Will the artwork of promoting develop into one other casualty of automation?
Not so quick!
As AI instruments quickly rework each facet of enterprise, the B2B gross sales panorama finds itself at a crucial turning level. With predictions of widespread job displacement and elementary modifications to buyer relationships, many gross sales professionals surprise if their experience will quickly be rendered out of date.
On this unique interview, Stephanie Middaugh, Director of Buyer Success at Luster and architect of high-performing gross sales groups at tech giants like Zoom and WorkRamp, challenges the doomsday narrative with battle-tested perception.
Her message is obvious: “The actual differentiation will emerge amongst gross sales representatives who use AI to reinforce their effectivity, maximize productive time, and sharpen their core expertise.”
This interview is a part of G2’s Q&A collection. For extra content material like this, subscribe to G2 Tea, a e-newsletter with SaaS-y information and leisure.
Contained in the trade with Stephanie Middaugh
You have been on the forefront of gross sales enablement throughout a number of high-growth tech corporations. How do you see AI essentially altering the way in which B2B corporations promote advanced options immediately?
Wanting on the huge image, I believe we’re witnessing a big pivot towards AI integration throughout the board. Many organizations are already embracing the “let’s simply hand it to AI” method for quick productiveness positive aspects. Nevertheless, over the approaching months and years, I anticipate we’ll see a extra nuanced normalization the place professionals develop a clearer understanding of when and the place AI really enhances effectivity and productiveness.
Proper now, potentialities appear limitless. Everybody’s discovering they’ll use AI to summarize communications, personalize content material sooner, and streamline numerous duties. It is genuinely an thrilling interval of exploration and innovation.
However I believe general what we’re gonna see is AI essentially reshaping promoting approaches, from analysis and follow to execution and even documentation.
“AI ought to operate as an extension of human functionality moderately than a substitute. The artwork of promoting itself cannot and should not disappear.”
Stephanie Middaugh
Director of Buyer Success at Luster
The actual differentiation will emerge amongst gross sales representatives who’re utilizing AI to reinforce their effectivity, maximize productive time, and sharpen their core expertise. That is exactly the place we’ll begin seeing the super ROI of AI integration inside the general gross sales course of.
Your e-book “Elevate and Optimize” launched the Enablement Maturity Mannequin. How is AI difficult or increasing that mannequin, significantly in how gross sales groups method discovery and resolution design?
So, the concept behind my e-book, which is across the enablement maturity mannequin, is actually to information SaaS and development startups on their journey from reactive enablement to strategic organizational affect. Whereas AI will not magically mature your enablement operate, it could strategically speed up correlation identification, technique improvement, and outcomes supply.
At the moment’s consumers arrive extra educated than ever. They’ve in all probability researched you already. They perceive the area that you just play in. And a gross sales rep’s job then is to return in and sort of fill in these gaps, educate, or ideally tie to ache factors and priorities that they will have. And that’s the place AI ought to operate as an extension of gross sales representatives — by dealing with research-heavy lifting so gross sales reps can dedicate extra time to crucial considering, making significant connections, and articulating distinctive worth propositions.
When approaching AI, wholesome skepticism stays important. Efficient professionals will not merely copy-paste outputs however will apply discernment to refine info. I really feel this creates a efficiency hole between mechanical relayers and considerate integrators of AI insights. The uniquely human means to suppose critically stays irreplaceable.
“Success comes not from substitute however from leveraging expertise to reinforce our inherently human capabilities.”
Stephanie Middaugh
Director of Buyer Success at Luster

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With AI’s predictive capabilities, how are gross sales groups recalibrating their understanding of buyer intent, shopping for indicators, and decision-making patterns?
Once I first encountered AI assistants in my earlier position at a database firm, I witnessed how they reworked enterprise promoting. Gross sales representatives leveraged AI to research quarterly and annual statements, extracting essential info that beforehand required hours of guide overview. This development elevated personalization past conventional approaches the place reps might quickly course of analysis, establish key insights, and exactly align our options with prospect priorities.
The AI-enhanced method allows direct communication, addressing buyer ache factors, whereas generally even triggering FOMO by highlighting aggressive gaps. This dramatically expands how we will personalize prospecting, outreach, and ongoing buyer communications.
Although not all gross sales groups have adopted these strategies, they completely ought to. The markets proper now are arduous, they’re tough, they’re difficult. Consumers will not be solely extra educated like we talked about, however they’ve additionally acquired stricter budgets with every part that is coming down. In order that they’re being extremely centered on hitting a sure return-on-investment (ROI) metric, key efficiency indicators (KPI), and so forth.
Understanding buyer priorities and connecting your options to measurable outcomes has by no means been extra crucial, and AI equips representatives to perform this with unprecedented effectivity and precision.
You have constructed enablement groups at corporations like Zoom and WorkRamp. How are AI instruments remodeling gross sales coaching and training past conventional role-playing and script memorization?
