Too many account managers confuse being liked with being effective and it’s costing them renewals, influence, and growth. Chad Horenfeldt, the VP of Customer Success at Siena AI and author of “The Strategic Customer Success Manager,” joins Alex Raymond to talk about the people-pleaser trap and how to break out of it. They unpack the four identity traps that keep account managers stuck in reactive mode: the firefighter, entertainer, fixer, and waiter, and why those well-meaning habits quietly erode trust and impact.

Chad shares tactical frameworks like motivational interviewing and radical customer candor, showing how curiosity, preparation, and self-awareness can lead to better business outcomes, stronger client relationships, and more personal wellbeing on the job.

If you’ve ever walked away from a “great” client meeting only to lose the account later, Alex and Chad’s conversation will help you rethink your role and lead more strategically in today’s fast-moving world of entrepreneurship and customer success.

Episode Breakdown:

00:00 The People Pleaser Trap in Account Management

04:02 Why Being Helpful Doesn’t Prevent Churn

06:06 Identity Traps: Firefighter, Waiter, Fixer, Entertainer

12:23 How to Build Trust and Lead with Confidence

20:25 Motivational Interviewing Techniques for Client Conversations

24:41 Disruptive Questions That Shift Client Mindsets

31:34 Practicing Radical Customer Candor

36:26 Building Stronger Client Relationships Through Strategic Disclosure

41:19 Small Shifts That Lead to Long-Term Growth

Links

Connect with Chad Horenfeldt:

LinkedIn: https://www.linkedin.com/in/chadhorenfeldt/

Website: https://www.siena.cx/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

Too many account managers are stuck in reactive mode—waiting on problems, answering tickets, and playing support—while the real opportunity sits untapped: driving strategic growth.

In this episode, Alex Raymond is joined by author and sales strategist Anthony Iannarino to unpack what’s broken in post-sales and what needs to change. Their conversation challenges the status quo of account management and lays out a new path, one where AMs act less like order takers and more like strategic guides who know how to lead.

Anthony introduces the concept of being “one-up”, bringing enough experience and insight to teach clients how to make better decisions. He explains why the age of AI will punish passivity and reward value creation, and why account managers who stay stuck in the admin zone are putting themselves at risk.

Whether you're managing a $10M portfolio or just trying to prove your value internally, this episode will push you to rethink how you show up. Because in 2025, the winning account managers won’t be the ones who play it safe, they’ll be the ones who lead.

Episode Breakdown:

00:00 Introduction

01:30 Why Post-Sales Is Broken

05:14 AI Will Punish Passive Account Managers

08:05 What It Means to Be “One-Up”

09:20 Raising the Floor for Real Growth

11:22 What Creating Value Actually Looks Like

15:23 Why Relationships Still Drive Revenue

20:18 The AI Impact on Account Management Teams

22:29 The Missed Opportunity in Post-Sales Investment

27:23 How Sales and Buying Committees Have Changed

33:23 Final Advice: Elevate or Get Replaced

Links

Connect with Anthony Iannarino:

LinkedIn: https://www.linkedin.com/in/iannarino/

Website: https://www.thesalesblog.com/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/ Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

Most account managers talk about value but Robert Sproule shows you how to prove it in fifteen minutes flat. Alex Raymond sits down with Robert, the VP of Account Management at SafetyChain, to discuss what it really looks like to show measurable impact in industries where the stakes are high and the paperwork never ends.

Robert explains how his team uses short, focused executive results reviews to help clients surface clear ROI and make stronger business cases with their leadership. He talks about how AI is helping his team cut back on busywork, sharpen their account planning, and stay ahead of renewal conversations without losing sight of the bigger picture.

Where are your clients seeing real outcomes? Are they able to explain why your product matters or have they started to forget? Alex and Robert’s conversation will give you a smarter way to keep your accounts growing and your partnerships strong.

