Most account managers know how to follow up, but follow through is what separates someone who manages deals from someone who builds real partnerships.

Bill Senese, Senior Strategic Adoption Manager at Amazon Business and author of “The Book on That: B2B Account Management,” shares the skills that actually move the needle - listening that uncovers what clients aren’t saying out loud, curiosity that opens the door to better discovery, and the kind of resourcefulness that helps you handle tough questions in real time.

Bill talks about the difference between persistence and pushiness, how to turn a QBR into a true conversation, and why creativity matters when a customer’s situation doesn’t fit the standard playbook. What happens when you stop relying on polished decks and start facilitating instead? How do you shift from “getting through” a meeting to creating space for real dialogue? Bill also explains why he wrote the book he wished he had early in his career - a guide meant for anyone who wants to take account management seriously, whether you’re just starting out or years into the role.

If you’ve ever asked yourself whether you’re actually earning trust or just chasing signatures, this episode gives you a sharper lens and a set of tools to help you answer that question with confidence.

Episode Breakdown:

00:00 The Hidden Challenges of Account Management

01:50 Core Skills Every Account Manager Needs

07:18 Inspiration and Writing Process for the Book

09:41 Handling Objections with Creativity and Trust

11:05 The Power of Resourcefulness and Follow Through

13:02 Follow Up vs. Follow Through

14:25 Account Manager as Quarterback for Customer Success

16:24 Rapid Learning as a Competitive Edge

18:11 Who the Book Is For and How to Use It

Connect with Bill Senese:

LinkedIn

The Book on That: B2B Account Management

Connect with Alex Raymond:

LinkedIn

AMplify

Podcast production and show notes provided by HiveCast.fm

Customer success used to thrive on easy capital and organic expansion. But in today’s market, that model is running out of runway. If CS isn’t tied to revenue, it’s on borrowed time. In this episode, Justin Strackany - employee #1 at SecureLink who scaled the company to $50M ARR and three exits - makes the case for why post-sales must evolve into a true growth function. He and Alex Raymond discuss what it means to measure CS on NRR, how to split roles between AMs and CSMs, and why strategic account management is the skill that will separate survivors from those left behind.

From AI-enabled automation of low-value accounts, to white-space scoring and executive sponsorship for top-tier customers, Justin shares the playbook he used to turn customer success into a revenue engine. He also outlines what companies must change in their org design, hiring, and training if they want CS to remain relevant.

For account managers and CS leaders, this conversation is both a warning and a roadmap: adapt your skills, claim revenue, and redefine your role, or risk becoming obsolete.

Episode Breakdown:

00:00 Why Account Managers Drive Business Growth

02:00 Should Customer Success Own Revenue?

06:22 Why CSMs Resist Revenue Accountability

10:27 The Future of CS and Account Management in the AI Era

12:23 Scaling SecureLink from Startup to $50M ARR

18:26 Lessons from Private Equity on NRR and Growth

25:48 Strategic Account Management in the Age of AI

32:05 Redefining CS and AM as the Growth Department

39:31 Roadmap for CSMs to Stay Relevant

Connect with Justin Strackany:

LinkedIn

GTM.Consulting

Connect with Alex Raymond:

LinkedIn

AMplify

Podcast production and show notes provided by HiveCast.fm

Negotiation doesn’t have to feel like a hostage scene. In this episode, Alex Raymond sits down with Todd Caponi, sales expert and author of the upcoming book “Four Levers Negotiating,” to reframe how account managers approach renewals and upsells. Introducing his “Four Levers” framework (volume, timing of cash, length of commitment, and deal predictability), Todd explains how anchoring conversations on these drivers creates a sound basis for pricing. The result: fewer discounts, stronger margins, and more trust with customers.

This episode touches on the mindset shifts account managers need to make, from avoiding “easy gives” that erode credibility to introducing small amounts of friction that increase customer commitment. They also cover strategies for coaching champions to negotiate internally and how to stay consistent when procurement enters the process. By practicing these techniques, account managers can protect revenue, build stronger business relationships, and reduce the stress that comes with last-minute concessions.

