Carrie Richardson Fox and Crow Group
WIN
Business is a battle, and we came here to WIN! Carrie and Ian Richardson are partners and serial entrepreneurs who specialize in strategic growth and exit planning for SMBs. Every week, we ask business owners and leaders two important questions: "What's Important Now?" "How are you winning?" Created by entrepreneurs who love strategy, sales and strategic selling, we interview business owners and sales leaders at all stages of growth across multiple industries. Learn from experts sharing their strategies and the tactics they use to identify and pursue opportunities. Take away actionabl...
Be sure to visit the podcast's website and support the creator: win.buzzsprout.com
Author
Carrie Richardson Fox and Crow Group
Category
Podcast website
Latest episode
Jun 8, 2025
Where to listen?
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Episodes
Rob Senatore WINS by surrounding himself with WINNERS. 08.07.2024 20:57
Send us Fan Mail From Sprint to CEO: Rob Senatore’s Journey with Data2Go Wireless In this episode of the WIN podcast, host Carrie Richardson interviews Rob Senatore, CEO of Data2Go Wireless. Rob shares his inspiring journey from being a sales rep at Sprint to becoming the CEO of a thriving wireless company. He discusses the pivotal moments, challenges, and lessons learned along the way, offering...
Rodrigo Acuna WINS by Helping Hispanic Millennials Build Wealth 28.06.2024 32:53
Send us Fan Mail Bridging the Financial Gap: Rodrigo Acuna on Empowering Latino Communities In this episode, host Carrie Richardson sits down with Rodrigo Acuna , co-founder of IM Financial , to discuss his journey from Mexico City to the United States, and his passion for empowering Latino communities through financial literacy and inclusion. Rodrigo shares his experiences in investment banking...
Joe Alapat Tells Us How Liongard is WINNING with a New CEO 19.06.2024 21:18
Send us Fan Mail Hi! It's Carrie - and the beginning of this podcast starts really abruptly because Joe and I started chatting immediately and we completely forgot to do the intro. I want to remind MSPs that Liongard ROARCon is open for registration now! Ian and I have limited passes to share, so if it's before July 20 2024 and you are the owner of an MSP that would like to attend, reac...
Scaling Successfully: WINNING M&A Strategies for MSPs 10.06.2024 35:45
Send us Fan Mail Christopher Vollmond-Carstens, M&A, NTIVA In this episode of WIN ("What's Important Now?"), host Carrie Richardson dives into the world of mergers and acquisitions (M&As) within the managed service provider (MSP) industry with Christopher Vollmond-Carstens, M&A Director at NTIVA. Christopher shares invaluable insights on preparing MSPs for acquisition,...
David Dulany Helps SaaS teams WIN by choosing the right Sales Technology Stack 04.06.2024 31:24
Send us Fan Mail David Dulany, Founder of Tenbound In this episode of the WIN podcast, host Carrie Richardson sits down with David Dulany, the founder of Tenbound, a premier research and advisory firm in the B2B tech space. They discuss the journey of Tenbound, the evolution of sales technology, and the intricacies of building a successful sales development team. From personal anecdotes to profess...
Pedro Lerma WINS by building brands while breaking barriers 03.06.2024 23:25
Send us Fan Mail Pedro Lerma - EY Entrepreneur of the Year Nominee 2024 In this episode of "WIN: What's Important Now," host Carrie Richardson sits down with Pedro Lerma , the founder of Lerma, an innovative advertising agency based in Dallas. Pedro shares his entrepreneurial journey, from his early experiences in construction and bar ownership to creating impactful Super Bowl comme...
Carlson Choi WINs with a focus on partnerships instead of transactions 31.05.2024 28:37
Send us Fan Mail In this episode of WIN, host Carrie Richardson sits down with Carson Choi , CEO of Cork, to discuss his dynamic career path from enterprise leadership to founding Cork, a company that revolutionizes cyber insurance with a unique cyber warranty product. Carson shares his insights on the MSP space, the challenges of cyber risk management, and how Cork is providing MSPs with new oppo...
