Ronen R. Pessar

I Help New Leaders Thrive, Not Just Survive | When Emotions Unblock, Performance Will Unlock

We build and run your in-house outbound systems and team to outperform your competitor’s SDR teams at a fraction of the cost. Have each Rep in 40 conversations per day. Every day. 

💋I DON’T KISS AND TELL💋
[BUT MY CLIENTS DO]

💙 “I bet the house on Outbound Operators in ’25. By April, just four months in, we had already surpassed all of ’24’s SQLs. It’s like black magic.”
— Sol Broady, Head of Corp Dev @ MCI(Hired 4 SDRs instead of 34)


💙 “You smoked them. That’s over. They got the boot. You crushed them. You guys are the winners for SDR.”
— CRO, $300M+ independent digital marketing agency (600+ employees)
^ after a bake-off against another SDR firm. (Hired 1 SDR instead of 12)

Outbound Operators delivers a managed outbound system you fully own in-house. 

Built on Buckets™️, it’s the most CAC efficient pipeline engine on the planet.

🚀 WHAT YOU GET: 

ALL things SDR done for you: 
* Recruit + hire top SDRs
* RevOps (tech stack build)
* Onboarding + coaching 
* Strategic guidance

Ramping in 1–3 months, your new SDRs will consistently create more qualified pipeline at a lower CAC/TCO than hiring, training, doing tech setup/RevOps, and managing SDRs yourself.

Result: 
25–40 live decision-maker conversations per rep per day.

Our model is simple: You own it all in-house. We design it, run it, and hand you the keys. 

• One or two experienced SDRs placed in your org
• Powered by Buckets (our proven system)
• Producing pipeline = to 10-20 SDRs

Why clients choose us:

1) Faster ramp: 1-3 months to full output (vs. 9 to 12 months for typical SDRs)

2) Low CAC and TCO:Avoid $450k-$1.2M+ in wasted trial-and-error SDR teams with headcount bloat and bad strategy.

3) More output, 10x quicker, with fewer reps (PE friendly): 25 to 40 live decision-maker conversations per rep, per day.

4) We prove it before you commit. In a single 90-minute proof of concept we'll get 20+ live conversations with your buyers right before your eyes. 

The equivalent to 3-4 weeks of work for 1 SDR done in 90 minutes.

🔥 Stop lighting cash on fire with SDRs. 
🔥Plug in a system that works.
📥 DM me here on LinkedIn
🧑‍💻visit www.outboundoperators.com
📆 find time to chat: https://tinyurl.com/4h4vf35p

PS: Not ready to bring the whole kit and caboodle in-house quite yet? 

Ask about our network of fractional cold callers for hire!

Chief Executive Officer

1 - I build SDR teams to hit pipeline goals as a fractional leader (bespoke consulting)
2 - Cold Call Training (live and course)
3 - Message-market fit: 100% done-for-you email and cold call campaigns. 

**coming soon: Cold Calling Bootcamp**

Ronen 🧡 Pessar

I'm about to p*ss off my entire industry.

But someone has to say it.

Parallel dialers ruined cold calling.

Sales engagement platforms ruined cold email. 
And LI automation tools are getting shut down…

We've scaled spam, but not conversations.

The outbound "trends" we see?

→ 1 random convo every 30–65 dials
→ Numbers spam-flagged before lunch
→ Prospects annoyed before they even say “hello”
→ Multichannel “do more” (aka spam-the-TAM) as a strategy

It feels productive because the dial count is high.

But honestly, it's just expensive noise.

We ditched parallel dialing, mass emailing, and “social selling."

Our quality convos jumped from 0–2 → 25–40/day (per rep). With fewer reps. Same hours.

8–12 conversations per hour.

Cold calling isn’t dead.

But the way most teams are doing it is.

If you care about pipeline, stop scaling waste.

Build for signal, not noise.

PS: Can someone make this make sense? Plz.

JSESSIONID

linkedin.com/feed/

li_at

LinkedIn

In outbound, meetings don’t matter | Cofounder @ Outbound Operators

Scare a salesperson in 2 words ⬇️

I'll go first:

Q 4

🚨I'm hiring for a 6-figure Senior SDR 🚨

This role is a career-maker. Read on.

