Alan Ruchtein

CEOs: Broken pipeline & poor performer sales reps? I fix both for you in <60 days. You’ll hate how fast it works. | Modern Seller Program Founder

Your ability to book meetings, negotiate, and close deals with potential clients will determine how far you’ll thrive as a sales rep and leader.

This will allow you to:

📈 Build a career
📈 Hit your quotas
📈 Get recognition
📈 Get a promotion
📈 Get better offers
📈 Land sponsorships

However, booking meetings and closing deals it’s harder than ever:

❌ Prospects don’t return your calls
❌ Prospects don’t stop ghosting you
❌ Prospects don’t answer your emails
❌ Prospects don’t trust you as a seller
❌ Prospects don’t believe in your offer 
❌ Prospects don’t accept your LinkedIn Invite

All of these makes you feel miserable

You feel your manager’s pressure on your shoulder

And you start thinking that sales might not be for you.

Do you relate with this? Because I do - I’ve been there

This happens because the “old way” of doing sales doesn’t work anymore.

Sending 1000s of generic emails and praying they get back to you will kill your sales career.

Now, imagine having a proven system that allows you to systematically:

✅ Book more meetings
✅ Handle all the objections
✅ Move deals through the pipe
✅ Close higher tickets in less time
✅ Run discovery and demo calls like a pro

And, hitting your sales quota.

Wouldn't this be the scenario you would like to be in?

The good news - I can help you get there with:

➝ My weekly Newsletter with actionable sales tactics
➝ My daily sales practical examples in my Content
➝ My sales personalized program
➝ My 1-on-1 Coaching Sessions
➝ My team Coaching Sessions

Now, how serious are you about building your Sales Career?

Let's make it happen.

👉🏼 Shoot me a DM, or head over to my Featured section.

I'll see you at the top!

Founder

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77 AI Use cases every seller should know:

These are the workflows that separate average sales teams from elite modern ones, the real levers behind faster pipelines, cleaner forecasts, and higher close rates.

I put together a 77-point Sales AI Cheatsheet covering every stage of the revenue engine:

✅ Identify ideal buyers fast.
✅ Protect forecast accuracy.
✅ Automate RevOps workflows.
✅ Enable buyers to move faster.
✅ Personalize outreach at scale.
✅ Automate outbound with context.
✅ Turn every call into a coaching loop.

Whether you're an SDR, AE, SDR, Sales Director, VP Sales, or CEO, this cheatsheet shows exactly where AI adds revenue, not noise.

Want the full hig-res PDF version?

Like this post.
Connect with me.
Comment “AI SALES” and I’ll send it to you.

Follow Alan Ruchtein for more sales systems, AI workflows & revenue frameworks.

How I book +70 meetings/mo for clients at 20% of the cost of having 4 reps performing at full capacity:

OLD WAY

-4 SDRs
-Multiple salaries
-Bloated tool stack
-Manual research
-Manual emails
-Manual follow-ups
-20–30 meetings/month (team)

NEW WAY

-1 Modern Seller (AI-powered)
-Lean, precise, high-output
-Modern tool stacks
-60+ meetings/month (one rep)

(Partial) Techstack used:

Maildoso: Email infrastructure
Clay: Enrichment & Research at scale
ChatGPT: Personalization & Messaging
FullEnrich: Waterfall enrichment for emails/phones
DeBounce: Data validation
Instantly.ai: Sending tool

And +10 other tools to complete the full tech stack and strategy ;)

You don’t need a better product, or a fancy new feature.

You need (and deserve) the right modern GTM AI sales system that relies on intent, data, information and relevant insights.

That’s how you book meetings at scale in 2025, not by spamming prospects.

If you want to build a real process once and for all, DM me “system” and let’s do it together.

You won’t believe how fast your calendar gets hammered with qualified meetings. (I’m not cheap, but I’m good!)

+32% of your inbound calls go unanswered.
And +80% of those callers never call back.
Here’s how to solve it:

Last week, I shared that stat with a founder. Small team, lean setup, SDRs booked solid.

Midday calls were basically a roulette wheel: if someone was free, great. If not? Lost revenue.

Here’s the uncomfortable truth nobody says out loud:

If you can’t answer fast, you’ve already lost.

