their innovative technology, and the lessons learned along the way.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 328, “He Became #1 in His Industry, Then Exited - with Steven Webster”Guest: Steven Webster, CEO & Founder of AsenseiHost: Matt Wolach, a top B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODEInnovation in ActionInspiration and RealizationThe Entrepreneurial LeapBuilding a Direct-to-Consumer ProductEPISODE HIGHLIGHTSEarly Challenges and SuccessesInsights on EntrepreneurshipTOP QUOTESSteven Webster[01:55] "In the beginning, it’s about getting those first wins, replicating those, and then making sure that as you onboard customers, you’re not facing a completely unique challenge every time, but can follow a repeatable process."[08:15] "Entrepreneurship is not a career path, it’s a state of mind."[08:45] "Get experience in as many aspects of business as possible, not just your core area of expertise."Matt Wolach[13:31] "The lesson we can take from that is, be your personal brand, get people to recognize who you are your expertise, get people to look up to you in the industry, and they'll want to follow and do what you're doing and buy your stuff. "LEARN MORETo learn more about Asensei, visit: www.asensei.aiYou can also find Steven Webster on LinkedIn: https://www.linkedin.com/in/stevenwebster/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/ Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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327: How to Separate From the Competition - with Amarpreet Kalkat
Jul 30, 202400:27:00Tap to summarizeEPISODE SUMMARYIn the most recent episode of Scale Your SaaS, Founder & CEO at Humantic AI Amarpreet Kalkat shared his journey in the AI industry with host and B2B SaaS Sales Coach Matt Wolach, reflecting on his experiences since actively engaging with AI in 2014. He noted the significant waves of AI popularity, with the current one being the most profound. Amarpreet's second AI startup, Humantic AI, aims to revolutionize the software sales process by enabling sellers to deeply understand their buyers and engage in a "buyer-first manner." This approach prioritizes the buyers' needs and interests, making the sales process more meaningful and effective. Read on to learn more about how Humantic AI differentiates itself from the competition with AI.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 327, “How to Separate From the Competition - with Amarpreet Kalkat”Guest: Amarpreet Kalkat, Founder & CEO at Humantic AI Host: Matt Wolach, a B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODERevolutionizing Software Sales with AI InsightsUnconventional Marketing and Future InnovationsTakeaways on the Rise of AI for Software FoundersEPISODE HIGHLIGHTSFrom Developer to Seller: A Critical ShiftThe Evolution of AI: Milestones and Market NavigationTOP QUOTESAmarpreet Kalkat[07:12] "The better you know your buyer, the better your chance of success."[10:45] "AI is not just about automation; it's about augmenting human capabilities."[22:08] "Effective marketing is not about shouting the loudest, but about understanding and connecting with your audience deeply."[28:42] "Moving from a developer to a seller mindset was challenging but immensely rewarding."[35:55] "Follow your passion and solve problems that truly matter."Matt Wolach[05:50] "A successful sales strategy starts with truly understanding your customer's needs and pain points."[12:30] “Personalization in sales is not just a trend; it's a necessity for connecting with modern buyers.’’[23:45] "Embrace technology, but always keep the human element at the forefront of your sales efforts."[32:10] "The future of sales lies in combining human empathy with AI-driven insights for a truly personalized experience."LEARN MORETo learn more about Humantic AI, visit: https://humantic.ai/ You can also find Amarpreet Kalkat on LinkedIn: https://www.linkedin.com/in/amarpreetkalkat/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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326: How to Grow to IPO with a Small Problem Solving Team - with Chris Hicken
Jul 23, 202400:25:35Tap to summarizeEPISODE SUMMARYIn this episode of Scale Your SaaS, Chris Hicken, Chief Productivity Officer at ClickUp, shares his thoughts on the current state of the IPO market, the crucial metrics investors focus on, and the strategic decisions software founders face with host and B2B SaaS Sales Coach Matt Woalch. As the market gradually recovers, many SaaS companies are preparing for potential IPOs, but it's clear that a cautious approach is still prevalent.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 326, “How to Grow to IPO with a Small Problem-Solving Team - with Chris Hicken”Guest: Chris Hicken, Chief Productivity Officer at ClickUpHost: Matt Wolach, a B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODEDeciding Between IPO and Other Exit StrategiesBuilding and Scaling Software CompaniesTransition to ClickUpDifferentiating ClickUp in a Competitive MarketEPISODE HIGHLIGHTSThe IPO Backlog and Market ReadinessThe Challenges of Going PublicAdvice for New Software FoundersTOP QUOTESChris Hicken[09:57] "We often selected executives to join the company based on their pedigree, meaning the logos of the companies that they used to work at, they're very impressive people very smart. They were pre-vetted by companies that we liked and trusted. But when they came to UserTesting, they oftentimes weren't a fit."