Chris Orlob

Chris Orlob

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CEO at pclub; ex-Gong; revenue team enablement and sales execution analytics.

Start with Emotion, Then Seal with Logic
SocialApr 7, 2026

Start with Emotion, Then Seal with Logic

Write this down: People buy on emotion. They justify with logic. Your discovery call creates the emotion. Your business case provides the logic. If you skip emotion and go straight to logic, you'll have a great spreadsheet and a dead deal. Emotion first. Logic second....

By Chris Orlob
Growth Requires Discomfort; Comfort Equals Stagnation
SocialApr 7, 2026

Growth Requires Discomfort; Comfort Equals Stagnation

Every seller I know who plateaued at the same income level for years had one thing in common: They stopped being uncomfortable. Growth lives in discomfort. Reading hard books. Asking harder questions. Pursuing bigger deals. Selling to higher executives. Get comfortable being uncomfortable or get comfortable being...

By Chris Orlob
Commenting Generates Referrals Better Than Cold Outreach
SocialApr 7, 2026

Commenting Generates Referrals Better Than Cold Outreach

Nobody talks about this enough: Commenting on other people's posts is a referral machine. I've gotten more introductions from simply engaging with other entrepreneurs online than from any outbound campaign. Build your network before you need it. The referrals that come from genuine relationships...

By Chris Orlob
Diagnose AE Ramp Issues Before Prescribing Solutions
SocialApr 7, 2026

Diagnose AE Ramp Issues Before Prescribing Solutions

Most companies have a ramp time problem. New AEs take 7 months to hit productivity. But nobody asks WHY. Is it because: • They don't see enough great demos? • They don't hear enough great discovery calls? • They don't follow full sales cycles? The root cause...

By Chris Orlob
Avoid These Fatal Tech Sales Interview Mistakes
SocialApr 6, 2026

Avoid These Fatal Tech Sales Interview Mistakes

I broke into tech sales 12 years ago. 9 interviews and 6 weeks later, landed an SDR job. Earned $36,000 that year. 12 years later, $1.63 million in a year. I've interviewed 1,000+ tech sales candidates since then as a hiring manager. 5 mistakes to...

By Chris Orlob
Never Offer Discounts First; Let Buyers Ask
SocialApr 5, 2026

Never Offer Discounts First; Let Buyers Ask

Every time you offer a discount without being asked, you train your buyer to expect one. Worse: you signal that your price was inflated to begin with. Never volunteer a discount. Let them ask. Then get something in return.

By Chris Orlob
Your Pipeline Metrics Deceive—Inspect Like a CFO
SocialApr 5, 2026

Your Pipeline Metrics Deceive—Inspect Like a CFO

Your pipeline is lying to you. 3x coverage doesn't mean 3x will close. Half those deals are: • Single-threaded • Stuck with a coach (not a champion) • Anchored to the wrong pain • Missing access to power Inspect your pipeline like a CFO inspects a balance...

By Chris Orlob
Hire Missionaries, Not Mercenaries, for Genuine Discovery
SocialApr 5, 2026

Hire Missionaries, Not Mercenaries, for Genuine Discovery

At Gong we had a saying: "Hire missionaries. Not mercenaries." Mercenaries sell for the paycheck. Missionaries sell because they believe. The difference shows up in discovery. Missionaries ask better questions because they genuinely care about solving problems. Mercenaries pitch features because they just want to close. Hire...

By Chris Orlob
Fast Responses Accelerate Sales and Close Deals
SocialApr 5, 2026

Fast Responses Accelerate Sales and Close Deals

The faster you follow up with deals: The faster they respond back to you: The faster the deal moves to the next step: The faster you get that sucker closed. Speed of response is an underrated sales habit. Stop pretending you're too busy to respond...

