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WIN

WIN

Carrie Richardson Fox and Crow Group

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 two important questions:
"What's Important Now?"
"How are you winning?"
Created by entrepreneurs and featuring entrepreneurs, we interview business owners 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 actionable ideas that you can use to help you scale and/or sell your business.
Learn more about Fox and Crow Group at https://foxcrowgroup.com

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Top 10 WIN Episodes

Goodpods has curated a list of the 10 best WIN episodes, ranked by the number of listens and likes each episode have garnered from our listeners. If you are listening to WIN for the first time, there's no better place to start than with one of these standout episodes. If you are a fan of the show, vote for your favorite WIN episode by adding your comments to the episode page.

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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'll be riveted by his candid account of starting a business during one of history's most trying periods, his evolution from a one-man operation to a thriving multimedia team, and the personal health hurdles that could have halted his journey but instead fueled his innovative spirit.
Our discussion with Paul is an inspiration to anyone navigating the business realm's ebbs and flows. Discover the fortuitous twists that led to his success, the power of community connections in Lansing - a hidden gem for entrepreneurs - and how close collaborations can blossom into lasting friendships. Whether you're a budding business owner or a seasoned professional, Paul's story underscores the importance of a supportive network and the magic that happens when you step outside your comfort zone and embrace the unpredictable path of entrepreneurship.

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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Welcome to this week's episode of W.I.N. with Ian Richardson from Richardson & Richardson Consulting!
This week join Ian as he sits down with West McDonald from Tigerpaw Software! West McDonald is the #4 ranked influencer in the Top 100 Influencers in the Managed Print Channel and Chief Noise Maker at Tigerpaw Software. His passion is helping his friends and partners find answers by asking questions while keeping an eye on helping their businesses grow in both new and innovative ways. He has a particular knack for helping entrepreneurs navigate a converging, consolidating I.T. channel, achieving subscription billing model success, and simplifying their diverse product portfolios. If you're looking to grow and evolve your business in today's new economy, West is happy to be a resource to help you WIN!
Learn more about our co-hosts, Carrie Richardson (Simpson), founder of Managed Sales Pros and Ian Richardson, managing partner of Richardson and Richardson Consulting by visiting us at https://randr.consulting!

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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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 Traction, shares a treasure trove of experiences that harmonize the roles of visionary and integrator. He also uncovers the criticality of aligning personal values with job-specific necessities, a strategy that ensures businesses achieve their highest potential. This is an episode rich with insights on the delicate balance of core values within a company, and how these should mirror more than just aspirations, but the actual deeds shaping an organization's culture.
Then, we shift gears to look at how life's pivotal moments can drastically alter our values, examining through personal stories the evolution of my own principles in response to parenthood and the entrepreneurial journey. You'll hear a moving account of redemption and the potent effect of living out one's foundational values, a narrative that demonstrates the profound impact these ideals have on both personal growth and professional relationships. While we only scratch the surface on the future of AI in sales and marketing, you can anticipate a follow-up discussion that promises to delve into the innovative use of technology in streamlining business practices. So, if you're after a conversation that combines practical business wisdom with the transformative journey of personal values, then join us for an episode that's both enlightening and compelling.

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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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 when he joined Western Digitech, a company founded by his partner in 1994. Starting as a small garage-based operation, they grew the business into a successful MSP. In 2014, Josh bought out his partner, and under his leadership, Western Digitech experienced significant growth, reaching a run rate of about $7 million upon his exit.
The decision to sell Western Digitech was not taken lightly. Initially, Josh had no intention of selling, but an unsolicited offer from a peer in early 2019 sparked the idea that it might be time to consider an exit. After weighing multiple offers and engaging in deep discussions with Compass MSP, Josh found the right strategic fit and closed the deal on December 23, 2019.
Josh played a pivotal role in Compass MSP's growth, serving as COO and interim CEO, and leading several successful add-on acquisitions.
Eventually, Josh decided to step back from his active role at Compass MSP, allowing him to focus on other investments and opportunities. In February 2023, he co-founded Sansom Street Capital and acquired Elevative Networks, diving back into the MSP business. Additionally, he invested in channel companies and joined Axial Reade as an operating partner, focusing on building strong MSP brands through strategic acquisitions.
Josh and I discussed the challenges facing smaller MSPs, particularly those with EBITDA below $1 million. He emphasized the importance of scale in managing risk effectively and the tough decision owners face: either work hard to grow their business or roll their equity into a larger organization for better appreciation and security.
We also touched on the impending "bubble" of older MSP owners looking to exit in the next few years. Josh warned that a rush to sell could depress prices due to supply and demand dynamics. He advised owners to plan ahead and consider exiting before the bubble hits or commit to a longer-term strategy to build value.
As the conversation wrapped up, Josh highlighted t

