👩🏻‍🏫 Krysten Conner

🚫pipeline anxiety l Terrible dancer l Always a Teacher 🦄🦄🦄 ex Outreach, Salesforce, Tableau 👉🏼👉🏿👉🏽 Click bell/top right to be notified when I post 🔔

You’re not trying to “hit quota.”

You’re trying to become the kind of seller who can repeat top performance across territory changes, market shifts, and new quarters.  

Not with luck. Not with late-quarter heroics. With a *system*.


Most AEs can have a great quarter.  

Consistent top performers have a way of operating that creates sustainable, repeatable results.

That’s what I teach.


I spent 12 years selling Enterprise deals at Salesforce, Tableau, and Outreach. I eventually broke records, 14X’d territory expectations, and ran a 47.6% win rate. But I didn't start that way.

The biggest shift I made wasn’t a new script or a new tech stack.

It was learning how to sell like a top performer actually sells:

✅Reduce confusion (connect the dots, make WIIFM obvious, reduce friction)
✅Run discovery that’s **direct and tactful**
✅Multi-thread early and build real champions 
✅Win the 95% of the sales cycle that happens between meetings
✅Act like a **Sherpa**: guide the buying journey so your buyer never has to guess what’s next


If you’re a rep who’s already performing and you’re thinking:

“I don’t want to be a one-hit wonder.”  

“I want to be on the leaderboard… consistently.”  

“I want make my process sustainable, so my results are sustainable.”

I'm your person.


Here’s what clients say after working together:
 👉 “I closed a $2.66M ARR enterprise deal after 26 months of work, and Krysten's coaching was critical in helping get it across the line."
 👉 "I set an ambitious goal when I started: hit at least 200% of quota in my first full quarter. Working with Krysten helped me turn that goal into reality. I hit 225% and closed the largest deal ever won by a new rep."
👉 "Wanted to thank you and let you know I closed my biggest deal ever in December, $2.2mil TCV, 3 year agreement. We were stuck at one stage with a start date that would have caused the deal to slip from Q4 to Q1, I used your COI principles and in-particular a visual graph that showed what the actual cost was of starting now -vs- later. Ended up getting it done 🤩 Thank you!!"


You don’t need another sales theory.
You need someone who’s been in your shoes - and knows how to win big deals now.

Let’s work together: krystenconner.com


🟢 I offer 1:1 coaching for individual reps, and workshops for sales teams who want to win bigger, faster, and more often.


Browse client wins here: https://www.linkedin.com/in/krystenconner/details/recommendations/



💫"We pay for every lesson with either time or money. And we use the currency we value least."
         -Alex Hormozi

Member

I walked away from the biggest deal of my career. $13.7M. Would've blown my quota out of the water.

But here's what that "loss" taught me...

The CEO had everything: 
✓ A problem we could solve 
✓ Agreement he HAD the problem
✓ Desperate need to fix it 
✓ Budget approved

But one thing kept nagging at me.

Every meeting, he'd ask about customization. 
About "partnering" to build features.
About source code access. 

Classic Build vs. Buy syndrome.

After our 5th in-person meeting (yes, FIVE), I finally saw it clearly.

This wasn't a buyer. This was a builder trapped in a buyer's process.

His personality screamed "I'll do it myself." 
His energy peaked when discussing his team's capabilities.
His questions focused on HOW we built it, not WHAT it could do. 

So I made the call that physically hurt:

I removed it from my pipeline.

My manager: "Are you SURE?" 
My financial plan: "But the commission..." 
My ego: "You're giving up."

Here's what happened next:

→ Freed up 30+ hours that month 
→ Focused on a $1.8M deal that actually wanted to buy 
→ Closed 3 other deals while he was still "evaluating" 
→ Finished with my best year ever

And that CEO? 
18 months later, still building. 
Still solving the same problem.

The real lesson?

Not every deal is YOUR deal.

Some buyers aren't buyers—they're builders in disguise. And the time you waste convincing them is time you could spend closing real deals.

Three questions I now ask myself:

1./ Are they asking about outcomes or architecture?
2./ Do they light up more about building or buying?
3./ Is their real goal independence or results?

If the answers point to "building," I'm out. No matter the size.

Because the best deals aren't always the biggest ones. 
They're the ones that actually close.

What deal have you walked away from that taught you the most?

Krysten Conner

I help AEs win 6-7 figure deals to overachieve quota & maximize their income l ex Salesforce, Outreach, Tableau l Training B2B Sales teams & Individual sellers l 3x Top 100 Most Powerful Women in Sales by Demandbase

Here are the 8 questions CFOs ask before every software purchase. (And they're brutal.)

Every champion I've ever worked with eventually hits a moment of panic:
"What do I say when Finance starts asking the hard questions?"

👉 Most CFOs won't tell you what they're really thinking. They just kill your deal silently.

But I've spent 13 years watching Enterprise deals die in Finance. And I've learned what CFOs actually need to hear.

