Adam O'Leary

Scale With Partners

Business EN ↓ 89 episodes

Every business that scales has a system behind it. Scale With Partners is the show where Adam O'Leary sits down with founders who've built something that works and gets them to break down exactly how they did it. The decisions, the turning points, and the relationships that made it compound.

Author

Adam O'Leary

Category

Business

Podcast website

simplewins.castos.com

Latest episode

Jun 18, 2026

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Episodes

Tim Kilroy Tore My Website Apart Live: Why Nobody Knows WTF You Do 18.06.2026

I handed Tim Kilroy my website and asked him to rip it apart, and he did. Live, line by line. Tim's been scaling agencies since 2001, and this teardown exposes the trap almost every expert falls into: making your whole site about you instead of answering the only two questions a visitor actually asks. If you're an agency, coach, or consultant, this is a masterclass in positioning that makes the ri...

How to Accelerate B2B AI Growth with Mark Allen 28.04.2026

"Are you a high-income professional worried about a $20-a-month tool outsmarting your PhD? In this episode of Simple Wins, we dive into how B2B AI growth can give you godlike powers to turn your vision into reality. We explore why you simply cannot delegate AI implementation to others and why mastering AI is the single most critical skill for leaders in 2026. Mark Allen joins the show to share his...

How to Achieve Creative Agency Growth with Robert Patin 21.04.2026

Are you worried that a $20-a-month subscription is about to replace your entire creative firm? In this episode, we dive into the future of creative agency growth and why the rise of automation is actually a massive opportunity for elite practitioners. As AI creates a ""sea of sameness"" in the market, your ability to provide high-level strategy over creative output becomes your most valuable asset...

How to Use AI Team Members to Scale with Coach Carroll 16.04.2026

Are you struggling to keep up with customer demands while trying to scale your business? In this episode, we dive into how AI team members are revolutionizing the front office for entrepreneurs everywhere. We sit down with Coach Carroll to discuss the rapid shift in technology and why small business AI is no longer a luxury but a necessity for survival. We explore how to maintain a high-quality cu...

How to Overcome Hidden Barriers to Growth with Matthew Pohl 11.04.2026

Are you tired of feeling like you are hiking with a backpack full of rocks while trying to scale your company? In this episode of Simple Wins, we explore the stages of growth and how to identify the hidden barriers to growth that keep most B2B firms stuck for years. Many founders find themselves trapped in a plateau, and it’s usually because they are carrying ""rocks"" they don't even know exist....

How to Master Relationship Building with Larry Levine 10.04.2026

Are you tired of being viewed as just another untrustworthy salesperson? In this episode of Simple Wins, we dive into the art of relationship building and why authenticity is your greatest competitive advantage in today's market. If you want to scale your business, you have to stop leaning on being ""liked"" and start focusing on being trusted. We explore the shift toward high relational selling a...

How to Build Internal Alignment for Growth with Marc Rust 10.04.2026

Are you struggling with acquisition turbulence or a team that isn't pulling in the same direction? In this episode of Simple Wins, we explore how to achieve internal alignment so your business can scale without the friction of mixed messages. Many B2B founders focus solely on the ""cover of the book,"" but the real power lies in a brand strategy that acts as your company’s operating system. We div...

How to Build a Value Creation Business with Justin Goodbred 09.04.2026

Are you stuck in the hustle phase, working for a business that owns you instead of the other way around? In this episode, we explore how to build a value creation business that generates true wealth and freedom. Scaling a business requires a radical shift from constant grinding to building autonomous systems that function without your constant input. Justin Goodbred joins us to decode the path to...

How to Fix AI Implementation ROI with Justin Trombold 09.04.2026

Are you frustrated that your latest tech investments aren't moving the needle? In this episode of Simple Wins, we tackle the massive hurdle of AI implementation and why a staggering 95% of B2B firms fail to see a real return on their investment. Most leaders get distracted by the noise, but the secret to success for your business isn't just the code—it's your transformation and change management....

How to Use PR Strategy for B2B Growth with Steve Turner 08.04.2026

Are you tired of wasting money on a PR strategy that feels like a black hole for your marketing budget? In this episode of Simple Wins, we debunk the myth that PR is a direct lead-generation tool and show you how to build massive brand credibility through niche media targeting. Steve Turner joins the show to explain why chasing a mention in a major newspaper might actually be the wrong move for yo...

How to Fix Business Strategy Failure with Jeroen Kraaijenbrink 08.04.2026

Are you tired of seeing your annual plans gather dust on a shelf? Most organizations suffer from high business strategy failure rates because they treat strategy as a top-down, once-a-year event rather than a daily habit. In this episode of Simple Wins, we reveal how you can turn strategy into a distributed capability that empowers every level of your business. Jeroen Kraaijenbrink joins us to dis...

