The Three AI Assistants Reps Should Be Using Every Day

Every sales rep wants to spend more time selling. But the day gets swallowed by tasks that aren’t revenue-generating.

Research, scheduling, prep… it all adds up. Reps are expected to deliver hyper-personalized outreach, execute flawlessly in meetings, and follow up with precision, but with less time and higher targets.

That’s where AI assistants come in.

As sales leader, Jake Dunlap recently said on the podcast Steal This AI Prompt And 10x Your Sales In 30 Days, “Too many reps are still winging their first calls, while top performers are using AI to prep their faces off in under five minutes.”

These AI assistants aren’t gimmicks or glorified chatbots. They’re high-utility tools designed to eliminate busywork, sharpen your sales motion, and help you show up smarter every day. Whether you’re prospecting, building outreach that books more meetings, or gearing up for a high-stakes call, there’s an AI assistant for that.

In this article, we’re focusing on three AI assistants that plug directly into your day-to-day workflow. They’re the most practical, high-impact tools a rep can adopt right now, and they each solve a different part of the modern sales motion:

• Finding the right people to sell to
• Creating messaging that actually lands meetings
• Preparing for calls in a way that builds confidence and control

Bonus Tips

If you want to hear the full cheat code for 10Xing your pipeline with AI, we have the perfect podcast episode you should listen to after you dive into the three AI sales assistants for reps. It pairs perfectly with how to use the assistants in your day-to-day, tactically.

What Are AI Assistants for Sales Reps?

An AI Assistant (also known as a GPT or Gem) is a task or role-specific AI tool trained to execute tasks such as prospecting, outreach, meeting prep, or messaging. It works faster and more accurately than a rep could on their own.

For sales reps, think of them as your permanent digital assistants. They never forget context, don’t need to be micromanaged, and are always ready to help. They guide you through the daily grind, remove friction, and give you the edge to book more meetings, prep smarter, and move deals forward faster. 

1. AI Sales Assistant – Help Me Find Lookalike Leads

What It Is

The leads assistant is your dedicated AI-powered lead-matching engine. It analyzes your best customers using traits like industry, company size, behavior, and historical deal data. It identifies new prospects that mirror those high-converting accounts. Each lead comes with context, scoring, and clear sales entry points.

Why It Matters

Reps waste too much time chasing cold, unqualified leads. This assistant removes the guesswork by uncovering high-fit accounts that already look like your top customers. That means more targeted outreach, faster ramp-up on new territories, and fewer dead ends in your pipeline. It’s the easiest way to multiply what’s already working.

In the podcast, Jake shared how uploading your last 20–50 closed deals into a custom GPT quickly identifies lookalike closed leads and even anti-lookalikes to avoid. That’s the same logic this sales assistant automates daily, so reps aren’t guessing who to target.

Example Use Case

You’re kicking off an outbound sprint next week. Instead of pulling a cold list, you use this assistant to generate a tailored prospect list based on last quarter’s top 10 closed-won deals. It gives you a faster, smarter starting point.

2. AI Sales Assistant – Sales Meetings Made Easy

What It Is

The sales meeting assistant is your AI-powered messaging strategist. It helps you book more meetings by crafting high-converting outreach tailored to each B2B prospect. From LinkedIn DMs to cold emails, it develops personalized messaging that aligns with your buyer’s pain points and the value your solution delivers across any channel.

Why It Matters

The days of generic outreach are over. Reps who personalize win more but personalization takes time. This assistant cuts that time down to minutes. It researches your target, matches your offer to their challenges, and writes messaging that actually gets replies. That means more meetings on the calendar and less time staring at a blank screen.

Example Use Case

You’re targeting a new vertical or persona this week. Instead of writing your outreach from scratch, you feed the assistant a few data points like ICP details, product benefits, and buyer pain points. It generates a ready-to-send sequence that feels custom-built for your target audience.

Jake also recommends “combining assistants with messaging frameworks like the Triangle Method. (persona + sub-industry + trends) and pattern disruption techniques (e.g., sending a short video recap) to break through the noise.” Layering these on top of your assistants multiplies results. 

Related Content: The 5 Levels of AI Proficiency in Frontline Sales

3. AI Sales Assistant – Sales Call Prep That Wins Deals

What It Is

The sales call prep assistant is your personal tactical planner for high-stakes sales conversations. Instead of starting from scratch, it pulls together data you already have into a single prep snapshot like CRM history, LinkedIn details, and notes from prior calls. Whether you’re prepping for a discovery call or late-stage negotiation, it ensures you walk in aligned, relevant, and ready to win.

Why It Matters

Too many reps still don’t prep enough for their sales calls and it shows. Without a structured plan, it’s easy to lose control of the conversation, miss the real buyer need, or fumble your follow-up. This assistant keeps you focused on what matters most to your buyer, delivering strategic clarity that moves the deal forward not sideways.

Example Use Case

You’ve got a key second call with a prospect tomorrow. Instead of re-reading old notes and guessing what to cover, you prompt the assistant with your CRM data, buyer role, and stage in the deal. In seconds, you’ve got a targeted outline with key talking points, questions, and objection-handling strategies.

How to Make These Assistants Part of Your Daily Workflow

These assistants are practical tools built for how sales gets done today. Each one maps directly to the core motions of your day: finding the right leads, booking meetings, and showing up strong on calls.

Example: What a Rep’s Day Could Look Like Using All Three

• Morning: Use the leads AI assistant to build a prospecting list based on yesterday’s best win.
• Midday: Run that list through the sales meeting assistant to generate outreach that’s tailored, relevant, and ready to send.
• Afternoon: Before your scheduled call, fire up sales call assistant to get a structured plan, talking points, and next steps all tied to buyer context.

The result? No more wasted hours, no more aimless outreach, and no more walking into meetings hoping it all works out. With these three assistants in play, your day gets sharper and your pipeline stronger.

Want to learn to build your own assistants? Skaled’s AI Sales Certification for Reps will help you build long-term skills, not just short-term shortcuts.

Related Content: A Day in the Life of an AI-Powered SaaS Seller in 2026

Get Customized AI Assistants for Your Company

The best sales reps are working smarter, with tools that amplify their strengths and eliminate wasted time. These AI assistants are designed to enhance your workflow. They help you:

• Prospect better
• Message sharper
• Prep faster
• Close with confidence

If you’re ready to bring this into your day-to-day, Skaled can help. We don’t just talk about AI for sales, we build, train, and deploy assistants designed to fit your products, team, tech stack, and goals.

Get customized AI Sales Assistants built on your company’s data.