So we did what ELITE teams do: We tested AI.

Not to replace reps. To protect revenue.

Here’s what we built using CloudTalk:

→ An AI receptionist that picks up every call
→ Instantly qualifies the lead with high quality
→ Routes the hot ones to sales, or books them straight into Calendly
→ Logs everything to HubSpot automatically

No IVRs or “hold on” music. No “sorry, we missed your call.”

Results in 14 days:

- 57 new inbound calls captured
- 19 auto-qualified and booked
- 0 reps added

It runs in the background, 24/7. No “we’ll call them back later.” 

And the funny thing? Reps actually prefer it, because all the noise disappears and they can focus on real selling.

Here’s the principle I teach every team: AI shouldn’t replace reps. It should replace the tasks reps should’ve never been doing.

AI handles repetitive stuff. Humans sell.

The phone stack is the AI stack.

If you’ve got reps wasting time on “just checking” calls… or worse, missing them entirely, test this: https://lnkd.in/dHKteqHJ

PS: Tell CloudTalk you came from me and you’ll get an extra $100 in AI Voice Agents credits on your subscription.

I’ve helped +84 sales teams to “go AI”. Here’s why 99% of companies fail at doing it:

Over the past few months, I’ve reviewed sales setups from SDR teams to VPs of Sales and the same 4 mistakes show up every single time.

Here are The 4 Layers of AI Sales Mistakes 👇

1️⃣ Prompt-Level Mistakes:

You ask for “better emails” and get generic ones.

- No info
- No ICP
- No tone
- No details
- No context
- No insights

No nothing.

AI writes like it doesn’t know who it’s talking to because it doesn’t.

2️⃣ Process-Level Mistakes

No sync between ChatGPT, CRM, and outreach tools.

No detailed process on how your team should operate.

Without a connected workflow, every rep builds their own system and that kills consistency.

3️⃣ Strategy-Level Mistakes 

You measure “output,” not “impact.”

More prompts doesn’t mean more pipeline.

More calls made or emails sent doesn’t mean more revenue.

AI doesn’t fix bad messaging or a broken sales motion, it amplifies it.

4️⃣ Offer-Level Mistakes

Your prompts don’t connect to real buyer pain. You get “personalized” fluff that sounds clever but lands flat and AI can’t sell what you don’t understand deeply.

AI doesn’t replace good selling.

It scales it, if you build it right.

DM me if you want to solve these 4 layers and stop suffering from the AI FOMO! I’ll teach, train and help you build a powerful AI sales system.

Outbound didn’t suddenly get hard. Buyers got smarter and you didn’t.

You “use AI” sure but when I look under the hood, it’s still the same manual guessing game.

The teams actually getting replies?
 
They treat AI as infrastructure, not a shortcut and they nail all 10 of these 👇

1️⃣ Are you letting AI track buying signals before you even start outreach?
If you’re not… you’re basically guessing. That’s not prospecting.

2️⃣ Are leads enriched instantly so reps aren’t flying blind?
Because nothing kills relevance faster than missing data.

3️⃣ Does every outbound message actually start from a real POV?
AI should give you context → you turn it into clarity → that’s what gets replies.

4️⃣ Is your messaging adapting to behavior, or are you still running static sequences?
If it doesn’t react, buyers ignore it. Simple

5️⃣ Are reps still doing manual research?
They shouldn’t be. Intel briefs should hit their inbox automatically.

6️⃣ Are your emails rewritten for clarity and mobile?
Buyers skim. Most reps write novels. You already know how that ends.

7️⃣ Are you analyzing wins with AI to see what’s actually working?
Because “my gut says…” is not a strategy.

8️⃣ Is AI doing the grunt work so reps can spend their time on actual conversations?
This one alone frees up 5–10 hours a week. Every week.

9️⃣ Are objections being handled before the prospect even raises them?
Top teams don’t react. They prevent it.

🔟 Are reps trained to operate AI as a workflow, not treat it like some shiny tool?
This is the real separator between “using AI” and actually winning with it.

If you're not answering “yes” to at least 8 of these, you’re not AI-native, you’re just an AI simple user.