In recent times, the AI dialog at enablement conferences has developed from wild pleasure to a extra measured, skeptical method. What I’ve seen is that folks acknowledge AI’s potential however aren’t all the time certain tips on how to combine it successfully into their workflows.
It’s a actually thrilling time for general ability improvement for groups. Historically, enablement professionals adopted a typical course of: obtain new scripts from advertising, prepare groups by way of an LMS, certify reps on messaging, and monitor efficiency by means of name recordings or scorecards. Nevertheless, this method is usually clunky and disconnected from reps’ day by day actuality, lowering engagement and perceived relevance.
I studied to be a instructor after I was in school, and one of many issues that we realized fairly early on was that folks study finest when they’re hands-on with doing issues and studying the entire science behind it. Whereas role-playing with managers or friends makes an attempt to deal with this, these interactions carry inherent limitations — human biases, preconceived notions, and subjective definitions of “good” can hinder goal ability improvement. AI instruments can doubtlessly fill this hole by eradicating unintentional bias and clearly defining success metrics.
Conventional position performs typically really feel synthetic and unrealistic. AI can simulate genuine buyer conversations, producing real looking eventualities whereas offering quick teaching suggestions after follow periods. This creates a secure studying surroundings earlier than high-stakes buyer interactions. Managers can then supply focused teaching for particular upcoming calls, whereas enablement groups can establish broader developments and ability gaps.
Quite than listening to obscure suggestions like “reps want higher discovery expertise,” enablement can exactly establish which discovery elements want enchancment. This precision permits for extremely custom-made coaching plans and training methods, transferring away from generic coaching towards prescriptive ability improvement, which genuinely strikes the needle on efficiency.
Are you able to share a selected instance of how an AI-powered teaching intervention would possibly look totally different from conventional gross sales teaching strategies?
Conventional teaching usually occurs too late within the gross sales course of. Managers overview Gong calls in crew conferences to debate what went nicely and what did not. Sadly, by then, alternatives have already been broken as a result of representatives have “stepped within the mud” with prospects.
AI-powered teaching gives a transformative method by offering real-time, one-on-one steerage throughout follow periods earlier than calls, not after errors have occurred. Moreover, it surfaces focused teaching suggestions to managers, highlighting particular areas the place particular person reps wrestle and providing actionable enchancment methods.
Many managers unintentionally focus teaching on particular offers or alternatives, creating point-in-time suggestions that does not translate throughout buyer interactions. This represents a big alternative for each managers and enablement groups to shift towards deliberate ability improvement moderately than remoted teaching moments that lack broader software and relevance.
When discussing rep buy-in and improvement, every part comes right down to “what’s in it for me?”
“Essentially the most compelling worth proposition is prescriptive steerage that addresses particular struggles and immediately impacts their backside line.”
Stephanie Middaugh
Director of Buyer Success at Luster
Gross sales representatives are motivated by paychecks and quotas, so our method should concentrate on making them higher performers by means of focused teaching that improves general efficiency, not only for a single deal.
By utilizing AI insights to establish strengths and effectivity gaps, we will present exact coaching and training help that drives quota attainment and monetary rewards, creating the motivation essential for lasting ability improvement.
As a LinkedIn High Voice in Gross sales, what are your prime three predictions for a way AI will reshape B2B go-to-market (GTM) methods within the subsequent 3-5 years?
We’re witnessing a predictable AI adoption curve presently within the preliminary surge, the place organizations apply AI to every part doable just because they’ll. Within the coming months and years, we’ll expertise a pure normalization as companies critically consider the place AI delivers real ROI and the place it would not, finally settling right into a extra balanced center floor.
I believe that groups and organizations that know tips on how to extract insights correctly utilizing AI will begin being really strategic. Quite than counting on guesswork or instinct, these groups will leverage AI’s predictive capabilities to exactly establish priorities and align their assets accordingly. This represents a marked enchancment over the present panorama, the place groups typically unfold efforts throughout quite a few initiatives, particularly in risky markets. With AI’s analytical energy, corporations can goal particular priorities and mobilize their whole group to execute in opposition to exact targets and KPIs.
I additionally really feel there’s lots of discuss AI changing individuals’s jobs. Whereas issues persist, the extra probably final result is not wholesale substitute however a widening efficiency hole between professionals. Those that grasp AI as a strategic software will more and more outpace colleagues who resist or underutilize these applied sciences. Essentially the most helpful recommendation is easy: study to leverage AI strategically to reinforce productiveness, not only for creating coaching modules or personalizing messages, however for advancing your profession, crew, and group. The aggressive benefit will come from considerate AI purposes that transfer crucial initiatives ahead, not merely from adoption alone.
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Observe Stephanie Middaugh on LinkedIn to study extra about gross sales enablement and the way it will reshape the B2B market.
Edited by Supanna Das