Building a community of sales professionals, leaders, & founders mastering the craft of sales and transforming the inner game /Host of The Rising Leader, Top 100 Sales Podcast /Formerly @ Outreach, Microsoft, & DocuSign

Our mission is to bring forth the new wave of the rising sales professional and leader to help others feel a greater sense of purpose, connection, and drive incredible results. Alluviance is not just a community, it's the essence of this mission. 

As someone who's been apart of large corporations and fast growing startups, my experience tells me that the success of these companies boil down to 3 things: 

1/ Mastering your craft
2/ Clarity on your vision 
3/ Having a great culture  

Luckily, these are the 3 things that I'm most passionate about and what I am bringing to sales professionals, leaders, teams, and companies. I've gained my experience by being in 13 years of tech and for the last 5 years I’ve hired, trained, and developed 100+ AE’s and built over 10 teams in segments from SMB to Enterprise. Nearly 70% of the people on my teams hit President’s Club and there was a zero percent attrition rate.

Alex Kremer

I’m 33.

It took me 10 years to learn this. I’ll save you the time:

1. Not fitting in isn’t a flaw.

There are old friend groups I no longer align with and it's painful to admit. But outgrowing people doesn’t make you disloyal, it means you’re evolving. Forcing connection out of history will keep you stuck.

2. The “safe” path isn’t safe.

For years, people told me the smart move was to keep climbing to VP of Sales, CRO, the whole ladder. Instead, I started a community and began running retreats. Almost no one around me understood it, especially my mom and dad. Following a polished career path that isn’t yours is far riskier than building something honest.

3. Getting fired isn’t the end.

It’s often the beginning. After 5 years at Outreach, I got laid off. At the time, it felt like a massive punch to the guy. In reality, it was a push I wouldn’t have chosen but desperately needed. Starting my own company came directly from that moment & I’m grateful it happened.

4. No one is coming to save you.

Not your company. Not your coach. Not your spiritual teacher. I’ve invested deeply in growth - coaches, therapists, retreats. All of it matters but none of it works unless you take radical responsibility for your life.

5. If you’re being criticized, you’re probably doing something right.

I’ve had trolls on LinkedIn and elsewhere. It stung at first but now I see it as confirmation. People who are comfortable rarely attack those who challenge the status quo. Let em talk.

6. It’s not too late.

I started over at 30, you can start over whenever you decide. 
The only deadline is the one you keep agreeing to in your head.

Ps - join over 9k people who are on my weekly newsletter - https://lnkd.in/g2VH8Pgc

Inner Game of Sales & Leadership / Helping High Performers Sell and Lead from Presence & Purpose / Founder of Alluviance / Ex-Microsoft, Outreach, DocuSign

Just wrapped our first-ever corporate engagement, and damn what a ride.

5 months.
It started with a full-day onsite, evolved into monthly reinforcement sessions, and included weekly syncs with their executive leadership team.

We covered a lot of ground:
– Sales leadership training
– Culture development
– Identity work 

But my favorite moment?
Helping the team define who they became in 2025 and what they’re boldly stepping into in 2026.

That kind of clarity redefines how you lead, sell, and show up.

And the best part? 

They’ve asked us to keep going and expand the work to more sales leaders and the broader sales org.

Life is good.
Grateful to be living the mission.

Grateful to my brother Chris Caldwell for being on this mission with me. 

Needing support for your sales or leadership team? DM me!

The world lost a legend this past weekend.

Bob Weir, one of the founding members of the Grateful Dead. 

I love this band.
And maybe even more than the music, I love the movement they inspired.

The thing about the Grateful Dead is… they were weird.
Like, unapologetically weird.

Long songs.
No setlists.
Meandering jams that could make your head spin.

Dancing bears, turtles, and skeletons that couldn’t help but make you smile.
And of course, the almost required uniform: tie-dye

And somehow… it all worked.

You couldn’t really explain why people loved them so much unless you felt it. The music wasn’t polished nor trying to be cool.

