Darren McKee

Skye

Vice President of Sales

SaaSBros.

Co-Founder

Wellthy

Enterprise Account Executive

BetterUp

OUR MISSION: UNLOCK GREATER POTENTIAL, PURPOSE, AND PASSION.

Since 2013 we have been pioneering growth for the whole person. We believe that well-being and peak performance go hand in hand. And that through custom support and strengthening mental fitness, you unleash personal and professional potential.

The BetterUp experience brings together world-class coaching, AI technology, and behavioral science experts to deliver change at scale — improving individual resilience, adaptability, and effectiveness. The results? People living more meaningful, vibrant lives with greater clarity, purpose, and passion.

Selling to CPO / Chief Learning Officer / VP of Human Resources & other Line of Business leaders
Global Sales - Enterprise

Insperity

Business Performance Advisor = Sales | I support organizations throughout the U.S. and primarily in the Carolinas. That support comes in many different forms, no client is the same!

May be a Benefits driver.
May be a Performance driver.
May be a Payroll driver.
May be a Compliance & Liability driver.

No matter the situation we have a team to take care of you!

2019 - 150% Quota - 1st Year

Account Executive

IST Management

Operations Manager North & South Carolina 

Responsibilities Include -
Recruit, train and manage a team of 42 in North and South Carolina in 11 locations
Handle responsibilities of mail/copy/office administration services  for corporate and legal accounts
Account Management/ Sales Process
Manage Budgets/ Sell Amendments
Recruit, train and motivate employees
Manage Budgets
Implementation of new accounts

Operations Manager - South East Accounts

Total Quality Logistics

National Sales Recruiter

IST Management Services

Recruit and Hire from Entry Level to Senior Level Management
Manage a team of Regional Recruiters in New York, Houston, Boston, Chicago, DC
Train on Full-Cycle Recruiting - Source through on-boarding
Implement new training procedures - SOP's
Monster/Indeed/Dice - Training
Face to Face interview training
Legal interview guidelines
Interview and train on Adobe Connect (Web Interviews)
Facilities Management Training

National Director of Recruiting

Recruiting Manager

Full-Cycle Recruiting
Train new Corporate Recruiters 
Implement applicant - tracking and new standard operating procedures
Coordinate hiring process for nationwide accounts- 40 Cities, 1200 employees
Screen and distribute candidates nationwide
Interview through Web Interface
Recruit through Talent Management System
Train on business card distribution and face to face interviews
Maintain our 30% growth by recruiting qualified and passionate candidates

Corporate Recruiter

Processing high volume insurance checks
Incoming and outgoing mail
Facilities management
Daily meetings with the client contact
International mailing operations

Assistant Manager

Litigation Assistance
QC Attorney Files
Velo/Coil Binding
High Volume Scanning/PDF
Copy Operator
Hospitality/Reception
Office Moves/Facilities

Service Specialist

Hit the “Post” button a lot of days in a row - VP of Sales at Skye & Co-Founder of SaaSBros. // LinkedIn Sales [in]sider

There are two sides of me. 

VP of Sales for an organization called Skye & Co-Founder of SaaSBros. 

You will see me pivot from one to the other with content, just stay with me! 

At Skye my job is to evangelize our business and build community around learning, development and coaching. 

At SaaSBros. my job is to evangelize our business and build community around helping non-traditional talent break into tech sales.

The stuff that matters is below :)

Father | Husband | Son | Brother 

Personal Mission Statement - 

To build, encourage, support and love my family and all others we encounter.

Show kindness
Show empathy
Show gratitude
Show grit
Show respect

And most importantly

Believe.

“You’ve been married 11 years?”

“Omg how old were y’all when you got married?”

“You really missed out on your single 20’s.”

All things we have heard over the years.

Let me tell you something. 

My 20’s were packed with experiences.

I had dropped out of college.

I was working at a pizza shop. 

She didn’t care about either of those things.

She cared about me.

But she knew I wasn’t supposed to be tossing pizza.

From that day in May of 2012, she’s been by my side and pushing me. 

11 years of fun times, scary times, out of our comfort zone times and other wild times. 

A lot of you see the success here and the highlights of my life but the truth is, behind all of that you see, is her.

Happy 11 Kait.

Now time to eat and celebrate.

Waking up with meetings booked feels good

Most of my sales outreach happens between 8-10PM

It’s been this way for years

I prospect into the c-suite

Why does this work?