By Chris Orlob
Schedule Concrete Next Steps or Lose the Deal
SocialApr 4, 2026

Schedule Concrete Next Steps or Lose the Deal

Hard truth for salespeople: If it's not scheduled 'on the calendar,' you do not have next steps. That deal is at risk until you do. 'Following up next week' is not next steps. 'They're getting back to me Friday' is not next steps. 'Sending a...

By Chris Orlob
Stop Talking, Start Listening: Facilitate, Don’t Present
SocialApr 4, 2026

Stop Talking, Start Listening: Facilitate, Don’t Present

Most sellers present. Top sellers facilitate. Presenting = talking AT your buyer. Facilitating = thinking WITH your buyer. If your buyer hasn't spoken in the last 5 minutes of your demo, you've lost them. Pause. Ask. Listen. Adjust.

By Chris Orlob
Clear, Scheduled Next Steps Prevent Deals From Going Dark
SocialApr 4, 2026

Clear, Scheduled Next Steps Prevent Deals From Going Dark

Your deals aren't going dark because buyers are rude. They're going dark because you left next steps open-ended. "I'll follow up next week" is not a next step. A calendar invite with a clear agenda IS. Every deal without a scheduled next step is...

By Chris Orlob
Great Salespeople Are Business Lovers, Not Just Sellers
SocialApr 4, 2026

Great Salespeople Are Business Lovers, Not Just Sellers

The best salespeople see themselves as business people that happen to know how to sell. They have a fascination for business. They romanticize business. And that shows up in their discovery conversations in a way that sometimes, you just cannot teach.

By Chris Orlob
Four Consistent Traits Define Top Sales Representatives
SocialApr 4, 2026

Four Consistent Traits Define Top Sales Representatives

I talk to 3-5 Chief Revenue Officers every week. Guess what we talk about? What separates their best reps from others. Here’s 4 patterns I hear every week:

By Chris Orlob
Prioritize Top 20% Accounts, Cut Low‑ROI Waste
SocialApr 3, 2026

Prioritize Top 20% Accounts, Cut Low‑ROI Waste

Let's say you have 500 accounts. 100 have high spend potential. If you spend time equally across all 500? That's like a CMO spending ad budget on low-ROI campaigns. Move your "spend" to higher ROI areas. Find your top 20%: • Biggest revenue potential • Likeliest to...

By Chris Orlob
Value Selling Requires All Three Steps, Not Just Pain
SocialApr 3, 2026

Value Selling Requires All Three Steps, Not Just Pain

Value selling comes down to 3 things: 1. Uncover a painful current state (one that's costing them money) 2. Co-create a desirable future state (build contrast between pain and possibility) 3. Showcase that YOUR product closes the delta between the two Most reps only do #1. The...

By Chris Orlob
Stay Focused: Intensity Times Time Drives Success
SocialApr 3, 2026

Stay Focused: Intensity Times Time Drives Success

Success = (Intensity of Focus) × (Time in Same Direction) Most people break this by: • changing direction too often • splitting intensity across too many goals

By Chris Orlob
Sales Calls Should Reflect, Not Just Pitch
SocialApr 3, 2026

Sales Calls Should Reflect, Not Just Pitch

The most successful sales calls are more like a mirror and less like a brochure.

By Chris Orlob
Discovery Calls Should Deliver Buyer Value, Not Just Data
SocialApr 2, 2026

Discovery Calls Should Deliver Buyer Value, Not Just Data

Most sellers think: "The point of discovery is to gather info for my demo." Wrong. That's selfish discovery. The best discovery calls create value FOR THE BUYER. They should walk out better than they walked in. At https://t.co/bVJ7MO77PZ we don't call them discovery calls. We call them...

By Chris Orlob
Pain‑first Narratives Melt Even the Coldest Buyers
SocialApr 2, 2026

Pain‑first Narratives Melt Even the Coldest Buyers

I had a VP start a call ice cold. Arms folded. Short responses. Cold as ice. I didn't pitch my product. I didn't pitch my company. I walked her through a "problem deck." 5 slides. All pain. Zero product. By minute 20 she was telling me...

