Why Your AEs Are Failing at Prospecting – And What to Do About It

For many sales leaders, it’s an uncomfortable truth: your Account Executives (AEs) are great at closing deals but terrible at filling their own pipeline.

It’s not that they can’t prospect – it’s that in most organisations, the structure, priorities and culture set them up to fail. The result? A reliance on a handful of inbound leads, sporadic outreach and a dangerously thin pipeline.

Inconsistent prospecting is one of the most common and costly AE prospecting challenges we see. If your team’s success is heavily weighted on closing skills but the top of your funnel is weak, you’re building a revenue engine on a shaky foundation…

…the kind we break down and rebuild in our guide →  How to Fix Your Sales Pipeline Before It’s Too Late

Why AEs Struggle with Prospecting

Let’s get clear on the reasons first – and spoiler alert: it’s rarely just about “lack of effort”.

  • Conflicting priorities: AEs are judged on hitting monthly or quarterly targets, so they naturally focus on late-stage deals that are closest to closing. Prospecting gets pushed down the list until it’s too late.

  • Wrong skill focus: Closing requires a different skill set from opening. AEs who are brilliant negotiators might not have the same persistence, tone and timing needed for cold outreach.

  • Poor data quality: If they don’t have access to clean, segmented and targeted data, prospecting turns into a slow, frustrating slog. Take a look at → How To Increase Qualified B2B Sales Leads for insights on sharpening lead quality and pre-call readiness.

  • No consistent process: Without a structured cadence and clear metrics, prospecting efforts become sporadic and inconsistent.

  • Lack of accountability: If prospecting activity isn’t measured and coached, it becomes invisible – and invisible work rarely gets done.

The Impact on Revenue

When AEs aren’t consistently prospecting, the pipeline becomes dangerously dependent on marketing, referrals or luck. That’s not a strategy – it’s a gamble.

The lag effect is the real killer: a dry pipeline today is the result of prospecting gaps months ago. By the time you notice, the problem is already baked into your next quarter’s numbers.

What to Do About It: Effective Prospecting Strategies for AEs

The solution isn’t to simply tell AEs to “do more outreach”. It’s about creating the right structure, providing the right tools and instilling consistent habits that make prospecting part of the sales culture.

Here’s how to make it happen:

  • Separate responsibilities where possible: If resources allow, split sales into SDRs/BDRs for outbound and AEs for closing. If not, ringfence daily prospecting time that can’t be interrupted.

  • Block dedicated prospecting hours: 1–2 hours each day, protected from internal meetings or other distractions, ensures prospecting doesn’t get sidelined.

  • Create a repeatable cadence: Use a clear, multi-touch process that combines email, phone, LinkedIn and even voice notes to improve connection rates.

  • Lead with relevance: Personalise outreach with industry insights, role-specific challenges or trigger events such as funding rounds, leadership changes or product launches.

  • Follow up relentlessly: Build persistence into the cadence – most prospects need several touchpoints before they respond.

  • Measure activity and outcomes: Track calls, emails, meetings booked and conversion rates. Use this data for coaching, not just reporting.

  • Invest in skills training: Prospecting is different from closing. Equip AEs with tested messaging, objection handling techniques and the confidence to start high-value conversations.

  • Refine through testing: Experiment with subject lines, call openers and value propositions, and double down on what works.

  • Use tech to scale smartly: Sales engagement platforms can automate parts of the process without losing the personal touch, freeing AEs to focus on meaningful interactions.

The Bottom Line

If your AEs are failing at prospecting, it’s not just their problem, it’s a leadership problem. You can either keep asking closers to also be openers (and watch the pipeline yo-yo) or you can focus on managing AE prospecting performance in a way that builds consistency.

That means building a high-performing prospecting process that’s embedded in your sales culture, supported by training, and measured with the same rigour as closing performance.

A strong pipeline isn’t built in the last week of the quarter – it’s built every single day.