Guard is down

I can focus without distractions, better messaging

I'm in my flow state

No other reps are in their inbox

It’s a visibility and numbers game

We are doing the same things

Watching a game or show, catching up on a couple things before we turn off

(Burnout police, don’t come at me. I flex hours)

Example message -

“Evening Lukas,

Thank you for taking the time to read this on a Wednesday at 9PM. Meant to get this out earlier but the 6 and 3 year old had my attention. I’m sure you get it! So here I am, watching a basketball game and emailing you.

Getting to the point. I was deep into your sustainability report Monday and noticed a highlight around coaching for your emerging leaders and high potential talent, and in your earnings call you mentioned the importance of retaining these "future leaders." 

I would love to learn more about how you are scaling and measuring these programs.

Here is a short clip on how our team at Skye is doing things differently in the space ___.

Have an amazing evening and I look forward to chatting soon, and tell Sarah on the people analytics team that I said hello :)

One more thing. Keep up the awesome LinkedIn content, we need more of that from the c-suite!

Cheers”

Hope this helps someone book more meetings.

✌️

Yesterday there was a lot of talk about the loneliness epidemic. 

Honestly, it scared the daylights out of me when reading some of the details. 

As harmful to our health as smoking 15 🚬‘s per day…

I’ve battled hard to not fall victim to this, especially in a remote environment. 

One of the things that has helped is this platform. 

Yep, LinkedIn.

It gives me the ability to be open, honest and vulnerable which leads to building true authentic community.

And many of these “connections” resulted in real in person friendships. 

This week LinkedIn turns 20 years old, and I want to share some #milestonemoments over the last 13 years I have been here. 

Let’s talk sales 👇 

This place has given me the tools to reach prospects I never new existed, first it was regular LinkedIn and then figuring out how to master Sales Navigator which I can say had helped me close north of a million dollars in deals over the last couple of years.

Let’s talk careers 👇 

This place has given me the tools to reach companies and leaders I never new existed. From the mailroom to logistics to recruiting to smb sales to enterprise sales to vp of sales to becoming a founder. I credit a lot of my success to this place. You are one engagement away from a life changing interaction.

Let’s talk creative outlets 👇 

As a kid who struggled writing all through grade school, I now have a place I can write freely and safely. 30+ Million people per year lay their eyes on my words, thats hard to fathom. Which led to me becoming a founder, community led growth was everything for me. 

I legit could go on and on. 

And yes, I know it’s not all this platforms doing that put me in this position, I put in the work but it sure as heck made it happen quicker and with less friction.

Happy birthday week to this free platform that has changed a lot of our lives. 

✌️

On 11/13/12 I received an email that changed the entire trajectory of my career.

The email was from my customer and key contact at the account I was assigned to. 

She emailed my CEO directly. 

Here is what she said 👇 

“From time to time someone makes an impression upon me and in this case, it is Darren McKee. 

I wanted to share with you, the significant and consistent elevation of service I and my department receive since Darren has been working with us. He is a real professional, pays attention to detail, is reliable and always has a smile onhis face. 

He seems to have potential for greater things/roles and I just had to communicate this to you...as I find unfortunately, its too often that the opposite type of message is the focus.”

Reminder, I was delivering mail at this moment in my career. 

And every morning I told myself I was going to be the best mail delivery guy in all of nyc. 

Because I knew I had “potential for greater things/roles” just as “Kim” said to my ceo in that email above. 

Shortly after, I was in another role and then another and then another. From IC to Manager to Director over 42 people up and down the east coast.

As you know, I love a CTA (call to action) so here it is 👇 

If you are a buyer or decision maker or are the key contact over a service/ solution/ provider and you receive great service, go high, go a couple levels up and send a “kim email” because it might just change everything for that person that is taking care of you. 

It takes you 4 minutes.

I walked into my closet and grabbed my hoodie and my hat to head out to Industrious (that’s where I work out of every day)

But for some reason, I turned around and grabbed a button down, some slacks and a blazer.

A few days ago, my good friend zoë made a post about dressing up every once in a while, and it resonated. 

So here we are, rocking a blazer and feeling swaggy. 

But if one more person asks me, “what’s the occasion?” then I’m right back to my normal fit 

😂

Texts from mom and dad hit different on launch day. 🙏

I remember having 2 likes and 1 comment, first like was from my brother, second was from a colleague and the comment was from my cousin.