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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Carrie Richardson, partner at Richardson & Richardson Consulting and founder of the content collaboration company, Croocial, hosts today's episode of WIN!
Angela Chryplewicz, the co-owner of Lasting Impressions in Canton Michigan is the second entrepreneur from this business to appear on WIN!
Listen to Carla Ejaz's WIN recording about Lasting Impressions and the challenges they have experienced - including a major Covid pivot, and a total loss fire!
Step into the world of promotional marketing, where branding comes alive in the most creative and unexpected ways. Our guest, Angela Chryplewicz, is one of the owners of Lasting Impressions.
Angela has mastered the art of making brands memorable, from stamping logos on socks to crafting custom hot sauces. She shares the story of her transition, from being an employee in her father's business to becoming a co- owner, an experience that comes with its fair share of challenges and lessons.
Family and business might seem like oil and water, but Angela's story tells us otherwise. With her firsthand experience in a family-owned business, she brings us the reality of keeping family ties intact while running a thriving business. Angela frankly discusses the complexities involved in purchasing a family business, the value of professional evaluations, and the significance of establishing clear boundaries when mixing family and business. She talks about the roles and responsibilities each family member assumes and how they support each other through this journey.
This episode isn't just about the highs and lows of a family-run business.
Angela also gives us an insider's view into the promotional marketing industry. Tune in to hear about Angela's journey, the lessons she's learned, and the creative ways in which she's helping businesses make lasting impressions.
Don't miss this insightful episode, where family, creativity, and business come together in an extraordinary way.

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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Winning Strategies for Recruiting and Retaining Top Talent in the MSP Space

In this episode of WIN (What's Important Now), host Carrie Richardson talks with repeat guest John Ahlberg, the CEO of Waident Technology Solutions.
They explore Waident's successful strategies for recruiting and retaining talent, especially in the Managed Service Provider (MSP) industry.
John explains the importance of a people-first culture, work-life balance, and a unique hiring process that emphasizes culture fit, talent, and experience over traditional qualifications. He also shares insights on maintaining flexibility, providing opportunities for employee development, and avoiding the pitfalls of settling for less-than-ideal candidates.

00:00 Introduction and Welcome

00:45 Recruiting and Retaining Talent

01:48 Flexible Work Culture

03:44 Onboarding and Training

04:08 Encouraging Innovation and Change

06:36 Hiring for Culture and Weirdness

10:09 Transparent Job Postings and Interview Process

16:59 Advice for MSPs on Hiring

19:17 Conclusion and Farewell

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

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Ready to revolutionize your tech business strategy?
Tune in as Carrie Richardson joins forces with the innovative Robb Rogers, CEO of Sales Maturit, to unlock the secret sauce for elevating IT businesses.
As we reminisce about the adrenaline-fueled showdown at the IT Nation PitchIt event, Rob spills the beans on the dramatic transition his company made from mere lead generation to a robust sales management powerhouse. We uncover the pivotal role of strategic event planning and the undeniable magic that happens when you engage in face-to-face networking.
This episode is a treasure trove for Managed Service Providers (MSPs) hungering to mature their sales tactics.
Dive with us into the world of Selma, the Sales Enablement Language Model Assistant, and learn how this cutting-edge tool, fueled by a decade of MSP-focused data, is redefining personalized sales and marketing content.
We also shed light on the significance of safeguarding legacy information and vendor insights to finesse your marketing strategies. Whether you're contemplating selling your MSP or yearning to revamp your sales approach, the wisdom shared here is tailored to lift your business to unprecedented heights.

Richardson & Richardson Consulting specializes in helping entrepreneurs scale and sell their businesses.
Carrie and Ian Richardson host the WIN Podcast - What's Important Now?
Carrie helps businesses improve their sales and marketing teams.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan. Learn more at www.foxcrowgroup.com

Book time with them here: https://randr.consulting/connect

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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 web enterprise. His tale is a testament to the power of strategic freelancing, the art of team stewardship, and the foresight to leverage platforms like Upwork in the quest for growth.
Navigating the web development seas is no small feat, especially with the tide of artificial intelligence reshaping its shores. In this episode, Scott and I explore the evolving landscape where AI's role in content creation and design is burgeoning yet still demands the nuanced human touch for understanding client needs. As we consider how AI might influence the economics of the industry, we also contrast the investment strategies of bootstrapped small businesses against their deep-pocketed corporate counterparts. It's a compelling look into how today's developers must adapt to not only technological advances but also to the diverse fiscal priorities of their clientele.
Lastly, Scott imparts the wisdom gleaned from his MBA journey, underscoring the invaluable lessons of entrepreneurship and the crucial mindset shifts required for business success. His practical advice for budding businesses aiming to carve out their digital space is nothing short of golden—clarity in vision, the significance of rapport, and the collaborative relationship between client and developer.
Wrapping up, we reflect on the potential future of AI in design, leaving us with an eager anticipation of what's to come. Join us for this insightful session, as we merge the technical with the entrepreneurial spirit, right here on WIN.