🥇 Company: quack.ai
📍Fully remote (USA or Canada only)  

💰 𝗖𝗼𝗺𝗽: OTE: $100,000 - 120,000
[Salary: $50k -60k | Comm: $50k - $60k, uncapped]

🫵 𝗥𝗲𝗾𝘂𝗶𝗿𝗲𝗺𝗲𝗻𝘁𝘀:
• Cold Calling only 
• Can handle 40 live convos every day
• 𝟯 𝘆𝗲𝗮𝗿𝘀 𝗼𝗳 𝗰𝗼𝗹𝗱 𝗰𝗮𝗹𝗹𝗶𝗻𝗴 𝗲𝘅𝗽𝗲𝗿𝗶𝗲𝗻𝗰𝗲 𝗿𝗲𝗾𝘂𝗶𝗿𝗲𝗱

To get the job, you'll cold call with us, live. 

If you're ready to show off your skills on the phones.
Apply here: https://lnkd.in/d8NhfmnF

PS: Know a killer cold caller? Tag a friend!

Open article: Outbound Operators - Sr. Sales Development Representative (SDR) at QuackAI by outboundoperators.recruitee.com

Outbound Operators - Sr. Sales Development Representative (SDR) at QuackAI

My favorite strategy when someone's ghosting?

Hit em with a late fee

Not sure how to go about it? I'll give you an example ⬇️ 

When I was 10 years old, I lost a tooth. 

Usually, when this would occur, I'd expect a few bucks under my pillow when I woke up the next morning. 

But this night in the early 2000's was different. 

There was no dollar when I woke up. 

Tragic? A little bit. 

What'd I do next though? I hit the tooth fairy with a quid-pro-quo: 

"If you don't give me the cash tonight, tomorrow night your fee will go up to $24.00"

A 2,400% interest rate 

The tooth fairy didn't DARE mess with me again. 

And you better believe that dollar showed up under my pillow the next night. 

Follow me for more tips like this

(2) Notifications | LinkedIn

not making cold-calls, but teaching ppl how to cold call?

hell no

not posting on LinkedIn, but teaching people how to go viral?

also hell no

not sending emails, but sharing best email practices... 

very hell no 

"Well Ronen... coaches don't play ya know"

Listen, it's not personal. The game changes. 

and you have to be in the trenches to stay relevant...

am I wrong?

Cold-calling fact:

Calling people who pick up the phone is better than calling people who don't. 

"No shit, Ronen. Thanks for the groundbreaking advice"

I'm serious though. 

If a prospect picked up once, they’ll pick up again.
You can always call them back.
You can always have another conversation.

Once that happens, everything changes:

1) You never need to “war dial” and risk pissing them off.
2) No single call really matters. Stop pushing. You’ll get another shot.
3) There’s no such thing as “the right time or day” - it’s always the right time.
4) Never leave voicemails before you have a conversation. It's a warning shot. 

Once you start calling people who actually answer the phone…
Cold-calling stops feeling cold.

LinkedIn Login, Sign in | LinkedIn

"Ronen, there's NO WAY that your reps are getting 20-35% connect rates when cold-calling"

I get one of these dm's once a week. 

So I decided to drop a value bomb on ya'll

The biggest issue with cold-calling in 2025? 

Nobody's picking up the damn phone. 

Well, at least the people you're calling aren't. 

Reps at Outbound Operators are having 40 conversations per day, with 20-35% connect rates on any given day. 

It isn't rocket science. 

But most people don't know how we're doing it. 

So I'm going to show you EXACTLY how our reps are:

• Getting a 20-35% connect rate when dialing
• Having 40 conversations per day with their ICP
• Booking more sales qualified opps than anyone else in the space

I lay it all out in a new video (step-by-step)

All you need to do:

Comment "Calls" 
(and make sure we're connected)

And I'll shoot it over 🤙

If SDRs disappeared tomorrow?

90% of companies would be gone in 12 months.

No meetings.
No pipeline.
No new revenue.

Just CEOs crying into their Series A funding.