Here are the 8 questions every CFO is asking behind closed doors, courtesy of the "Only CFOs" newsletter, as highlighted by  Nate Nasralla :

1. Why do we need [X product] now? We were fine before. 
2. What bucket does this fall into, and can you quantify it?
-----Improves efficiencies
-----Increases revenue
-----Mission critical (e.g. cybersecurity)
-----"Candy": nice-to-have tool that doesn't really fit into the above groups 
3. Is the spend in the budget? If not, how will you make up the difference? 
4. How does this tool tie into our company objectives for this year? 
5. What tools do we already have that do something similar? And if similar tools exist, why can't we use those? 
6. Implementation: What are the people / time requirements? 
7. Support costs: Will we need to upgrade soon to enterprise /other tier? 
8. Pricing:
-----If usage-based pricing: I want a detailed analysis on how pricing works and modeling for what our planned usage will look like.
-----If seat-based pricing: I don't want to buy a bunch of extra seats for planned growth. That got a lot of people in trouble when headcount growth halted and layoffs happened.

The deal-killers? Numbers 1, 3, and 5.

At Salesforce, I watched 6-7 figure deals die instantly when the champion couldn't answer those 3 questions clearly.

What are the best way's you've found to prepare your champions for these conversations?

Which of these questions makes your Champions the most nervous? 

PS - Find this helpful? You might like my newsletter. Over 7,000 sellers getting valuable nuggets every week. More details in my bio. Hope to see your name on the list!

Salman Mohiuddin

Enterprise Account Executive, Marketing Cloud (Financial Services)

Helping sales pros + teams build healthy pipeline to close more deals faster | Sales Coach + Trainer @ SSA | 17 years as a quota carrier | ex-Salesforce, Asana and IBM | Interview Ace

Problem before Product. 

17 years of tech sales experience as an SDR + AE at Salesforce, IBM and Asana all as an individual contributor. There’s more 👉

Currently Founder at Salman Sales Academy.

#1 Sales Influencer in Canada 2025 (source: Favikon)

Coaching and training AEs, SDRs, BDRs + sales teams to find and close more deals.

Started as an SDR in 2006, moved to AE in 2007.

6 years at IBM
- SDR 
- SMB + MM AE
- small Enterprise AE

7 years at Salesforce
- MM AE (new logo)
- Enterprise AE

2.5 years at Asana
- Enterprise AE 

2 years at startups 
- SMB AE (new logo)
- Enterprise AE

I currently coach + train AEs, AMs, BDRs, SDRs and Sales teams on prospecting, problem enablement, discovery, demos, deal strategy and interviews.

DM me for:

- 1:1 Sales coaching 
- Sales team coaching + training for your company
- 1:1 Sales interview consults to help you land an offer
- Speaking engagements or sessions for your company
- Podcast guest 


✅ Widely recognized as a master prospector & hunter

✅ Experienced in consultative selling to C-level, Information Technology (IT), Marketing, Ops, HR and more.

✅ Sales Interview Ace - the interview playbook I've built has resulted in an 80% success rate in interviews

✅ Possess an Honors B.A., Economics

[Sales COACHING]

➡️ Problem Enablement [build confidence in truly understanding your persona and the problems your solution solves for]

➡️ Prospecting [cold email, cold calling, warm calling, objection handling]

➡️ Discovery [full 5-step discovery framework to help lead your calls with confidence and in the flow of the conversation]

➡️ Demos [full demo framework, engaging demos, justifying spend, taking control of deals, PoC/Pilot strategy, etc…]

➡️ Deal Strategy [multithreading, uncovering power, executive alignment + engagement, quantifying pain, business case, negotiation, dealing with objections throughout cycle, taking control of your deals, champion building, mutual plans, forecasting, etc...]

➡️ Interviews - I've refined my interview playbook that has help 80+ folks land offers [interviews, mock cold calls, mock discovery, mock presos, territory plans (that will wow a hiring manager)]

I've built an entire Sales playbook from prospecting to close in everything in between based on my 17 years of experience as an individual contributor in tech sales.

No fluff. All actionable sales insights and content, with real examples, that you can start using right away in your role and see immediate results.

Check out the coaching programs and testimonials here:  www.salmansales.com

or DM me. Happy to help.

Founder

Helping AEs, SDRs + Sales teams find and close more deals. 🚀 Boosting income and revenue. 

17 years of tech Sales experience, all as an individual contributor. I've been in your shoes as an SDR, Commercial, and Enterprise AE at companies like Salesforce, IBM and Asana. In the trenches. Exceeding targets. Even in economic downturns.

Documenting all of my learnings, I've built out a Sales playbook. Now I want to give back to YOU.

I teach individual contributors + Sales teams on how to sell better, exceed targets, boost income / revenue, and accelerate growth. All with actionable Sales content and insights that you and your team can start using right away. Seeing immediate results.

Spoke to an AE who ranked #2 globally out of 700+ AEs at his company last fiscal.

He’s gunning for #1 this fiscal (which ends in a few months for him)

What’s he doing differently?

It’s not complicated.