It was free.
It was uniquely theirs.

And in that, it gave people permission to be their own unique selves too.

For the past 3 years, the Grateful Dead has been my most-played band on Spotify Wrapped. 

They're also one of the biggest ways I bond with my dad.
He’s been a proud Deadhead since the ’60s.

Some of my favorite memories are with him, my oldest sister, and me going to shows together watching something that felt completely outside the normal rules of music, time, and culture.

Dear Bob... 

Thanks for the music.
Thanks for the weirdness.
And thanks for the memories that spanned generations.

❤️⚡️

One of my favorite posts I get to write each month. 

Our Alluviance Member of the Month goes to Mudassar Ahmed. 

Mud has been in our community for 2 years now.
And if you’ve ever been in a room with him, you know exactly what I mean when I say this:

He full sends it.

At immersions.
In the work.
In life.

Mud is one of those rare people who isn’t afraid to go deep to be fully seen, to bring his heart, and to meet others with real presence. When he looks you in the eyes, you feel it. Like, this guy is seeing into my soul.

He carries what we like to call a Warrior Poet energy.

He can work his ass off.
He can push himself physically (he’s done 75 Hard about 100 times).
And at the same time, he stays intimate with life including his family, his team, God, and this community. 

That combination is rare.

Strength and vulnerability.
Discipline and devotion.

Mud is deeply committed to his inner work, his craft, and taking care of those closest to him. 

He shows up consistently, quietly. and powerfully.

I freaking love this guy.
And it’s been a true honor to walk the path alongside him.

If you know Mud, give him some love👊❤️

Ps - looking to join a community of bad asses like Mud? Check us out to be surrounded by them in your own work - alluviance.co

Most sales people answer this question wrong.

Is sales an art or a science? 
Your answer says a lot about you.  

What I believe actually matters is the level of perception you bring to the craft.

Mastery in sales isn’t about crushing talk tracks or product demos.
It’s about developing the ability to NOTICE more.

❌ The amateur notices what the prospect says.
✅ The master notices how they say it.

❌ The amateur hears the objection.
✅ The artist senses the unspoken fear beneath it.

Go back to your last big call... 

Did you catch the question they didn’t ask?
Did you notice the moment of hesitation before they spoke?
Did you feel the shift in the room when you told a story vs. listed features?

This is the real work.
This is what it means being a master.

Being so deeply present that the totality of the conversation changes.
You’re no longer running a playbook.
You’re feeling the flow of the game.

And the best part?

This isn’t a gift.
It's a muscle you build. 

You ready to build? 
Check us out for how - alluviance.co

There's 2 things that make up your identity: 

1/ The story or image you have for yourself. 

2/ The standards & commitments you hold yourself accountable to. 

The whole goal of a new commitment is to force you outside your comfort zone. 

This is the arena where courage is required. 

You will stumble & you will fail. 

But each loss becomes feedback that makes you stronger. 

Bit by bit, you build skills you never had. 

You develop capabilities you wouldn’t have touched without making that commitment in the first place.

Over time, you develop a new sense of what "normal" is. 

That’s how mastery is forged.

By raising your standard, falling short, and rising again and again.

The most important advice I can give someone looking for their next job:

Figure out your lens.

When I decided to leave Microsoft for a startup, I got brutally clear on what I cared about. There were 3 non-negotiables:

1/ I wanted a challenge.

I was growing… but honestly, a lot of deals closed because I had an @microsoft.com email address.

I wanted to sell something that would push me to my edge. 
A product that forced me to sharpen my craft.

2/ I wanted a leader worth learning from.

Someone who had done the job before and would actually coach me.
Not just manage me.

And I wanted a clear path to step into leadership myself.. fast.

3/ I wanted a culture I belonged to.

Not a group of individual contributors who happened to report to the same manager. But a team.

Shared standards and identiy. 

Here’s the key:

Once you find your lens, everything changes.

The questions you ask.
What you listen for in interviews.
What you say yes, or no, to. 

Don’t just look for the next role.
Look for the next environment that will shape who you become.

