177 episodes

Win Win - An Entrepreneurial Community is where successful entrepreneurs share how they accomplish the tricky parts of growing their business so everyone in the community (that’s you!) can do the same. Topics range from how to hire good people in a scalable way, branding, marketing, baking your values and culture into the whole team, to learning how to scale the business. Whether your business is a startup or multi-million dollar business, our host and guests teach tools you can use in every episode.

Your host is Ben Wolf, a native Nashvillian currently living in Long Island, NY. Ben practiced industrial real estate brokerage and then went on to go to law school at night and practice as a corporate restructuring and bankruptcy attorney for five years in New York City. He then joined a visionary entrepreneur to help him create a mission-driven, technology powered healthcare startup in the home care space. Using the principles and tools of the Entrepreneurial Operating System (EOS®), he was the company’s Chief Development Officer, building up the majority of its operational divisions and leading a variety of projects until, after three years, it was the largest and fastest growing organization of its type in the State.

Now, as Chief Integration Officer at Wolf’s Edge Consulting, Ben liberates founders of entrepreneurial businesses (“trapped Visionaries”) to help them return to the parts of the business they love while executing on their vision using EOS tools. You can read more about that at www.WolfsEdgeConsulting.com.

The Win Win podcast creates a venue where successful entrepreneurs can pay it forward by sharing actionable information, tools, and knowledge that other members of the entrepreneurial community can immediately put into action in their own businesses.

Win Win - An Entrepreneurial Community Fractional Leadership LLC

    • Business
    • 5.0 • 13 Ratings

Win Win - An Entrepreneurial Community is where successful entrepreneurs share how they accomplish the tricky parts of growing their business so everyone in the community (that’s you!) can do the same. Topics range from how to hire good people in a scalable way, branding, marketing, baking your values and culture into the whole team, to learning how to scale the business. Whether your business is a startup or multi-million dollar business, our host and guests teach tools you can use in every episode.

Your host is Ben Wolf, a native Nashvillian currently living in Long Island, NY. Ben practiced industrial real estate brokerage and then went on to go to law school at night and practice as a corporate restructuring and bankruptcy attorney for five years in New York City. He then joined a visionary entrepreneur to help him create a mission-driven, technology powered healthcare startup in the home care space. Using the principles and tools of the Entrepreneurial Operating System (EOS®), he was the company’s Chief Development Officer, building up the majority of its operational divisions and leading a variety of projects until, after three years, it was the largest and fastest growing organization of its type in the State.

Now, as Chief Integration Officer at Wolf’s Edge Consulting, Ben liberates founders of entrepreneurial businesses (“trapped Visionaries”) to help them return to the parts of the business they love while executing on their vision using EOS tools. You can read more about that at www.WolfsEdgeConsulting.com.

The Win Win podcast creates a venue where successful entrepreneurs can pay it forward by sharing actionable information, tools, and knowledge that other members of the entrepreneurial community can immediately put into action in their own businesses.

    179 - Founder/COO Relationship Insight You've Never Heard - Rachel Lebowitz

    179 - Founder/COO Relationship Insight You've Never Heard - Rachel Lebowitz

    How similar are codependents and Visionaries/CEOs with their COO/Integrator?

    Our guest, Rachel Lebowitz (https://www.rachel-lebowitz.com/empoweredcoo), is a Professional EOS Implementer and is the author of the forthcoming book Empowered COO: A Guide to Restoring Confidence in the Second in Command / Integrator Role. 

    Rachel shares a unique insight that she came to after studying addiction, codependency, being part of a fast-growing entrepreneurial business married to its founder, and learning from scores of sessions with leadership teams as a Professional EOS Implementer. 

    She shares where those dynamics come from and what strategies COOs/Integrators can use to become less enmeshed, more effective, happier, more successful, and less burned out.

    COOs/Integrators can also take this assessment Rachel developed to determine how empowered and healthy of a 2IC they are: https://www.rachel-lebowitz.com/assessment.

    Listen to the show on Apple podcasts (https://podcasts.apple.com/us/podcast/win-win-an-entrepreneurial-community/id1465488607), wherever you normally get your podcasts, or listen on the web at https://winwin.cast.rocks/. 

    • 37 min
    178 - Original Research on Fractional Leadership - Sifiso Pule

    178 - Original Research on Fractional Leadership - Sifiso Pule

    This is the newest research paper written on business owners' use of fractional executive leadership. 

    Sifiso Pule, Head Of Strategy at Omnicom in Johannesburg, South Africa, recently conducted research and authored his MBA thesis on interim and fractional leadership for the Henley Business School at the University of Reading in England.

    Sifiso shares what his research showed drives businesses to use fractional executive leaders, the most current data on the prevalence of businesses using fractional leaders, who it does or does not work for, and what he found most surprising in his research. 

    I also asked Sifiso what triggered his interest in the topic such that he researched it so in-depth, about his personal background, and his future plans.