But sure, keep setting SDRs up to fail with:

• a 2% connect rate
• a 98% failure rate
• a broken list from 2017

…and then blame them when you miss quota.

The disrespect is wild.

SDRs aren’t lucky to have a job.

You’re lucky they haven't walked out yet.


Today, I'm especially thankful for Sales Development. 

You should be too. 

Happy thanksgiving y'all! 
🦃

It should never take more than 3 days for SDRs to dial.

You don't have time to waste with non-productive weeks (or months).

• 1-2 days: on the phones
• 1 month: at 80% to quota (or better)
• 2 months: already at or exceeding quota

a typical SDR ^
At quota between months 1-2

Get outta here with that '3 weeks of onboarding' trash

On his FIRST day Gabriel Rojas already set one. 
👏 amazing first day, Gabe!!! 🎉

also... 
he had 14 connects 
on 47 dials
[30% dial to connect]

which means, 
1. learning happens very quickly
2. results happen very quickly 
   
Day one, yall.
Should look like this.

If it doesn't... https://lnkd.in/dHEq-sCj

We scaled Outbound Operators to $1M+ ARR in <18 months

If I was going to do it all over, here's what I'd do different:

1 - offer financing with buy now, pay later options for early-stage companies who are a bit more spend conscious. everyone wins. (we do this now)

2 - double down on documenting process + working with VAs... delegation is a game changer (buy back your time by Dan Martel changed my view on this)

3 - focus on balance, not ruthless, brute-force never ending hustle... my mind and body burn out VS staying energized

4 - say no to about 80% of the things I said yes to: bad clients, terms not aligned with what we do best, random marketing stuff, and so much more

Biggest thing on this list is the last one. Distraction comes in many shapes and sizes, and they get thrown at you every day. 

The more focused you can stay, the faster you'll scale. 

To infinity and beyond 🚀

Board meeting math is hilarious.

CEO: “We need more pipeline.”

CRO: “Let’s hire 12 SDRs.”

Board: “Approved.”

Three months later…

12 SDRs + 9 tools + $1.2M in burn

= 3 meetings that never showed.

Everyone: “So $4,735 per meeting is… fine, right?”

PS: What’s your favorite way to set $1.2M on fire?

In the last 2 weeks, I recorded:

→ 30 short videos
→ 10 podcast episodes w/ Ryan
→ And I’m just getting started.

Why?
Because the truth about cold calling needs a louder voice.

Its the number 1 channel for predictable, scalable revenue going into 2026.

Too many outsource to agencies that don’t know their market.

So I went on a sprint.
To build the clearest, most actionable library on outbound sales anywhere on YouTube.
Real tactics. Real calls. Real talk.

If you want to:
• Build a real outbound machine
• Have reps that can actually sell
• Or just stop burning cash on SDRs

Check out the channel.
You’ll get better with every episode.

https://lnkd.in/gSZY9Z4A

📍 YouTube: Ronen Pessar

Use a gimmicky call opener and your prospect won’t respect you.

No respect, no conversation. 
No revenue. 

Sure, gimmicks get attention, but…

They lower your status.
They destroy trust.

I use this opener. 
It works 98% of the time. 

“Hi <name>. This is Ronen Pessar. You weren’t expecting my call. It’s actually the first time I’ve reached you. I was hoping you might help me out for a brief moment.”

98% of the time they say.

“Sure.”

If you want the full script, check it out here: https://lnkd.in/gMSZtAfH

My anti to-do list 

(Specifically in sales)

1) Don't waste my time with pikers (aka tire kickers)

2) Gimmicky call openers 

I say this because I use to do it. I thought I sounded cool, but I feel like it's a 10/10 way to make yourself look like a fool.  And yes, gimmicky call openers do make me want to throw my phone out he window. 

3) Lengthy follow up emails that prospects won't read. 

Follow up emails need to be short, to the point, and easy to read. If they're long, people won't read them and you just wasted 30 mins of precious dialing time. 

4) Avoid energy vampires like the plague. 

Your energy is precious, so safeguard it. People can either suck the life out of you or give you energy. Choose to be around people that give you energy. 