What’s in your lens right now?

Ps, loved diving into this on the Deen & Deals podcast with Mohammed Kiswani and Futhallah Hamed. 

Check out the episode - https://lnkd.in/gPwqGphD

Fonoa

Indirect tax automation and compliance for the internet economy.

Enterprise Business Development

Antler

Antler is a global early-stage investor. 3% acceptance rate for founders.

Helped numerous teams develop their GTM Strategy/Monetization before their final pitches to the investment committee, with a few successfully raising a seed round.

Entrepreneur in Residence

Nova

Digital LP management/compliance for fund managers.  

Stood up outbound sales process from 0-1 for YC backed startup, including, but not limited to:

Built over a dozen sales sequences through trial and error before landing on a single master sales sequence based on a specific trigger that landed over 25 outbound meetings with a $375,000 qualified pipeline.

Defined strategic narrative and messaging strategy. Created simple, problem-focused messaging for a highly complex product. 

Oversaw and led implementation and use of Outreach and Zoominfo. Importing and segmenting out the entire market into certain verticals by industry, AUM, headcount, geography, and more.

Worked closely with founder to test new verticals and use outbound as a way to get feedback on product hypotheses. 

Created positioning and messaging from scratch to break into a new vertical (Institutional asset managers- Hedge Funds and Private Equity).

SME on Zoominfo and Outreach.

YC '18

Inside Sales (YC'18)

Gravy

Senior member of the SDR organization. Currently focused on helping revenue growth team source revenue from new channels (referrals and partnerships).

-100% of ramp quota. 30k closed MRR sourced in this period.
-Trained over 5 reps on our tech stack (Zoominfo, Salesloft, Salesforce)

Senior SDR, Team Lead

Senior SDR

Launchmetrics

Worked on the Global Demand Generation team focused on the Americas and Australia. In my role I owned the GTM strategy and execution for our Account-Based Marketing Strategic and mass outreach segments.

- Co-created an extensive account planning system to align multiple stakeholders (Account executives,  BDRs, brand marketing, and regional sales directors) for our strategic accounts. Internal project management for strategic accounts. Sourced an opportunity with Gucci USA, one of our top targets. 

- Handled all inbound lead qualification, discovery, follow-up. Managed roughly 10 demo requests per week. Created over $300,000 in qualified pipeline from demo requests

- Was one of the internal subject matter experts on Zoominfo, our data source for account insights and organizing our ICP by industry, geography, and size. Played a role in data hygiene project for salesforce. Importing/updating over 1,000 accounts.

- Tolerated high ambiguity being the 1st BDR in the English speaking market for a complex product suite serving multiple verticals.

Strategic Business Development - US, Australia, Canada

Various Companies

Worked throughout my college years. When I was 19, I acquired my real estate license and worked with a real estate investor to acquire, rebuild, and sell a property in a transitioning area. The property was sold at a 3x increase in value. 

I then decided I wanted to pursue the fashion business; I met a designer/boutique owner during my time in real estate and started working at his store. During this time, I started working on my own designs and worked with a manufacturer in Colombia to create activewear t-shirts for men. I quickly learned how hard it can be to manage costs for a physical business when the product being designed is unique.

Sales, Real Estate, Fashion Industry

B2B SaaS GTM/Sales | T1D Advocate

🇺🇦 
A multilingual generalist in the SaaS space. Thrive amid high ambiguity and complexity, Passionate about solving real business problems. Excellent at crafting and executing bespoke, 0-1 GTM strategies for complex industries (Finance/Healthcare). 

Lover of the humanities and technology believe they are complementary and co-exist gracefully. 

My writing: https://medium.com/@carlosdiaz_89559

Languages: English (Native), Italiano (Advanced)

Media Features: https://www.wsj.com/articles/what-robinhood-traders-need-to-know-about-taxes-11612521002

ENTP “Debater”
Gallup Strengths- Futuristic, Significance, Command, Competition, Context

*Thoughts are my own*

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