By Chris Orlob
Track Hidden Comp Levers to Avoid $20K Loss
SocialApr 2, 2026

Track Hidden Comp Levers to Avoid $20K Loss

Most AEs stick with quota. That's a $20K mistake. Your comp plan has hidden levers: • Extra commission past quota • Closing lighthouse accounts • Competitor displacements • Billing terms (paid upfront) • Selling the new product • Multi-year deal terms • Quarterly spiffs If you're not tracking these deal...

By Chris Orlob
Break Down Quota to Earn $250K This Year
SocialApr 1, 2026

Break Down Quota to Earn $250K This Year

Want $250K this year? Reverse engineer it: • $200K OTE • $800K quota • 12.5% commission rate • Need $1.2M in closed ARR • $40K avg deal = 30 deals needed • 20% close rate = 150 opps needed • That's 3 new opps per week Don't start your...

By Chris Orlob
Gong's Elite Sales Success: Master All Seven Strategies
SocialApr 1, 2026

Gong's Elite Sales Success: Master All Seven Strategies

7 things that made Gong's sales org elite: 1. Sell outcomes, not features 2. Outbound in their DNA 3. Control the sales process 4. Articulate pain better than buyers can 5. Don't compete head-to-head 6. Activate executives on big deals 7. Multi-thread relentlessly Most companies do 1 or...

By Chris Orlob
Ask Questions, Don’t Answer Objections Immediately
SocialApr 1, 2026

Ask Questions, Don’t Answer Objections Immediately

The worst way to handle objections: Answer them immediately. Data from 1M+ sales calls shows: Top sellers respond to objections with QUESTIONS 54% of the time. Weak sellers only do it 31% of the time. Instead of answering, clarify: "Tell me more about your concern." Objections are...

By Chris Orlob
Top Reps Send Contracts Instantly, Not Tomorrow
SocialMar 31, 2026

Top Reps Send Contracts Instantly, Not Tomorrow

Call me neurotic: But if a buyer says, "send the contract".... Great salespeople drop everything and send the contract. Not in the morning. Now. If a rep on my team "got around to it" the next morning? My face would turn white.

By Chris Orlob
Share the Customer’s Pain, Not Your Pitch
SocialMar 31, 2026

Share the Customer’s Pain, Not Your Pitch

Cold buyer won't open up? Try the Discovery Prompter. Tell a 3-minute story about a CUSTOMER'S pain. Not your product. Not your results. Their pain. If it resonates, your buyer will think: "This person gets me." Then pass the torch: "Anyway, enough about us. Tell me YOUR challenges." Floodgates...

By Chris Orlob
Tech Sales Now Demands Skill Over Easy Money
SocialMar 30, 2026

Tech Sales Now Demands Skill Over Easy Money

In 2021-2022, the name of the game in tech sales was: Easy money. Join a hot company. Milk it for everything. Skills were optional. But today? Sales cycles are complex. The economy demands excellence. CROs are asked to do more with less. Skill capacity is now existentially required.

By Chris Orlob
Make Subject Lines Short, Specific, and Evocative
SocialMar 30, 2026

Make Subject Lines Short, Specific, and Evocative

Your cold email subject line is killing your open rates. Stop being vague. Stop being long. Stop being logical. Be evocative. Examples that work: • "Beat Tableau" • "Avoid expensive mishires" • "Stop losing great people" Short. Painful. Specific. That's what gets opened.

By Chris Orlob
Mastering Demos Fueled Gong’s $200M ARR Rise
SocialMar 30, 2026

Mastering Demos Fueled Gong’s $200M ARR Rise

Gong grew from $200k ARR to $200M ARR and $7.2B valuation in a 5 year span. Buyers told us our demos were 2nd to none. 9 lessons I learned about SaaS demos I'll never forget:

By Chris Orlob
Care for People, Not Their Opinions, Drives Sales
SocialMar 29, 2026

Care for People, Not Their Opinions, Drives Sales

The best mindset you can have in sales: Care deeply about people. But don't give a damn what they think about you. If you care about people AND what they think? You're a people pleaser. If you don't care about people OR what they think? You're...