If you want to solve this, DM me “AI” and let’s see if we can work together on building a robust Sales-AI-driven process together

AI is tracking more about your pipeline than your reps are. Here are 15 metrics AI catches that humans ALWAYS miss (and why it matters):

Save this. Your competitors will.

1. Deal Stagnation Alerts

AI flags every opportunity that has been idle for more than 14 days and scores the risk based on the stage and silence duration.

2. Velocity by Persona

Know exactly how fast VPs, Directors, or Managers move between stages. Different personas have different speeds.

3. Pipeline Leakage Detection

AI shows where deals die (after demo, proposal, negotiation) and why they die using call transcripts and CRM analysis.

4. Sentiment Shifts in Calls

Tracks tone, pauses, hesitation, interest.  Buyers tell you everything without saying it.

5. Email & DM Emotion Tracking

NLP scores every reply as positive, neutral, or skeptical. You’ll know who’s actually leaning in.

6. Content Interaction Heatmaps

Which links, PDFs, and messages does your ICP click, read, or ignore.

7. Reply Rate by Value Prop

ROI vs. efficiency vs. cost savings: AI reveals which angle hits hardest.

8. Objection Type Frequency

Automatically tags “budget,” “timing,” “not a priority,” and trends it across calls. You’ll see patterns your reps never notice.

9. CTA Conversion Rate

“Quick reply” vs “Deck?” vs “15 minutes?” AI tells you which CTA closes by persona.

10.  Talk-to-Listen Ratio

Tracks rep talk time vs buyer talk time and correlates it with win rates. Top reps talk less. Always.

11. Discovery Question Depth

Score questions by quality, layering, and intent. This stops surface-level discovery.

12. Follow-Up Timing Impact

Same-day vs next-day. AI knows which timelines close faster (hint: timing leads to conversion).

13. Deal Confidence Scoring

82% close probability? AI calculates it using:
→ call signals
→ response patterns
→ champion strength
→ engagement

14. Risk Heatmap by Stage

Missing champion. No urgency. Budget unclear. AI surfaces risk BEFORE the deal stalls.

15.  Rep Forecast Reliability

Compare "rep gut feeling" vs reality. You’ll see who’s overconfident and who’s accurate.

AI isn’t replacing reps. It’s replacing every blind spot they’ve had for 20 years.

Join +6218 heroes at The Modern Seller FREE & TACTICAL newsletter: https://alanruchtein.com

And DM me if you want me to help you build high-performance sales & revenue systems.

2 emails, 1 meeting booked in 10 minutes.
The Email Forward Strategy (explained below):

Most cold emails get ignored.

But there’s a play that flips the script — and books meetings fast.

I call it The Forward Strategy.

Here’s how it works:

You’re targeting a mid-market SaaS org. Their CRO just posted on LinkedIn about missing revenue targets.

In the comments: pipeline quality comes up.

𝗦𝘁𝗲𝗽 1: 𝗘𝗺𝗮𝗶𝗹 𝘁𝗵𝗲 𝗖𝗥𝗢

“Saw your post on rev targets. Teams in your space are tightening up pipeline quality by doing X, might be worth a look.”

You’re not expecting a reply.
You’re planting a signal.

𝗦𝘁𝗲𝗽 2: 𝗙𝗼𝗿𝘄𝗮𝗿𝗱 𝗶𝘁 𝘁𝗼 𝘁𝗵𝗲 𝗩𝗣 𝗼𝗳 𝗦𝗮𝗹𝗲𝘀

With one sentence on top: “Saw this from [CRO Name], figured you might want eyes on it.”

Why it works:

→ It looks internal. Like the CRO passed it down.
→ It feels relevant. No pitch, just intel.
→ It uses social proof sideways. Exec is the signal. VP takes action.

It doesn’t feel like outreach.
It feels like context.

Here’s how to run it:

Find a CRO public trigger tied to a pain you solve. 
Send them a cold email with a sharp POV.
Forward it to their VP with that one-line intro.

No faking. No fluff.
Just smarter sequencing.

It’s not mass automation.
It’s surgical outbound.

Want to make it land? I use FullEnrich to get all the right emails and data.

Because even the best play flops if you’re emailing the wrong (or no) person.