5) Listen to everyone, but be careful who you take advice from

Sahil Bloom said "don't use someone else's map to navigate your reality."
Most advice is just what worked for that person. Think for yourself because more often than not, you already know the answer, you just need to do it.

Here's the EXACT voicemail playbook that turns 18.3% of my VMs to a callback (and meetings set).

[share this with your cold calling friends]


Step 1: Don’t leave voicemails.
Step 2: See Step 1.

😁

[I'll break it down in the first comment]

I will never use a parallel dialer again

I was a power user & fan for years, but that all changed for  1 consistent reason

More dials ≠ more revenue. 

Here’s why

Outbound sales is a long-term strategy, most results happen on follow up activities (not the first conversation)

Which makes sense because in outbound, the people you add to a list should be qualified, but there will be no urgency. 

Parallel/multi line dialers are a short term results tool. 

In the first 1-2 months, I will have lots of conversations and solid results. 

But then…

100% of the time that will tank and it will drop quickly. 

Because I will regularly connect with all the people who actually answer (on the first 1-5 attempts), and the prospects left on my list will NEVER answer. 

^ this is why most Nooks/Orum users will eventually have a conversation every 50 to 100 dials (1-2%) around month 3-4 of using the tool. 


TL;DR

Using a parallel dialer guarantees 1 thing…

that I call people who never answer the phone, a lot more often. 

Over 12 months, it will barely move the needle. 

Challenge me on this.

Want to book 40% more meetings in Q4?

Try this method:

Step 1: Offer your prospect $150 to take a meeting with your AE. 

Step 2: Offer your AE another $100 to take the meeting and add it into their pipeline

Step 3: Get paid $500 for a qualified meeting by your company. 

Step 4 (this is where it gets interesting): Raise $100K from angel investors, go to your local YMCA. Offer everyone $150 to pretend to be a prospect of a B2B SaaS company, and take a meeting with your AE. 

Step 5: Repeat step 2. 

Step 6: Negotiate a 10% increase in pay with your company because of how many meetings you're bringing in. 

Now, you have over $200k in cash, and can rinse and repeat until you reach your first milly. 

Then keep reinvesting profits. 

...and they say making money is hard 🙄

I'm sorry if this ruffles some feathers...

But most people that want to be successful, won't be. 

It's not because they're not motivated, it's because their actions don't match their words. 

Six figures. Fast-track to sales glory. A career with massive growth. Everyone wants that. 

But when it's time to pick up the phone?

ALL that motivation and talk disappears.

If you're not scared of 150 calls a day
If you love the idea of 40 live convos a day
If you're the type who wants a shot, to prove you're a dawg... 
(not JUST post about it...)

I’m hiring.
Offers going out asap.

[link in profile]

I have a bone to pick with sales coaches...

But not for the reason you think. 

Yes, I will admit. There are some legit coaches out there that will make you a better seller. 

BUT, the vast majority of people professing to "get you to $1M commission years"....

Have either 1) never done it themselves. Or 2) done it themselves, but worked at a company who's valuation shot up from $500M to $100B in 8 years.

They might be legit, but they were swimming downstream, working for a company that would've crushed either way. 

I think sales coaches have their place in making you a better seller. Especially if you've been a seller for years, and want to sharpen your skills. 

I do NOT think however, that SDR's should hire a sales coach. 

The only way to get better as as SDR is to DO MORE REPS. 

Have more conversation, fail more, and learn from better sellers around you. 

Don't waste your hard earned commission dollars on a coach. 

Please and thank you 💕

Hiring an agency is a horrible idea.

They will burn a whole in your wallet when you:

- don't have PMF
- don't know who your ICP is 
- don't have a solid marketing plan
- don't have your sales process locked down

Instead, hire an agency when you:

- have PMF
- have some brand awareness 
- have a sales funnel with predictable numbers

If YOU can't get your first five customers, how can you expect someone else to do it for you?

Agencies are NOT a go-to-market strategy. 

They are not a way to kindle a fire. 

But... they can be a great way to add fuel to it.   

Start the flame, then hire people to help you turn it a wildfire 🔥

PS: paying for appointments is insane. I can offer someone $250 to take a meetings, and flip that for $500, $750.. $1,000... who ever thought this was a good idea?!?