Episode Breakdown:

00:00 Negotiation Doesn’t Have to Be a Hostage Scene

01:18 The Four Levers Framework

03:58 Why Traditional Tactics Fail and Erode Trust

05:14 Establishing a Sound Basis for Pricing

06:59 Trade on Value, Not Price (Timing, Scope, Terms, Payment)

10:21 Stop the “Easy Gives” That Invite More Concessions

12:54 When to Introduce the Timing Lever

15:06 Coach Your Champion to Negotiate Internally

19:30 Handling Procurement Without Losing Margin

24:53 Non-Monetary Tradeoffs That Protect Profit

28:38 Consistent Pricing and Better Forecast Accuracy

31:55 Action Steps: Start Using the Four Levers

Connect with Todd Caponi:

Visit Todd’s Website

LinkedIn

Connect with Alex Raymond:

Visit AMplify

LinkedIn

Podcast production and show notes provided by HiveCast.fm

Utilization numbers may look like the problem. But as Josh Abdulla, the Chief Customer Officer at Asana, points out, low usage is usually just the symptom, not the cause.

In this episode, Josh shares how he manages a global portfolio of 170,000 customers by combining data-driven rigor with clear-eyed coaching. He unpacks Asana’s Red Renewals System, a process that flags enterprise churn risk up to a year in advance, giving teams the runway to act before it’s too late.

From the real reasons SMB customers cancel, to the role of verticalization in enterprise engagement, to building a value framework that proves outcomes, not just activity, Josh outlines how account managers can shift from reactive firefighting to proactive commercial leadership.

This episode also connects the dots between entrepreneurship, business, and wellbeing - showing how sustainable account management practices not only protect revenue but reduce stress, prevent burnout, and create healthier long-term client relationships.

For anyone serious about renewals, growth, and credibility with executives, this is a playbook worth studying.

Episode Breakdown:

00:00 Why Utilization Is a Symptom, Not the Cause

03:28 What Asana Really Offers Beyond Task Management

05:19 Why Asana Created a Chief Customer Officer Role

07:06 Customer Segmentation at Scale

09:49 The Four Reasons SMB Customers Churn

13:18 The Red Renewals System for Enterprise Churn

15:56 Signals That Trigger a Red Renewal

17:53 Using Data to Drive Product and Retention Strategy

18:57 Coaching CSMs vs. Solving Product Gaps

20:52 The Power and Limits of Relationship Management

Connect with Josh Abdulla:

Asana

LinkedIn

Connect with Alex Raymond:

AMplify

LinkedIn

Podcast production and show notes provided by HiveCast.fm

Customer deals often stall not because the product is weak but because buyers doubt their own ability to make the right choice.

Alex Raymond is joined by Brent Adamson, the co-author of The Challenger Sale, The Challenger Customer, and The Framemaking Sale, and the co-founder of A to B Insight, to discuss why decision confidence drives stronger outcomes than product features or supplier claims. Brent lays out the four forces that undermine confidence inside organizations: decision complexity, information overload, objective misalignment, and outcome uncertainty.

The discussion shows how account managers can step into those moments of doubt and help customers move forward with clarity. What changes when a client ends a conversation not only trusting the solution but feeling more confident in themselves? And how does that shift the way long-term relationships are built? This episode points out a more human approach to account management - one that deepens trust, strengthens renewals, and supports lasting growth.

Episode Breakdown:

00:00 Introduction

03:10 Why Decision Confidence Drives High-Quality, Low-Regret Deals

07:19 Customer Self-Confidence vs Supplier Confidence

16:24 The Four Forces That Undermine Buyer Confidence

18:45 Why Stalled Deals Happen and How to Break Status Quo

27:53 Rep-Free Buying and the Risk Gap for Sales Teams

31:03 The Phrase That Frames and Practical Social Proof

35:59 From Expert to Connector in Account Management

40:35 Humanistic Sales and Helping Customers Trust Themselves

Connect with Brent Adamson:

Website

LinkedIn

Connect with Alex Raymond:

AMplify

LinkedIn

Podcast production and show notes provided by HiveCast.fm

Too many account management teams invest in software before they’re ready, and end up automating the wrong things.

Alex Raymond sits down with Jennifer Pinter, a seasoned expert in account management software, to talk about what separates successful tech stacks from the ones that never gain traction. Jennifer has helped dozens of companies implement tools for AM and CS teams, and she’s seen how often things go sideways when there’s no clear strategy behind the purchase.

Alex and Jennifer discuss the most common missteps, like skipping role clarity, chasing features over outcomes, and underestimating the lift of change management. They also touch on what great teams do differently, from building internal alignment to rolling out new tools in manageable stages.

One key question they keep coming back to: what’s in it for the account manager? If the tool doesn’t make their job easier, adoption won’t stick. And if the team hasn’t nailed the basics like QBRs or account planning, even the best software won’t fix that.

If you’re considering specialized tools for your AM team, or trying to make better use of the ones you already have, this episode will help you rethink how and when software actually supports growth.