Dave Marcinkowski WINS by Innovating in a Tech-Adverse Industry 28.05.2024 28:12
Send us Fan Mail Episode Summary In this episode of Win What's Important Now , host Carrie Richardson interviews Dave Marcinkowski, founder of Madera Residential and nominee for the EY Entrepreneur of the Year award. Dave shares his entrepreneurial journey from his early days as a bookkeeper to leading multiple successful ventures in real estate, property technology (prop tech), and financial...
Shaun Vlassis WINS by Innovating Threat Detection 20.05.2024 27:54
Send us Fan Mail Shaun Vlassis Wins By Innovating Threat Detection In this episode of "What's Important Now?" host Carrie Richardson sits down with Shaun Vlassis, founder of Illuminate Security, to explore the creation and impact of his innovative crowdsourced threat hunting platform, Blue Hat. Shaun shares his journey from working at top financial institutions to establishing his o...
Josh Kotler wants other MSPs to WIN by Selling Before the Bubble Bursts 08.05.2024 26:10
Send us Fan Mail In today's episode of "What's Important Now," we had the pleasure of speaking with Josh Kotler , a seasoned investor in the managed services space and a partner at Axial Reade . Josh shared his journey from founding Western Digitech to his recent ventures, providing valuable insights into the MSP industry and the M&A process. Josh's story began in 1998...
Sanjay Jupudi bootstraps Qentelli to a 9 figure valuation - EoY Series 2024 06.05.2024 21:28
Send us Fan Mail Welcome to today’s episode of the WIN podcast with Carrie Richardson . Today we kick off our annual " EY EoY Interview Series " with 2024 EY Entrepreneur of the Year Nominee Sanjay Jupudi , co-founder and CEO of Qentelli . Qentelli (Kwen–Tel–LEE) is a Digital and Cloud Technology Company. Their Intellectual Property includes AI based products, frameworks, methodology an...
John Ahlberg WINs By Using a Defined M&A Process 03.05.2024 27:46
Send us Fan Mail John Ahlberg , the founder and CEO of Waident Technology Solutions , recently joined Carrie Richardson on the podcast WIN - What's Important Now? to discuss his company's growth through mergers and acquisitions (M&A). Celebrating its 20th anniversary, Waident has about 30 employees and over $7 million in annual recurring revenue, making them an elite managed IT servi...
Matt Quammen WINS by Protecting Small Business Owners 24.04.2024 24:06
Send us Fan Mail Matt Quammen is the co-founder of Optimize Cyber , a company that specializes in cybersecurity services such as penetration testing and risk assessments. With a background in technology and sales, Matt brings a wealth of experience to the table, particularly in the realm of cybersecurity. His approach to the field is not just about the technical aspects but also about empowering b...
Nate Freedman Helps MSPs Build Websites that WIN more clients! 06.04.2024 19:56
Send us Fan Mail Nate Freedman Helps MSP Clients WIN more Clients Join Carrie Richardson , host of WIN as she chats with Nate Freedman , the CEO of Tech Pro Marketing . Unlock the secrets of transforming casual website browsers into committed clients with live chat. That's just a slice of what we're serving up as we sit down with the CEO of TechPro Marketing, who explains how you can op...
Paul Schmidt uses Networking to WIN! 18.03.2024 29:53
Send us Fan Mail Paul Schmidt uses Networking to WIN! When the world seemed to crumble on September 11, 2001, Paul Schmidt embarked on a venture that would prove his resilience in the face of adversity. Tune in to hear how Paul's Uno Deuce Multimedia carved a niche in Lansing's entrepreneurial landscape, transforming crisis into opportunity with adaptability and a robust network. You&apo...
Jim Doyle WINS by Selling With A Servant Heart 11.03.2024 34:10
Send us Fan Mail When the quest for success in sales becomes more than just numbers and contracts, it transforms into an art form. That's the philosophy Jim Doyle , author of "Selling with a Servant Heart" and founder of JDA Media, brings to the table in our latest episode. From the early days of selling candy as a young Boy Scout to his rise as a media sales magnate, Jim's nar...