Engine

Built & scaled new segment’s headcount by ~6X (leaders + sellers), growing monthly revenue by 20X in under a year.

💰 Backed by Blackstone, Telescope, Elefund & Permira

👬 We’re hiring → engine.com/culture

Head of Sales & GTM Strategy, Groups

Segments’ employee #4 & first sales leader.

Director of Sales, Groups

Stage 2 Capital

Stage 2 Capital is a venture capital firm that invests in early stage B2B software companies and sits shoulder to shoulder with leadership teams to operationalize sustainable revenue growth and sales operations. 

Backed by top go-to-market professionals from leading tech companies, Stage 2 Capital leverages its deep sales expertise to help entrepreneurs scale their businesses in addition to providing capital.

Limited Partner

StanfordTax, Inc.

StanfordTax is a leader in Al-driven tax automation and was the 2024 winner of the CPA Practice Advisor Innovation Award.

Learn more @ www.stanfordtax.com

GTM Advisor

InterWork Office Solutions

Across the US and Canada, InterWork Office Solutions designs, furnishes, and manages office openings, closings, and relocations for some of the world's best-known brands, including Disney, Wells Fargo, and GEICO.

Learn more @ www.interworkoffice.com

Salesforce

Led post-acquisition-integration teams (NY + ATL) driving 187% YoY growth.

Group Leader, Core Sales

Sales Manager (Acquired Slack)

Slack

Joined Slack post–$28B Salesforce acquisition (3rd largest in software at the time); built and led first-ever New Logo group - 228% YoY growth, contributing to Slack reaching $1B ARR in record time for SaaS.

Sales Manager (Acquired by Salesforce)

Bloomberg LP

Led the broader group across North America & LATAM; Grew new business revenue by 84% YoY.

Global Manager, Enterprise Sales

Team Lead, Account Executives

SmileBack Labs

GTM Advisor to Co-Founder & CEO

Manager, Growth Sales & Partnerships

Sales & Partnerships Lead

Eltel Technologistics LTD.

Regional Lead, Enterprise Sales

SMB & MM (Jan 2011 - Dec 2011)
ENTP (Jan 2012 - Jan 2013)

Account Executive, Enterprise

Israeli Military Intelligence

Team Leader, Innovation & Technology Research

Sales Leader @ Salesforce | LinkedIn Top Voice in Sales (2024) | GTM Advisor | Disruptive Innovation Evangelist | ex-Slack, Bloomberg

SaaS revenue leader with 15+ years selling, building, and leading GTM across hyper-growth startups and F100 including Slack, Salesforce, Bloomberg, and Engine.

I’ve scaled sales orgs from 0→1 in hyper growth mode (XXX%+ YoY) and built teams in global multi-million to multi-billion-dollar ARR enterprises — driving repeatable growth, GTM discipline, and high-performance cultures.

Today, I lead Sales & GTM Strategy for the Groups division at Engine, a segment I helped build from the ground up, scaling headcount by ~6X and growing monthly revenue by 20X in under a year. 

I’m also an advisor, investor, and LP at Stage 2 Capital, helping scale the next generation of category-defining companies — focusing on early-stage B2B SaaS, AI, and disruptive emerging tech.

Idan Baum

🚀 Exciting news! We're hiring Enterprise/Strategic Account Executives at KnowBe4! 🚀 

💡 𝐅𝐨𝐫𝐠𝐞 𝐭𝐡𝐞 𝐅𝐮𝐭𝐮𝐫𝐞 𝐨𝐟 𝐒𝐞𝐜𝐮𝐫𝐢𝐭𝐲: 𝐃𝐫𝐢𝐯𝐢𝐧𝐠 𝐀𝐈 𝐈𝐧𝐧𝐨𝐯𝐚𝐭𝐢𝐨𝐧

The future of security isn't just firewalls - it's intelligence. Are you ready to lead the charge and define the next era of cybersecurity, powered by AI?

At KnowBe4, we are leveraging AI-driven Human Risk Management (HRM) to go well-beyond awareness training, transforming over 70,000 global organizations. 