#fullenrichpartner

Brand partnership • CEOs: Broken pipeline & poor performer sales reps? I fix both for you in <60 days. You’ll hate how fast it works. | Modern Seller Program Founder

Pointer

The traditional model for recruiting is due for a much-needed change.

No longer should you pay a recruitment fee that only serves to save you time in the hiring process.

We believe that by using a recruiter you should be getting value that translates to revenue!

That is why we have introduced an entirely "new model" for recruiting sales reps that are built for success. 

And by success, I mean this:

- Reps that ramp quicker.
- Reps that regularly make quota.
- Reps that are engaged for the long term. Low churn.

All of these translate to meaningful revenue, meaning you actually get an ROI on your recruitment fee. 

The 18% recruitment fee is charged fairly. Split into 12 monthly payments @ 1.5%. So if the rep leaves - you stop paying.

On top of that, we support your new rep with 3x weekly training sessions for 12 months post-placement. 

Why? Because our success is measured by the value the rep brings in the 12 months after placement, not the day we place them.

Meaning, our success is your success!

Head of Recruitment

- Joined Pointer during the inception of our current TTE recruitment model.
- All encompassing role, wearing many hats.
- Outbound BD, Partnerships, Sales Training, Talent Sourcing and Placement.
- Learning a lifetimes worth of skills in less than 12 months.

Sales Recruitment Manager

ASR Wealth Advisers

Build a book of Funds Under Management to $5.5mil and regularly contributed to the outbound sales team.

Client Advisor

Leader in outbound activity. Top of dial stats and top of talk time.
Regularly a top revenue contributor in my sales team. 33% close rate on all demos.
Specialised in full sales cycle, using a discovery and sales demo strategy.
Successfully ran many sales demos for myself and other reps to drive better outcomes.

Product Consultant

Civil Infrastructure Group

Plan, Prepare and Pour major concrete structures for Victoria's 'Big Build' projects. Delegate and oversee safe and effective work programs to deliver a timely and efficient product for our major builders. Main activities included, but not limited to; Concrete, Formwork, Excavation.

Concrete Finisher/Construction 

Speedpro Industries Pty Ltd

Main activities included, but not limited to; Concrete, Formwork, and Excavation. Liaise with project supervisors and engineers to deliver a timely and efficient work program, completing all work to a high standard. Timely and efficient project deliver for Victoria's "Big Build" Projects.

Self-employed subcontractor to domestic, industrial, and commercial building groups. Dedicated work ethic to deliver high-quality outcomes for all stakeholders.

Concreter/Construction 

Nunday Apparel

Successfully scaled a brand concept into a highly profitable business that generated $10,000 weekly in online sales. My duties encompassed every need for business growth, including Web design, product design, marketing, brand awareness, product deployment, and all go-to-market activities. Successfully ran an online store and worked alongside many other brick-and-mortar stores that stocked and sold the label

Business Owner

St Paul's Primary School

Plan, Prepare, and Deliver teaching programs that adhere to the Australian Curriculum standards. Adapt teaching methods and instructional materials to meet students' varying needs and interests. Establish clear objectives for all lessons, units, and projects and communicate those objectives to students

Primary School Teacher

The "New Model" of Sales Recruitment | We help companies get the best out of their reps and reps get the best out of themselves

Join Australias #1 Tech Sales Community - This is your secret weapon.

Mighty Networks (Content, Education and Events):
https://rep.pointerstrategy.com/share/_TAsOp-_gLRAYfLy

Whats App (Thriving conversation - ask the "Think Tank"):
https://nas.io/tech-sales-anz

Running a successful sales team is no easy feat. 

1 in 3 reps won't make it past the first 12 months. You get caught in the trap of recruit, train, re-hire, and repeat. This costs you time, and company dollars, and can cause you to lose deals and miss revenue targets. And ultimately, puts a dent in the company culture.

This is where Pointer wants to help. 

We have combined Sales Recruitment and Sales Enablement. For the cost of a recruiter* you get 12 months of training and mentorship for your reps. Our program is designed to relieve the pressure that is causing headaches for so many revenue leaders.

*Our payment structure will blow your mind. We have made it more attractive and more affordable than anything you've seen before

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