Episode Breakdown:

00:00 Introduction

01:19 The High-Stakes World of Food Safety

05:01 Who Uses Safety Chain and Why It Matters

07:29 Robert’s Account Management Philosophy

10:16 Proving ROI Through Executive Results Reviews

15:01 Using AI to Support Account Planning and Renewals

21:01 Leveraging the Amplify Community

30:01 Identifying White Space and Driving Expansion

34:01 The Value of Consolidation and TCO Strategy

35:22 Clarifying the Roles of Customer Success and Account Management

Links

Connect with Robert Sproule:

LinkedIn: https://www.linkedin.com/in/robert-sproule-b02b783/

Website: https://safetychain.com/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

Most account managers are playing too small and leaving millions in growth potential untouched inside their current client base.

Alex Raymond challenges the idea that retention should be the finish line. He invites us to take a closer look at the mindset and habits that keep teams stuck in incremental growth and asks something many of us don’t pause to consider: Are we thinking big enough when it comes to the accounts we already have?

Drawing from his own client work and insights from Ben Hardy’s 10X Is Easier Than 2X, Alex shares the A10X Growth System, a framework built around four key shifts: solving bigger problems, leading with radical curiosity, thinking like the CEO of the account, and clearing out the low-value work that gets in the way.

This isn’t about working harder or chasing more deals. Alex reminds us that it’s about reimagining how we partner with our customers and being honest about where we’re holding back. For anyone in account management, customer success, or post-sales leadership, this episode’s a sharp and timely push to think differently, act more strategically, and build deeper value right where you are.

Episode Breakdown:

00:00 Reframing Customer Retention to Growth

05:18 Introducing the AMplify 10x Growth System

08:38 Solving Bigger Problems for Customers

17:08 Embracing Radical Curiosity

23:35 Adopting an Ownership Mindset

27:27 Raising the Floor for Greater Impact

Links

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

Most account managers think they’re here to sell solutions. But the real opportunity might be helping your client see themselves differently, like the hero of their own story.

Alex Raymond talks with Adrian Davis, the President and CEO of Whetstone Inc. and author of “Heroes, Villains, and the Thrill of Professional Selling.” Adrian shares a storytelling framework that redefines the role of the account manager, not as the hero, but as the guide. What happens when you stop pitching and start helping your client rewrite their script?

They get into what it means to identify a client’s strategic aspiration: the deeper, often unspoken thing they’re truly trying to achieve. Not just surface-level goals, but the kind that keep them up at night or define their legacy. Adrian explains how to uncover these aspirations and why understanding them is more powerful than asking about “needs.”

They also talk about villains (not competitors) but the real threats standing in the way of your client’s success. Why is status quo such a powerful force? What external pressure points are shaping your client’s world before they even realize it? And how do you become the person who helps them see it coming?

If you’ve ever been asked to “be more strategic” and weren’t sure where to start, this episode lays it out clearly. From conducting industry and SWOT analysis through your customer’s eyes, to asking better questions that lead to real urgency, Adrian offers a framework that helps you guide the people who need it most. And maybe most importantly: How do you step into that guide role - quietly powerful, fully trusted, and always a few steps ahead?

Episode Breakdown:

00:00 The Role of Account Managers

01:01 The Hero’s Journey in Sales

03:10 Storytelling as a Sales Advantage

07:30 Customer Aspirations and Emotional Drivers

13:43 Identifying the Real Villain: Status Quo

20:35 Internal vs. External Challenges

28:14 Building Emotional Connection

30:41 Industry Expertise and Specialization

33:21 SWOT Analysis from the Customer’s POV

36:12 Become the Guide, Not the Hero

43:12 Why Suffering Creates Urgency

Links

Connect with Adrian Davis:

LinkedIn: https://www.linkedin.com/in/adriandavis/

Website: https://whetstoneinc.ca/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

Most account managers think influence is a soft skill until it costs them the renewal.

Brad Englert has been on both sides of the table. As a former Accenture partner and CIO at the University of Texas, he’s worked with account managers who earned his trust and others who landed on his “most hated vendor” list. In this episode, Brad joins Alex Raymond to discuss why influence is a skill that deserves more respect, especially for account managers working with complex clients and high-stakes decisions.

How do you build trust with an executive when you’re mid-level or early in your career? What makes a QBR worth everyone’s time? And why do so many account managers miss the chance to deepen a relationship by simply showing up and following through?