It’s the fundamentals.

(and it works)

Here’s a glimpse 👇

1. Knows the problems inside and out

He got the same product training as everyone else during onboarding.

Rather than jumping into product after hearing an ounce of pain, he takes a problem-first approach when speak into IT security leaders.

He spent his first few weeks in role truly understanding not the product, BUT

→ the problem it solves (in prospects language)
→ how said problem affects each key persona
→ how typically teams tackle the problem today
→ negative impact of ignoring the problem
→ KPIs + metrics affected by problem 

So when he talks to prospects, they think:

“This person gets my world.”


2. In discovery, he goes beyond surface-level pain 

If you took him aside and asked him about an in-quarter deal, he could tell you:

→ the specific problem they are facing (in their language)
→ how the team is dealing with problem today 
→ the use cases tied to that problem 
→ the impact on persona, team and org
→ who it’s affecting and why it actually matters
→ the exeutive priority that problem puts at risk
→ the risks or obstacles currently in the deal 
→ how he’s proactively de-risking them
→ next step, who owns it, and the goal

He knows discovery isn’t a stage in the sales process.

It runs throughout the entire deal cycle.


3. He leverages his x-functional team

Works closely with SDR, SE, CSMs, Pro Services, and a TON with partners.

But he doesn’t just “loop them in”. What he does:

→ prepares SEs before every call and demo
→ brings in execs for exec-to-exec alignment
→ sends each exec a 1-page deal brief before that 
→ works with partners as a true win-win
→ consistently meets with them, “walks the halls”
→ builds mutual plans that hold everyone accountable

………………………………………………

I’ve been coaching this AE for almost 2 years.

He wants to Finish #1 globally this fiscal.

……………………….

With how competitive the market is.
With budgets being super tight.
With all the AI tools at our fingertips.

IMO, it comes down to the fundamentals of sales that will help drive our success.

Helping Sales Pros Close More Deals + Crush Quota | 17 Years as an AE | ex-Salesforce, IBM + Asana | Founder, Salman Sales Academy | #1 Sales Influencer in Canada 2025

1st year AE, I was told these were good disco questions:

“Do you have budget set aside for this?” 
“What’s your timeframe in making a decision?” 
“Who's the decision maker on your end?” 

😐 

I asked them pretty much exactly like that. BANT style.
And prospects saw right through it.

They felt lazy.
Salesy.

Pure “check-the-box” questions.
Deals didn’t move forward.

Conversations stayed shallow.
Something had to change.

If I wanted real answers, I had to stop qualifying and start understanding.

Here’s what changed everything 👇

4 simple shifts that made qualification feel natural 
(not salesy)

1. Timeframe → Consequence

Instead of asking:
“What’s your time frame?” 😐

Ask:
“What’s happening today that’s causing you to take a closer look at this problem now vs later?” 🙂

Now timing had meaning.


2. Decision maker → Initiative ownership

Instead of asking:
“Who’s the decision maker?” 😐

Ask:
“When folks are trying to solve a big problem like this I find it’s usually driven by someone at the exec level. In addition to yourself, is there an exec on your side this initiative is being driven by?” 🙂

No pressure.
Just context.


3. Budget → Reality check

Instead of asking:
“Do you have budget?” 😐

Ask:
“Usually what I find is companies fall in 1 of 2 buckets:
a) have budget set aside for a specific project + eval
b) there's no line item for fiscal aligned to the project + eval
Which bucket would you put yourself in?" 🙂

Way more honest answers.


4. Sign-off → Risk

Instead of asking:
 “When do you expect sign off?” 😐

Ask:
“What would prevent your CIO and CFO from moving forward?” 🙂

Obstacles surfaced early.
Not at the end.

............................................

The difference?
Purpose.
Intention.

Respect for the buyer.

Ask questions that help prospects think, not questions that make them feel sold to.

Not so hot take: Quit wasting time and team resources on RFPs you have no business being in.

Imagine this 👇 

→ prospect invites you to participate in an RFP 
→ AE drops what they're doing, pipes a 100k deal
→ gathers team resources (SE, PS, Product, etc...)

Team is heads down for the next few weeks.

Responding to the 100+ questions.

Preparing for the demo so they can meet req'ts.

Only to find out a month later they aren't the selected vendor.

.................................................

Here's why this is a mistake:

→ you're late to the party if you just found out about the RFP
→ prospect already has a good idea on the vendor
→ your team wastes weeks on a lost cause
→ resources are drained

Winning RFPs requires early engagement.

Ask yourself:

- were we engaged prior to release?
- did we help co-create or shape the RFP?
- are they willing to meet so we can learn more?

If not, you've got to make the smart decision and walk away

... and focus on winnable deals instead.

(There are exceptions here, especially in gov't / public sector for example where RFPs are the norm)

But in the majority of cases, it's true.

Use your time (and your team's time) wisely.

The best salespeople know when to say no.

taplio

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Salman Mohiuddin

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taplio

The Battle

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Salman Mohiuddin

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