🎯 This role is for the elite hunter who excels at landing new logos. You'll operate as a Strategic Partner for future enterprise clients, guiding them to integrate our cutting-edge AI technology to build an impenetrable human defense layer. 

🧬 Our DNA includes radical transparency, championing extreme ownership, and commitment to continuous innovation - join us to secure major new business wins and build a significant legacy.

If you are a proven Enterprise/Strategic hunter ready to sell a revolutionary platform and genuinely change the future of organizational resilience, we want to meet you.

💥 What makes you a great fit?

𝐏𝐫𝐨𝐯𝐞𝐧 𝐄𝐧𝐭𝐞𝐫𝐩𝐫𝐢𝐬𝐞 𝐇𝐮𝐧𝐭𝐞𝐫: 3+ year track record selling software to the Enterprise & Strategic space, specifically focused on net new logo acquisition within large organizations.

𝐈𝐓 𝐒𝐞𝐜𝐮𝐫𝐢𝐭𝐲 𝐀𝐜𝐮𝐦𝐞𝐧:  Familiarity with standard concepts and practices within the IT Security field, capable of articulating a strong value proposition.

𝐏𝐞𝐫𝐟𝐨𝐫𝐦𝐚𝐧𝐜𝐞 𝐃𝐫𝐢𝐯𝐞𝐧: Motivated, energetic, and results-driven business professional focused on achieving and exceeding monthly sales quotas.

𝐎𝐩𝐞𝐫𝐚𝐭𝐢𝐨𝐧𝐚𝐥 𝐄𝐱𝐜𝐞𝐥𝐥𝐞𝐧𝐜𝐞: Experienced in high-level prospecting and networking with proficiency in Salesforce and the ability to work independantly.

𝐒𝐮𝐩𝐞𝐫𝐢𝐨𝐫 𝐂𝐨𝐦𝐦𝐮𝐧𝐢𝐜𝐚𝐭𝐢𝐨𝐧: Possesses exceptional verbal and written communication skills and demonstrates strong collaborative and teamwork skills.

🌍 Locations:  

- NYC
- Austin, TX
- Clearwater, FL 

📈 Take the lead in a high-growth sector with the industry leader. 

✅  Interested? Apply using the link in the first comment (or the LinkedIn link below).

⏱️ Not the right time but still want to help? Like/Comment/Repost/Tag someone that you think can be a fit.

Thank you! 🙏 

#Cybersecurity #AISecurity #EnterpriseSales #StrategicAccounts #KnowBe4 #HiringNYC #HiringAustin #ClearwaterJobs

Enterprise & Strategic GTM Leadership @ KnowBe4 | Human Risk Management | AI & Agentic Cybersecurity

Account Executive (ENT/Strategic) (Hybrid) (Position located in New York)  

Great Hiring Is Pattern Recognition

The best sellers I’ve ever hired had three things in common:

1️⃣ Inner fire — they want to win, not just look like they’re winning.
2️⃣ Coachability — they can implement feedback fast.
3️⃣ Curiosity — they genuinely care how things work.

And there’s a fourth that matters just as much:
4️⃣ Value & culture alignment — they believe in the mission, how we operate, and what “great” looks like in this organization.

You can teach product, process, and methodology.
But you can’t teach attitude, humility, or how someone treats others when the camera’s off.

Hire for skill and will — but filter for values.
That’s how you build a team that performs and strengthens your culture.

SaaS Revenue Leader | Head of Sales & GTM Strategy, Groups @ Engine | GTM Builder & Operator | Investor & Advisor | Previously: Slack, Salesforce, Bloomberg

Great Coaching Feels Redundant

If your coaching sounds new every week, you’re not coaching — you’re lecturing.

The best coaching cultures sound repetitive because the fundamentals never change:
Curiosity. Listening. Value translation. Multi-threading.

We ran deal reviews where the questions never changed — only the answers did.
Reps learned to think critically because the framework stayed stable.

Repetition builds mastery.
Mastery builds independence.

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Ronen 🧡 Pessar

Idan Baum

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The Battle

Ronen 🧡 Pessar

Idan Baum

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Engagements

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