    Check out the full research paper, Examining the Effectiveness of the Interim- or Fractional-Leadership Model as a Strategy to Transform a Company’s Performance: A Deductive, Cross-Sectional Study, here: https://drive.google.com/file/d/1k7mBKYjP99d0J69s4ozlt2fSj-F5Tlpd/view?usp=sharing

    Listen to the show on Apple podcasts (https://podcasts.apple.com/us/podcast/win-win-an-entrepreneurial-community/id1465488607), wherever you normally get your podcasts, or listen on the web at https://winwin.cast.rocks/. 

    • 27 min
    177 - Money & Meaning Aren’t Mutually Exclusive - Spencer Sheinin

    177 - Money & Meaning Aren’t Mutually Exclusive - Spencer Sheinin

    Why does it so often feel like making money and making meaning are mutually exclusive principles?

    Spencer Sheinin, a returning guest on the podcast, shares stories on the topic and his answer to the question. 

    Spencer is the founder and CEO of Shift Financial Insights, an outsourced bookkeeping, accounting and financial insights company (www.ShiftFinancial.Co) and is the author of EntrepreNumbers: The Surprisingly Simple Path to Financial Clarity (https://www.amazon.com/Entreprenumbers-Surprisingly-Simple-Financial-Clarity/dp/1544504187/).

    He shares what he's found works to keep his search for meaning in alignment with how he and his business make money, as well as how he helps his company's clients create alignment between money and meaning in their own lives as well.

    Listen to the show on Apple podcasts (https://podcasts.apple.com/us/podcast/win-win-an-entrepreneurial-community/id1465488607), wherever you normally get your podcasts, or listen on the web at https://winwin.cast.rocks/. 

    • 36 min
    176 - ROI of a Communication Coach - Cobey Mandarino

    176 - ROI of a Communication Coach - Cobey Mandarino

    Why do some business owners or leaders retain a communication coach? What's the Return on Investment (ROI)?

    Cobey Mandarino (www.CobeyMandarino.com), our guest in this episode is an Executive Coach and Public Speaking Coach. He is also the author of: Fearless Captivating Unstoppable: Your Guide to Better Communication and Public Speaking (https://www.amazon.com/Fearless-Captivating-Unstoppable-Communication-Speaking-ebook/dp/B0BDP5JB4T/).

    Cobey shares what people who haven't invested in EQ or communication training are going through and what it's costing them. He takes Ben Wolf, our host, through his coaching process and shows with stories and teachings what the ROI is for those who invest in getting better at communicating.

    He also shares some stories and examples of other people who've invested in authenticity, vocal image, and communication coaching, what it was like before, and what it meant for them afterward.

    Listen to the show on Apple podcasts (https://podcasts.apple.com/us/podcast/win-win-an-entrepreneurial-community/id1465488607), wherever you normally get your podcasts, or listen on the web at https://winwin.cast.rocks/.

    • 31 min
    175 - Revenue Opportunities Hiding in Your CRM - Michelle Page

    175 - Revenue Opportunities Hiding in Your CRM - Michelle Page

    Most business owners and sales leaders are making a major mistake in how they use (or fail to use) their CRM. Learn how to find the revenue opportunities hiding in your CRM.

    Michelle Page, our guest today, is the Revenue Growth & Business Development Leader for her company, Sales Chasers (www.SalesChasers.com)

    Michelle shares a systematic approach to going beyond just running after new leads and new sales by mining and updating your CRM.

    Listen to the show on Apple podcasts (https://podcasts.apple.com/us/podcast/win-win-an-entrepreneurial-community/id1465488607), wherever you normally get your podcasts, or listen on the web at https://winwin.cast.rocks/. 

    • 25 min
    174 - Unexpected: Budgeting Process -> Strategic Alignment - Yvonne Barber

    174 - Unexpected: Budgeting Process -> Strategic Alignment - Yvonne Barber

    The budgeting process is about the most underutilized (and unexpected) tool to reach strategic alignment.

    When people think of a budgeting and planning process, they don’t usually think about it being a major tool to getting strategic alignment!

    Yvonne Barber, our guest in this episode, is a Fractional CFO through Blue Abacus Solutions (www.BlueAbacusSolutions.com), she has decades of experience in financial leadership, and she's the President of the Institute of Management Accountants (IMA) Atlanta Chapter and Chair of the IMA Global Small Business Committee

    Learn from Yvonne what a good and healthy budgeting and planning process looks like and why it's the hidden way most people don't realize can solve half of their strategic questions and issues.

    Listen to the show on Apple podcasts (https://podcasts.apple.com/us/podcast/win-win-an-entrepreneurial-community/id1465488607), wherever you normally get your podcasts, or listen on the web at https://winwin.cast.rocks/.

    • 21 min

Customer Reviews

5.0 out of 5
13 Ratings

13 Ratings

jewishshiksa ,

Always great takeaways from this show!

Ben always brings on meaningful guest that have powerful takeaways!
Win win podcast is one of the only few podcasts I listen to because the content is that good!

TFEtim ,

Great actionable conversations

The host Ben is so good at asking a pointed question and then letting the guest just share their wisdom and knowledge. It is amazing that mini podcast host do not have that skill. Ben does. What a great podcast with great content.

Chris W in Texas ,

Win-Win help-first attitude brings value to everyone!

Ben’s help-first attitude drives value for everyone he impacts.

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