Jim Smith WINS By Keeping Clients Secure 04.03.2024 25:45
Send us Fan Mail Jim Smith from Proper Sky IT WINS by Keeping Clients Secure In this episode of WIN, host Carrie Richardson sits down with Jim Smith, the founder and CEO of Proper Sky, a managed service provider based in Philadelphia. Episode Highlights Jim's Early Entrepreneurial Ventures : Studying entrepreneurial studies at Drexel University and starting a remote pharmacy concept. Peace C...
Scott Daigger helps Entrepreneurs WIN their battles with Online Marketing. 29.02.2024 26:30
Send us Fan Mail Scott Daigger , the strategic brain behind Buddy Web Design and Development , joins me, Carrie Richardson , on WIN for an inspiring recount of his journey into entrepreneurship. Scott peels back the layers of his career transformation, revealing how a blend of coding curiosity and a robust business acumen propelled him from the healthcare sector to the helm of his own successful...
Michael Nelson WINS by Scaling Remote Teams 19.02.2024 29:43
Send us Fan Mail Michael Nelson WINs by Scaling Remote Teams Embark on a captivating journey with Michael Nelson , a former middle school teacher turned tech entrepreneur, as he recounts the pivotal moments of founding Scaled. From humble beginnings teaching in inner-city schools, to creating websites to facing the tumultuous dot-com bubble, Michael's candid story is a masterclass in resilie...
David De Camillis WINS with Strategic Mergers and Marketing Innovation in Managed Services 08.02.2024 25:26
Send us Fan Mail Mergers & Marketing With David DeCamillis Embark on an expedition through the intricate landscape of merging managed service providers, as Carrie Richardson teams up with the savvy David De Camillis to talk marketing and mergers. Uncover the secrets to navigating blending disparate business cultures, processes, and technologies, all while maintaining the unique identity of ea...
Ryan Grimes Keeps WINNING - A One Year Check In 05.02.2024 19:32
Send us Fan Mail Join the conversation with the ever-insightful Ryan Grimes, founder of My IT Indy, as we revist his IT business one year after our last podcast with him! With a narrative that's bound to resonate with entrepreneurs and tech aficionados alike, Ryan shares the tactical sales and marketing maneuvers that accelerated My IT Indy from its modest 2004 roots to today's towering...
Dustin Bolander WINs By Simplifying Cybersecurity Insurance for SMBs 02.02.2024 33:20
Send us Fan Mail Join me as I sit down with Dustin Bolander , a visionary entrepreneur who has carved a path from leading a Managed Service Provider to pioneering a cybersecurity insurance firm. In a gripping recount of his professional voyage, Dustin outines his transition from IT to the intricacies of the insurance world. Our dialogue journeys through the start of his MSP, Clear Guidance, his st...
WIN with Debbie Kestin by Unlocking the Vault of Vendor Marketing Funds 31.01.2024 25:01
Send us Fan Mail Join me: Carrie Richardson , partner at Richardson & Richardson Consulting , on today's episode of WIN, where we talk about something everyone likes: free money! Unlock the mysteries of Market Development Funds and Joint Marketing Funds with the expertise of Debbie Kestin , the marketing guru from Kestin Impact Consulting. You're in for a treasure hunt as we navigat...
Ian Richardson Fox & Crow Perspective Before Planning In Marketing 23.01.2024 17:39
Send us Fan Mail Have you ever wondered why some marketing plans lead to a cascade of new clients while others fizzle out? Join me, Carrie Richardson, and my expert co-host, Ian Richardson, as we pull back the curtain on constructing a marketing strategy that hits the mark every time. We take you through the trenches of our own marketing journey with Doberman, sharing the wins and the lessons lea...
Bart Justice WINS by Mastering Decision-Making with the Judgment Index and Aligning Core Values 19.01.2024 20:48
Send us Fan Mail Discover the keys to unlocking stellar decision-making in the corporate world with me, Carrie Richardson, as I sit down with Bart Justice , an innovator at the helm of Arise Forums. Prepare to have your mind broadened as we traverse the landscape of the Judgment Index , an assessment tool that transcends your typical personality quizzes. Bart, with his deep roots in EOS and Tracti...
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