[12:50] "As we grew, UserTesting, all of these huge productivity problems started to emerge, for example, it became really hard to see what everybody was working on. So transparency, felt like it went to zero."[20:25] "Right now, in this environment, it's ultra important to build companies that focus on being scrappy, and efficient and minimizing cash burn. So one of the tools that founders can use early on, of course, is to lean much more heavily on AI."Matt Wolach[09:57] "I've learned the same lesson. Hiring for culture is so important. It's something I've learned in my career. And beyond that, like you say, being a problem solver and finding those problem solvers is critical.”LEARN MORETo learn more about ClickUp, visit: https://clickup.com/You can also find Chris Hicken on LinkedIn: https://www.linkedin.com/in/chrishicken/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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325: How to Build the Best Sales Team - with Ken Lazar
Jul 16, 202400:24:06Tap to summarizeEPISODE SUMMARYIn this episode of Scale Your SaaS, host and B2B SaaS Sales Coach Matt Wolach sits down with Ken Lazar, Chief Career Officer at Ability Professional Network to discuss his approach to recruiting top-tier sales professionals. If you're looking to build a sales team that drives your SaaS business forward, take Ken’s advice to heart. Read this blog to learn more.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 325, “How to Build the Best Sales Team - with Ken Lazar”Guest: Ken Lazar, Chief Career Officer at Ability Professional NetworkHost: Matt Wolach, a B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODEBuild a Balanced Software Sales TeamCompensation Structure: Keep It Simple and FairAvoid Common Mistakes in Sales HiringEPISODE HIGHLIGHTSA Unique Journey: Ken's Personal and Professional BlendThe Genesis of Ability Professional NetworkKey Traits of Successful Software Sales ProfessionalsConclusion: The Right Approach to Sales RecruitmentTOP QUOTESKen Lazar[01:20] "When you build up social capital, and you've helped people along the way, they return the favor tenfold."[12:15] "Recruiting sales professionals is a unique process. It's not like recruiting engineers or accountants."[19:06] "You can't build your entire sales team with Mavericks. Otherwise, there will be no cooperation amongst the sales professionals on your team."Matt Wolach[08:19]"If sales reps don't have a good understanding of basics, then it's rough."[19:39] "It's amazing how other people have come to help. I remember when I started my companies, inevitably I'd have somebody I helped previously that would come help me."LEARN MORETo learn more about Ability Professional, visit: https://www.abilityprofessional.com/You can also find Ken Lazar on LinkedIn: https://www.linkedin.com/in/kenlazar/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/ Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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324: Why Your SEO Isn’t Working - with Sam Dunning
Jul 9, 202400:25:22Tap to summarizeEPISODE SUMMARYIn this week’s episode of Scale Your SaaS, I sat down with Sam Dunning, who has carved an impressive path in the world of SEO and digital marketing. His story is as inspiring as it is instructive. From his early days in retail to founding his agency, Breaking B2B, Sam’s journey is a testament to the power of perseverance and the importance of aligning marketing with sales. PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 324, “Why Your SEO Isn’t Working - with Sam Dunning”Guest: Sam Dunning, Founder and Host at Breaking B2BHost: Matt Wolach, a B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODECommon Mistakes in SEOAligning SEO with Your Software Sales IntentCreating Best-in-Class ContentThe Advantage of Smaller SaaS CompaniesEPISODE HIGHLIGHTFrom Retail to Digital MarketingThe Early Days: Learning by DoingFounding Breaking B2BConclusion: Start Now, Iterate LaterTOP QUOTESSam Dunning[01:20] "In my opinion, kind of getting thrown in at the deep end of a startup is one of the best things you can do for hands-on experience."[12:15] "SEO often gets overcomplicated. For many SaaS websites that want to drive a steady stream of demos or sales calls, it doesn't have to be."[19:06] "The advantage that a lot of smaller SaaS companies have is that the giants within their niche have so much red tape."Matt Wolach[08:19] "It really is kind of a misalignment with marketing and sales and with your SEO people, and also from leadership not giving the right direction of exactly what needs to happen."[19:39] "Same thing if you're thinking on the development side for the product too, by the way, it takes forever to spit out product when you're big."LEARN MORETo learn more about Breaking B2B, visit: https://www.breakingb2b.com/You can also find Sam on LinkedIn: https://www.linkedin.com/in/samdunning/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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323: How to be the #1 Choice in Your Industry - with Frank Husmann