Brad shares strategies for building credibility, mapping power dynamics, and engaging with skeptics before they sabotage a renewal. The best account managers don’t wait to be taught influence. They build it intentionally, one conversation at a time.

Episode Breakdown:

00:00 Why Influence Matters in Account Management

03:00 Relationship-Driven vs. Transactional Client Engagement

10:30 Making QBRs Worth Everyone’s Time

14:00 Understanding and Using Spheres of Influence

20:30 Building Trust in a Remote-First World

22:00 How to Engage Senior Executives with Confidence

23:15 Creating a Power Map Inside the Client Org

30:30 Turning Detractors into Advocates

36:30 Advice for Account Managers

Links

Connect with Brad Englert:

LinkedIn: https://www.linkedin.com/in/bradenglert/

Podcast: https://bradenglert.com/podcast

Website: https://bradenglert.com/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

The best account managers build their book like it’s their business, and that mindset changes everything.

Alex Raymond is joined by Todd O’Donnell, who went from tech sales at IBM and Oracle to leading one of Canada’s top-performing insurance agencies. Todd shares how blitz days, cold calling, and world-class training shaped his early career, and why those habits still influence how he runs his agency today.

They talk about the shift from chasing leads to building a referral-driven business, the hiring principle Todd swears by (“Can I trust this person?”), and why the best AMs know how to focus on what really moves the business forward. Todd also breaks down how he uses Sandler sales training, one-on-one coaching, and weekly team sessions to create consistent results without micromanaging.

From creating a “Starbucks of insurance” experience to developing account managers with zero prior industry experience, Todd shows how long-term growth happens when you lead with trust, consistency, and a clear plan.

Episode Breakdown:

00:00 Why Account Managers Drive the Business

02:13 Lessons from IBM and Oracle

07:17 Building a Team Without Micromanaging

10:23 How to Keep Clients Without Competing on Price

13:56 Hiring for Trust, Not Industry Experience

16:45 How Sandler Training Shapes the Sales Process

18:59 Coaching, One-on-Ones, and Leading by Example

26:10 What Top Account Managers Do Differently

28:54 The Power of Focus Time

30:28 Strategic Coach, 10X Thinking, and Personal Growth

36:06 Career Paths for Account Managers

39:36 Be Willing to Get Uncomfortable

Links

Connect with Todd O’Donnell:

LinkedIn: https://www.linkedin.com/in/toddodonnellinsurance

Website: https://www.insurancetodd.com/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm

Account managers who lead with business acumen, creative insight and clear boundaries are the ones who drive real growth.

What happens when agencies start questioning whether account management still matters? Jess Manganelli has seen it firsthand, and she’s got strong opinions. As the founder of Betts & Betz, she works with creative agencies to build high-performing account teams that don’t just keep the trains running but move the business forward.

Jess and Alex discuss why some agencies are scaling back on account roles, and why that decision often backfires. They talk about what the job really demands: a deep understanding of how both the client and the agency make money, the confidence to lead from wherever you sit, and the willingness to have hard conversations instead of dodging them.

Where do most account managers get stuck? Jess points to a lack of business fluency and a fear of pushing back. She offers ways to shift that, starting with how to frame a tough conversation without sounding defensive or deferential.

If you’ve ever felt like your job description misses the point, or wondered how to grow into a more strategic role, Jess and Alex’s conversation will resonate.

Episode Breakdown:

00:00 The Real Value of Account Management

02:26 Is Account Management Dead?

06:05 What Agencies Actually Need from Account Managers

08:23 Why Business Acumen Matters

12:27 Balancing Client Goals with Agency Health

20:00 How to Handle Tough Client Conversations

27:39 Curiosity as a Strategic Skill

31:30 Traits That Set Great Account Managers Apart

33:53 Removing Hurdles to Great Work

37:13 Fixing the Sales-to-Account Handoff

43:00 The Tucker Inner Concept

Links

Connect with Jess Manganelli:

LinkedIn: https://www.linkedin.com/in/jessmanganelli/

Website: https://www.bettsandbetz.com/

Connect with Alex Raymond:

LinkedIn: https://www.linkedin.com/in/afraymond/

Website: https://amplifyam.com/

Podcast production and show notes provided by HiveCast.fm