Written by: Ricky Hopwood, Head of Business Development at Air Marketing

Need to transform your sales performance?

At Air, we help businesses reignite growth by designing and executing outbound strategies that work in the real world. We uncover where opportunity is being missed — whether that’s in targeting, messaging, cadence or conversion — and build outbound engines that generate consistent, qualified pipeline.

Our approach surfaces what’s holding you back and unlocks faster, more predictable revenue.

Maximising Sales Performance: Should You Go In-House or Outsourced for Training?

It’s not your imagination, sales development is definitely getting harder. Outbound prospecting is certainly getting harder. Doing the same thing, applying the usual techniques, won’t cut it anymore. More than ever, there’s a need to be coaching and training your SDRs regularly, particularly in the early part of their career.

But what’s the best way to train your sales team? Should you have an in-house trainer or send SDRs to external training courses? Here, we’ll look at the pros and cons of in-house and outsourced sales training and enablement.

Benefits of in-house sales training

Awareness of the business: A trainer who works within the business knows the internal values, processes and systems. You can work through real life situations and confidential case studies.

Ongoing support: In-house trainers are able to train and coach consistently, and provide ongoing support. They’re not simply providing a one-off session, never to be seen again.

Accountability: Working in-house, the trainer can hold participants to account and follow up on the training with them. 

Challenges of in-house sales training

Expensive commitment: There’s the ongoing cost of hiring trainers rather than the variable outgoing of paying for external training courses.

Repetition of content: In-house trainers tend to teach the same things again and again. Being ‘in the bubble,’ they’re less exposed to new, external content and ideas. As Albert Einstein wisely pointed out, “Insanity is doing the same thing over and over again and expecting different results.”

Colleagues as fellow students: Training alongside your team mates tends to mean that you’re bringing similar experiences to the table. You’re not learning about different environments, challenges and case studies.

Benefits of outsourced sales training

Experts in their field: External trainers tend to be subject matter specialists. They’re constantly learning and updating their knowledge to pass on to their students.  

Established programs: Outsourced training is generally a one stop shop. Participants follow a program over a set time (e.g. a one day or half day training session). It’s a well-established and prepared program with specific processes.

Diversity of participants: External training providers usually hold sessions for people from different companies. They’ll bring varying levels of knowledge and understanding, and differing experiences. You’ll learn from each other as well as the trainer. 

Challenges of outsourced sales training

Cost of training courses: Outsourced sales training can be a costly option. Some providers charge £5000+ per day, for example.

Lack of accountability: After your training course, you go back to work and carry on. All too often, you drift back to old habits instead of the new ideas that you learned about. Without anyone to hold you to account, it’s easy to stick with what you know.

Finite learning experience: Once your six hour or six week training program ends, that’s the end. There’s no follow up to check your understanding of the topic, to build on it or to see if you’re successfully implementing the new approach. 

Introducing a different approach – The SDR Academy

We believe The SDR Academy offers something truly different.

The SDR Academy’s unique offering involves both learning new things as well as topping up and refreshing existing knowledge. We hold SDRs accountable for what they’ve learnt with regular sessions every single week. It’s the best of both worlds – a continuous learning journey combined with external expertise and learning from other people with different experiences.

We believe that sales training doesn’t have a beginning and end. You don’t have one session on ‘objection handling’ and then handle every instance perfectly. You don’t attend a session on ‘writing cold emails’ and then compose winning emails every time. You never complete your learning around sales. It’s an evolution; a process of continuous improvement.

The SDR Academy is an ongoing subscription to virtual training sessions. Run in live, virtual rooms, the courses are created and facilitated by leading industry experts. It’s comprehensive, affordable and impactful.

Growing a team of Sales Development Representatives (SDR’s) Vlog #4

 

In the fourth instalment of our series we ask the question ‘what are your challenges in growing a team of SDR’s in a tech company?’. Find out the answer in this vlog hosted by our MD, Owen Richards featuring Air’s Sales Director Simon Scott-Nelson.