Jul 2, 202400:25:59Tap to summarizeEPISODE SUMMARYIn the recent episode of Scale Your SaaS, host and B2B Matt Wolach had a compelling conversation with Frank Husmann, CEO & Founder of Maxiality, an ex-SaaS founder turned authority marketing expert. Frank shared valuable insights on how B2B SaaS leaders can leverage their expertise to become industry authorities and drive business growth. Here’s a deep dive into the key takeaways from their discussion.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 323, “How to Be the #1 Choice in Your Industry - with Frank Husmann”Guest: Frank Husmann, CEO & Founder of MaxialityHost: Matt Wolach, a B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODEUnderstanding Authority MarketingShifting from Product Focus to Results FocusThe Pitfalls of Traditional MarketingPractical Steps for Founders to Build AuthorityFrank outlined a systematic approach to authority marketing:Schedule Regular Content Creation: Plan monthly interviews with founders to extract valuable insights. Use these sessions to generate a wide array of content, including blog articles, LinkedIn posts, newsletters, and YouTube videos.Develop a Unique Point of View: Stand out by articulating a distinct industry-issue perspective. This could involve challenging standard practices or offering innovative solutions.Leverage Multi-Channel Distribution: Utilize platforms where your target audience is active. Amplify successful content with targeted ads, particularly on LinkedIn.Integrate Sales and Marketing Efforts: Ensure marketing content aligns with sales needs, providing valuable resources for use throughout the sales process.EPISODE HIGHLIGHTFrom SaaS Founder to Authority Marketing ExpertFinal ThoughtsAuthority marketing is not just a strategy; it’s a commitment to consistently sharing your expertise and becoming a trusted voice in your industry. Start today, and watch your influence—and your business—grow.TOP QUOTESFrank Hussman[04:23] "Authority marketing is basically using the knowledge that's in the organization, most of the time, it's the founder or any other subject matter expert, using that knowledge to become an expert in the industry."[19:56] "Having a unique point of view... there are so many other things that you can do to create a unique point of view because if you do that, then you will really stand out in the crowd."[22:13] "Make sure that if you start early, you can fine-tune your messaging, you can fine-tune your point of view. And you'll have a lot of buffer of content that you can use when you want to advertise, for example, but you're already inside your ICP talking if you're doing this right."Matt Wolach[06:24] "Something I teach my clients is, don't sell your product, sell the results. If you just push product, product, feature, feature, feature, it gets boring, and it looks the same as every other product out there."[08:40] "I love what you're talking about, about how founders need to leverage their experGet even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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322: The Seller’s Journey - with Richard Harris
Jun 25, 202400:34:03Tap to summarizeEPISODE SUMMARYIn today’s rapidly evolving software sales environment, mastering the art of sales is more crucial than ever. This week on "Scale Your SaaS," host Matt Wolach and guest Richard Harris, founder of The Harris Consulting Group and a renowned sales influencer, discuss innovative approaches to selling that can significantly enhance your software sales strategy. Learn how to make your sales process not only effective but also profoundly impactful here.PODCAST-AT-A-GLANCEPodcast: Scale Your SaaS with Matt WolachEpisode: Episode No. 322, “The Seller’s Journey - with Richard Harris”Guest: Richard Harris, Founder at The Harris Consulting GroupHost: Matt Wolach, a B2B SaaS Sales Coach, Entrepreneur, and InvestorSponsored by: LeadfeederTOP TIPS FROM THIS EPISODE1. Embracing the Sellers' Journey2. Tactics Over Features3. Demos Shouldn’t Be Training Sessions4. The Importance of Mental and Emotional PreparationEPISODE HIGHLIGHTSChanging the Sales ParadigmNegotiating with ProcurementTOP QUOTESRichard Harris[06:25] “I titled the book, 'The Sellers Journey,' because I don't believe that there's a buyer's journey... There's a buyer's experience through the seller's journey."[17:17] "Talk about the pain you solve, not what you do. Nobody cares what you do; they care what pains you solve."Matt Wolach[17:43] "The truth is, tweaking and refining our approach can lead to perfection in how we handle sales processes.”[25:46] "Even the best, the reason that they're the best, is because they work the hardest to continue to improve to continue to be the best."LEARN MORETo learn more about The Harris Consulting Group, visit: https://theharrisconsultinggroup.com/You can also find Richard Harris on LinkedIn: https://www.linkedin.com/in/rharris415/For more about how Matt Wolach helps software companies achieve maximum growth, visit https://mattwolach.com.Head over to leadfeeder.com and sign up for a 14-day (no strings attached) free trial: https://www.leadfeeder.com/ Get even more tips by following Matt elsewhere:Sales Tips LinkedInTwitterInstagram
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