How to Master Rebranding Strategies with Jason Clark 07.04.2026

Are you afraid that changing your identity will alienate the customers who built your business? In this episode, we dive into the high-stakes world of rebranding strategies and how to navigate a massive transition without losing the trust of your core audience. We sit down with Jason Clark to discuss the realities of business mergers and why your brand is far more than just a logo—it is your compa...

How to Master Storytizing with Steve Sapato 07.04.2026

Are you tired of telling your brand's story only to watch your audience's eyes glaze over? In this episode, we reveal why traditional storytelling is failing your business and how you can use storytizing to turn passive listeners into active clients. If you want to increase your sales conversion rates, you must stop talking at people and start involving them in the narrative. Steve Sapato joins us...

How to Use Social Proof to Win Funding with Jason Fishman 06.04.2026

Are you struggling to get investors to take your B2B firm seriously? In this episode of Simple Wins, we explore how social proof can be the ultimate accelerator for your next capital raise. Jason Fishman joins us to break down the crowdfunding strategies that move the needle for your business by creating a ""line around the block"" effect that attracts high-value investors. We dive deep into: Inve...

How to Use Earned Media to Win in 2026 with Robert Rose 06.04.2026

Are you struggling to keep your business visible in a world dominated by AI and zero-click search? In this episode, we dive into why earned media is more critical than ever for a modern content strategy. We discuss the shift from simply ""being found"" to ""being cited"" by high-authority sources to ensure you dominate AI search optimization. We reveal why PR is far from dead and how getting featu...

How to Build an Authority Asset with Grant McGaugh 05.04.2026

Is your current outreach failing because you lack a high-impact authority asset to prove your value? In this episode of Simple Wins, we explore how to turn your professional reputation into a B2B revenue engine using the power of an AI force multiplier. Many leaders struggle with being generic, but Grant McGaugh joins us to explain why personal branding is the key differentiator that gets you the...

How to Drive Transformation with Mohamed Marwan 05.04.2026

Is your growth hitting a wall that standard solutions just can’t fix? In this episode of Simple Wins, we explore the critical triggers for business transformation and why waiting too long to pivot can be a fatal mistake for your business. Mohamed Marwan Reda joins us to break down how to move from endless planning to a high-powered execution strategy that actually drives results. We dive deep into...

How to Master B2B Podcasting with Dusty Weis 04.04.2026

Are you tired of stiff, corporate marketing that fails to actually connect with your audience? In this episode of Simple Wins, we dive into the world of B2B podcasting and why it is the ultimate strategy for building a brand your customers actually trust. We explore the storytelling secrets that turn a dry, formal interview into a compelling narrative that keeps listeners coming back for more. Dus...

How to Align Tech to Business Goals with Michael Smith 04.04.2026

Are you tired of feeling like your IT department is speaking a different language than your business goals? In this episode of Simple Wins, we sit down with Michael Smith to discuss the critical importance of technology leadership and why most companies fail at AI implementation before they even start. We explore the ""translation problem"" between the boardroom and the data center, and why your t...

How to Win Every Business Negotiation with Josh Weiss 03.04.2026

Are you tired of leaving money on the table during a high-stakes business negotiation? In this episode of Simple Wins, we reveal why the goal of a deal isn't just reaching an agreement—it is meeting your specific objective. As the B2B market shifts toward selling results rather than just services, your sales strategy must evolve to handle deeper, long-term organizational changes. Josh Weiss joins...

How to Win in AI Search Engines with David Reske 03.04.2026

Is your brand being accurately represented by the bots, or are you losing out on the next frontier of AI search engines? In this episode of Simple Wins, we explore the fundamental shift from traditional SEO to Generative Engine Optimization (GEO). Most B2B founders are still focusing on keywords, but the real growth lies in training AI models to act as your brand's most effective sales representat...

How to Master OKR Strategy with Philipp Schett 02.04.2026

Are you tired of watching your rigid 12-month goals fail the moment the market shifts in March? In this episode of Simple Wins, we break down why sticking to an outdated annual plan is like an ostrich burying its head in the sand. We explore the power of an OKR strategy and how it provides the flexibility your business needs to pivot and thrive in volatile conditions. Philipp Schett joins us to de...

How to Master Outcome-Based Selling with Emilie Bastrup 02.04.2026

Are you struggling to keep your software relevant as AI in SaaS begins to cannibalize traditional features? In this episode of Simple Wins, we dive into why outcome-based selling is the only way to protect your B2B SaaS growth in a rapidly changing market. We explore how legacy SaaS pricing models are failing and what you need to do to stay indispensable to your enterprise clients. We break down t...

How to Leverage Nearshoring to Grow Fast with Brian Samson 01.04.2026

How to Leverage Nearshoring to Grow Fast with Brian Samson

How to Master Messaging Strategy with Neil Gordon 01.04.2026

Are you an expert who is tired of hearing crickets while less talented competitors get all the attention? In this episode of Simple Wins, we break down the messaging strategy you need to stop talking about your solution and start speaking to your audience's deepest pain. To scale your business, you must move beyond ""sizzle"" and master persuasive communication that actually drives change. Neil Go...

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