By Chris Orlob
Upmarket Shift Demands Company-Wide Commitment, Not Just Sales
SocialMar 29, 2026

Upmarket Shift Demands Company-Wide Commitment, Not Just Sales

Hey CEOs: Going "upmarket" is not just a sales motion. It’s a company-wide initiative. If you don’t treat it that way? You'll burn time, money, and people. 7-point checklist to go upmarket:

By Chris Orlob
Make Discovery a Continuous Process, Not a One‑Time Stage
SocialMar 28, 2026

Make Discovery a Continuous Process, Not a One‑Time Stage

Stop treating discovery like a stage in your CRM. "Discovery → Demo → Proposal → Close" That checklist mentality leads to interrogation-style calls. Discovery is a PROCESS. Not an event. Give yourself permission to come back on call 2 or 3 with key questions. The...

By Chris Orlob
Complex Buying Committees Define True Enterprise Selling
SocialMar 28, 2026

Complex Buying Committees Define True Enterprise Selling

Enterprise sellers: Which of these characteristics separates "enterprise selling" from mid market selling more than any of the others? A) Deal Size. If you're closing large deals (exact threshold tbd), you're "enterprise." B) Company size. If you sell to large companies (employee...

By Chris Orlob
Boost Revenue per Seller by Building Skill Capacity
SocialMar 28, 2026

Boost Revenue per Seller by Building Skill Capacity

We're past the growth-at-all-costs era. The new modern revenue leader's flex? Maximize revenue per seller. Not bloated headcount. Not massive but inefficient orgs. The highest-leverage lever to grow revenue per seller? Skill capacity. Your tech stack is full. Your skill stack is empty. Fix that.

By Chris Orlob
GTM Skill Debt Drives Historic Sales Decline
SocialMar 27, 2026

GTM Skill Debt Drives Historic Sales Decline

We've entered the era of The GTM Skills Crisis. Quota attainment is at historic lows. Sales cycles are getting longer. ACVs are small and tactical. Win rates are down. 3 reasons this happened: 1. The economy flipped overnight 2. The workforce went remote and got younger 3. GTM...

By Chris Orlob
Master Decision Dysfunction to Earn Enterprise Sales Premium
SocialMar 27, 2026

Master Decision Dysfunction to Earn Enterprise Sales Premium

The single most underrated enterprise selling skill: Navigating decision dysfunction. Always assume that dysfunction is the status quo. And that it's your job to make it as functional as possible. That's why you get paid the big bucks in enterprise.

By Chris Orlob
Don't Let Small Deals Block Your Big Dreams
SocialMar 26, 2026

Don't Let Small Deals Block Your Big Dreams

Enterprise sellers: Never let the types of deals you're closing today stop you from closing the types of deals you dream of closing. Good is the enemy of great: $50k deals are the enemy of $500k deals.

By Chris Orlob
Teaser Demos on First Call Spark Discovery Conversations
SocialMar 26, 2026

Teaser Demos on First Call Spark Discovery Conversations

"Don't show the product on the first call" is a LIE. Sometimes a teaser demo OPENS discovery. Show just enough to get their mind spinning. Not too much. Not too little. Use it to spark questions and conversation. Discovery and demos can be happily married...

By Chris Orlob
Only Top Salespeople Quantify the Cost of Inaction
SocialMar 25, 2026

Only Top Salespeople Quantify the Cost of Inaction

90% of AEs can’t build the cost of inaction. They ask generic questions: • How does this impact you? • What’s the cost of doing nothing? When you ask questions like that? You're not a trusted advisor. You're a manipulator. The best salespeople know something others don't:

By Chris Orlob
Plan Every Sales Call: Define Next Step, Stakeholders, Reason
SocialMar 25, 2026

Plan Every Sales Call: Define Next Step, Stakeholders, Reason

Great sales calls start with planning. Before EVERY call, answer 3 questions: 1. What next step will I recommend? 2. Who will I recommend be involved? 3. Why this next step and why those people? If you can't answer these before the call, you're winging...