Episode Breakdown:

00:00 Why Account Management Needs Its Own Tech Stack

03:56 Start with Role Clarity Before Buying Software

07:07 Why Leadership Buy-In Shapes Adoption

10:54 What AI Failures Teach Us About Tech Strategy

15:03 How Systems Drive Consistency in Account Management

21:41 Using Tech to Improve the Customer Experience

27:08 What’s in It for the Account Manager?

36:26 Are You Ready for Specialized AM Software?

Connect with Jennifer Pinter:

Pavilion

LinkedIn

Connect with Alex Raymond:

AMplify

LinkedIn

Podcast production and show notes provided by HiveCast.fm

Bad forecasts don’t just miss targets. They influence hiring plans, budgets, and boardroom confidence. Former Chief Revenue Officer Cliff Unger joins Alex Raymond to share how account managers can build the accuracy and credibility that drive both company growth and personal career impact.

Drawing from his journey from hardware account management to SaaS leadership, Cliff reveals how forecasting, renewals, and expansions shape business strategy at the highest levels. He explains why “job number one” for revenue leaders is hitting the number, but why accuracy in forecasting is just as critical for winning trust with executives and investors. With only a small fraction of companies forecasting within 5% of actuals, Cliff points out the power of delivering bad news early, balancing realism with ambition, and building systems that eliminate surprises.

Alex and Cliff’s discussion reframes account management as a true commercial growth function, responsible for renewals, expansion, and reliable forecasting, rather than a reactive support role. The insights in this episode show how account managers and CROs alike can move beyond firefighting, strengthen credibility, and become the operators executives rely on to steer strategy and growth.

Episode Breakdown:

00:00 Why Account Managers Shape the Future of a Business

03:13 From Hardware Sales to SaaS Leadership

10:24 The High-Stakes World of SaaS Renewals

13:11 ARR, GRR, and NRR Explained

16:58 Forecasting Under Pressure as a CRO

19:29 Why Forecast Misses Erode Confidence

27:54 The Real Role of a CRO

30:04 Why Account Management Belongs Under the CRO

37:26 Diagnosing Forecast Misses and Reducing Surprises

41:44 Data Integrity and the CRO’s Biggest Pain Point

Connect with Cliff Unger:

LinkedIn

Connect with Alex Raymond:

AMplify Website

LinkedIn

Podcast production and show notes provided by HiveCast.fm

Most account managers get stuck in the middle, passing information back and forth, but the ones who rise are curators who build trust, shape strategy, and drive real business growth.

Alex Raymond is joined by Carl Smith, the founder of The Bureau, to explore how the account management role has evolved from being a reactive liaison into one of the most strategic positions inside an agency. Carl shares lessons from his journey as an agency owner and community leader, calling out the industry’s outdated view of account managers as conduits and advocating for a future where AMs are trusted advisors who anticipate client needs and bring fresh perspectives that create lasting impact.

They break down why account managers who solve bigger problems for their clients unlock bigger, more profitable deals, and how agencies can build a growth model around deep client empathy instead of transactional work. Carl introduces his “Jellyfish Management” philosophy, a unique opt-in team structure that flips traditional agency hierarchies and gives teams ownership over the projects they truly care about. He also explains why radical transparency, when paired with the right context, builds a foundation of trust that strengthens agency culture and client relationships.

At its core, this episode is a playbook for agencies ready to elevate account management from a tactical function to a strategic growth engine, with Carl offering insights on how to rethink roles, invest in people, and create a business where clients don’t just stay but also grow with you.

Episode Breakdown:

00:00 Meet Carl Smith, Founder of The Bureau

02:06 Building a 1,400-Member Community of Agency Leaders

04:24 The Current State of Account Management

06:12 Account Managers as Trusted Advisors and Curators

08:45 Why Deep Domain Knowledge is Critical in the AI Era

10:17 Redefining the Role of the Account Manager

14:03 Strategic Thinking: The True Value of Account Managers

18:52 Solving Bigger Problems Leads to Bigger Deals

26:26 The Economics of Post-Sales Growth and Client Expansion

32:32 Radical Transparency and Building a Culture of Trust

38:08 Inside The Jellyfish Management Model

41:59 Navigating Multi-Vendor Strategies and Agency Growth

45:57 Carl’s Advice for Aspiring Account Managers

Connect with Carl Smith:

Bureau of Digital

LinkedIn

Connect with Alex Raymond:

AMplify

LinkedIn

Podcast production and show notes provided by HiveCast.fm