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

bookmark
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share episode

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Matt Lee has dedicated the last 10 years to raising the security tide in the SMB market. His efforts have served in every capacity in a growing MSP that grew to support 20,000 endpoints. His leadership around technology direction and security/compliance protected and elevated over 17,000 people in Small to midsize businesses in five states. He has since taken on a new role as a force multiplier under Brad Fugitt as the Senior director of Security and Compliance at Pax8. He is driving the external thought leadership to empower MSPs to continue to grow in their security knowledge and operability. He lives to ensure his children maintain the same quality of life we do around technology, which is imperiled daily by threat actors.
Join host Ian Richardson from Richardson & Richardson Consulting as he and Matt sit down to discuss WHATS IMPORTANT NOW in the small business Cyber Security Space, as well as dive deep into not only how to survive and thrive through a cyber security incident, but also the opportunity in the market for businesses who are willing to embrace cloud and security as a core strategy for their organization.
To learn more about Richardson and Richardson Consulting please follow us on LINKEDIN at: https://www.linkedin.com/company/richardsonandrichardson/ or visit our website at https://randr.consulting
To learn more about Matt Lee, please visit his website at https://cybermattlee.com
Your hosts: Ian Richardson, Managing Partner, R&R Consulting and Carrie Simpson (Carrie Richardson), founder of Managed Sales Pros - Better Sales Leads for MSPs (https://www.managedsalespros.com)

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

bookmark
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share episode

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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, the importance of cultural alignment, and the key attributes NTIVA looks for in potential acquisitions. Whether you're an MSP owner considering a sale or simply interested in the M&A landscape, this episode offers practical advice and strategic insights.

Episode Highlights:

  • Introduction to NTIVA and its M&A strategy
  • The concept of "empire builders" in the MSP space
  • Key factors that make NTIVA an attractive partner for MSPs
  • Essential criteria for MSPs to be considered for acquisition
  • Red flags and deal breakers in potential acquisitions
  • Preparing your MSP for sale: Short-term and long-term strategies
  • The importance of operational maturity and leadership
  • Impact of industry specialization on valuation
  • Understanding the M&A process timeline and relationship building
  • Current trends and future outlook in the MSP M&A space

Notable Quotes:

  • Christopher Vollmond-Carstens: "We exist to grow each other. Technology is the accelerator, but people are at the core."
  • Carrie Richardson: "You're not looking for a boat with a hole in the bottom of it."
  • Christopher Vollmond-Carstens: "This is not a shotgun Hollywood wedding. This is something that should take time to establish and develop."

Guest Information:

Christopher Vollmond-Carstens is the M&A Director at NTIVA. With a strategic focus on expanding NTIVA's market presence through acquisitions, Christopher brings a wealth of experience in navigating the complexities of M&As in the MSP space.

Links and Resources Mentioned:

#MSPMergers #BusinessGrowth #NTIVA #MergersAndAcquisitions #ExitStrategy #Leadership #OperationalMaturity #IndustrySpecialization #Podcast

Carrie Richardson and Ian Richardson host the WIN Podcast - What's Important Now?
Serial entrepreneurs, life partners and business partners, they have successfully exited from multiple businesses (IT, call center, real estate, marketing) and they help other business owners create their own versions of success.
Ian is certified in Eagle Center For Leadership Making A Difference, Paterson StratOp, and LifePlan.
Carrie has helped create and execute successful outbound sales strategies for over 1200 technology-focused businesses including MSPs, manufacturers, distributors and SaaS firms.
Learn more at www.foxcrowgroup.com

Book time with either of them here: https://randr.consulting/connect
Be a guest on WIN! We host successful entrepreneurs who share advice with other entrepreneurs on how to build, grow or sell a business using examples from their own experience.

bookmark
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FAQ

How many episodes does WIN have?

WIN currently has 75 episodes available.

What topics does WIN cover?

The podcast is about Management, Entrepreneurship, Podcasts, Business Growth and Business.

What is the most popular episode on WIN?

The episode title 'James Riley WINS by Balancing Entrepreneurship and a Successful Marriage' is the most popular.

What is the average episode length on WIN?

The average episode length on WIN is 24 minutes.

How often are episodes of WIN released?

Episodes of WIN are typically released every 7 days, 7 hours.

When was the first episode of WIN?

The first episode of WIN was released on May 28, 2022.

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