By Chris Orlob
Repeat Meetings with Decision‑makers Demand Sharp Business Acumen
SocialMar 24, 2026

Repeat Meetings with Decision‑makers Demand Sharp Business Acumen

Getting access to power is one thing. Getting a 2nd or 3rd meeting with power is entirely different. Only sellers with sharp business acumen get the latter. "Continuity of power" is the ultimate metric nobody tracks. If you can't get meeting #2 with the...

By Chris Orlob
Ask for VP Introduction Before Demo to Secure Leverage
SocialMar 23, 2026

Ask for VP Introduction Before Demo to Secure Leverage

Want access to the VP but stuck with a manager? Try this before your demo: "My goal with this demo is to get you so fired up that you're willing to sponsor a meeting between me, you, and your VP. Is that a...

By Chris Orlob
Swap “Impact” For “Ripple Effects” To Get Deeper Insights
SocialMar 22, 2026

Swap “Impact” For “Ripple Effects” To Get Deeper Insights

The word "impact" feels manipulative to buyers. They've heard it from every seller. Replace it with "ripple effects." "Can you help me understand the ripple effects this challenge is having on the rest of the business?" Sounds more sophisticated. Signals business acumen. Gets 3x richer answers.

By Chris Orlob
Great Sales Managers Prioritize Skill Development over Metrics
SocialMar 21, 2026

Great Sales Managers Prioritize Skill Development over Metrics

Weak sales managers manage calls. Average sales managers manage deals. Good sales managers manage forecasts. Great sales managers manage their people's skills & capabilities. Because they know one thing: Revenue is an outcome that expert-skilled sellers produce. Skill management = proactive management.

By Chris Orlob
Watch Top Reps Daily, Let Subconscious Boost Sales
SocialMar 21, 2026

Watch Top Reps Daily, Let Subconscious Boost Sales

There's a book called The Inner Game of Tennis. I remember almost nothing except this: You can get better at tennis just by WATCHING great players. Your subconscious picks up their mannerisms and mimics them. Same in sales. Binge watch your best rep's Gong calls...

By Chris Orlob
Overconfidence Stalls Sellers: Humility Drives Real Success
SocialMar 20, 2026

Overconfidence Stalls Sellers: Humility Drives Real Success

The difference between how good many sellers *think* they are vs. how good they actually are never ceases to amaze me. Arrogance caps your career and income.

By Chris Orlob
Echo Buyers' Words to Build Trust and Close Deals
SocialMar 20, 2026

Echo Buyers' Words to Build Trust and Close Deals

Become a master wordsmith. Words trigger mental pictures. Mental pictures trigger emotions. Emotions trigger actions. Actions close deals. Stop paraphrasing your buyer. Stop putting your own twist on things. Use THEIR exact words back to them. That's how trust is built.

By Chris Orlob
Build Your Pipeline Daily: 2 Hours, No Excuses
SocialMar 19, 2026

Build Your Pipeline Daily: 2 Hours, No Excuses

Pipeline generation isn't a quarterly sprint. It's a daily discipline. 2 hours every single day. No exceptions. No excuses. Your future self will thank you when everyone else is scrambling and you're closing deals from seeds you planted months ago.

By Chris Orlob
Top Sellers Skip Bad Deals, Invest Where Money Lives
SocialMar 19, 2026

Top Sellers Skip Bad Deals, Invest Where Money Lives

There are two winners in every deal: 1. The seller who won 2. The seller who ejected early and didn't waste time Losing deals is NOT the enemy. Time spent on mediocre deals is the real income killer. The highest-paid sellers don't chase bad deals....

By Chris Orlob