I remember people saying 👇 

“You are wasting time posting here.”

“Growth is too slow here, go create somewhere else.”

“I can’t believe you think this is worth it.”

“There is no way you can generate revenue by being here.”

“Ha this post is dumb.”

“Why would you share your real self? This is a business site.”

Things I did 👇 

I kept “wasting” my time.

My growth was steady and calculated.

I generated hundreds of thousands of revenue for companies and myself.

I shared Darren, because I believe everyone has a story. 

And now👇 

After a lot of days in a row, I have receipts and stories that I can tell you all about how this place changed my entire career. 

Yes, I put in the work. But this free platform, it has the potential to change the entire trajectory of your life!

Tomorrow my brother and I launch SaaSBros. Community and all of the amazing humans here, y’all made this happen. Y’all rallied behind us. We are grateful. (I’m breaking down some things you get in the community below)

CTA - to anyone out there hearing the things I used to hear, just keep going. You might just look up in a year and have done something truly incredible. And I’m always here for you.

Want to hear something pretty crazy?

Only 1.57% of the people that see my posts in their feed actually engage.

I was doing some math last night and initially I was upset by that number. 

Like what? That many people just scroll by my stuff...

That would be a lousy number if I only posted a few times a month but when you put 700+ pieces of content per year out to the world, that 1.57% adds up really really quickly. 

Cheers to all of you that contributed to the 485,675 engagements over the last 12 months. 

FYI below on some details around what "impressions" and "engagements" actually mean here on this platform.

Impressions - 
The number of times your posts were displayed on screen. This number is an estimate and may not be precise. Per LinkedIn.

Engagements - 
The total number of engagements on your posts, including reactions, comments, and reposts. Engagements from organizations aren't included. Per LinkedIn.

Alright, enough content for this post. 

Time to ship it so 99 out of 100 can just scroll by, just hope it shows up on a lot of screens 😜 

Well, the news is out

We are hiring 2 Enterprise Account Executives to join the team at Skye

To be in a position where we can make this call, feels pretty special

Since joining 7 months ago, this entire team has been heads down building and creating

Building momentum 
Creating pipeline 

To the 2 people that end up working alongside this small but mighty team, here is what I will tell you -

Your voice will be heard 
You will feel safe 
You will have a leadership team that cares 
You will have a product that works 
You will have the flexibility we all desire 
You will work really hard at times 
You will rest really hard at times 

Sharing this Information as well because it is highly relevant and I want to be fully transparent on these expecatations - 

We will prospect

We will build and maintain strong relationships with clients and key decisions makers 

We will be conducting presentations and demos for potential clients

We will be negotiating and closing deals 

We will be collaborating with internal stake holders to ensure client satisfaction and retention 

We will meet and exceed sales targets and goals

As a candidate - 

You have a proven track record of success in sales, 3 years as an Enterprise AE or similar role with experience closing $100K + deals

You have experience selling to senior learning and development leaders

You have the ability to work independently and as part of a team 

More details are in the JD which will be down below

Looking forward to meeting some amazing humans over the next couple of weeks

😁 

#hiring #enterprisesales #coaching #learninganddevelopment 

Idc if you have 97 followers or 97K followers. 

If you put out good content, I’m engaging. 

And honestly, sometimes the 97 content hits way harder than the 97K.

🤷‍♂️

Yesterday we sat here overlooking the vineyard with our mom. 

Less than 30 miles from here, she grew up in a trailer where she picked tobacco after school to help her mom with finances. 

She didn’t have a lot. 

What she did have, was a smile.

What she did have, was faith.

What she did have, was grit.

What she did have, was energy.

Erik and I don’t talk about her a ton but she deserves the world. 

When we were brainstorming SaaSBros. 

She was at the table with us. 

She snapped pictures while we weren’t watching.

She kept the back or napkin business plan. 

She was our first newsletter sign up.

She wears our hoodie around town, still doesn’t know what “SaaS” means 😂 

She asks us weekly how many Community sign-ups have. 

Not many know this but a 2026 goal of ours is to fly our mom, dad and wife’s to Napa to celebrate the success of SaaSBros. 

But today, we press forward. 

And we worked toward that goal. 

Just as hard as mom worked in that tobacco field to provide for her family at the age of 13.

This is bigger than a business for us. 

It’s a legacy.

It is ok to miss a call from your boss because you are at lunch.

It is ok to miss a call from your prospect because you are putting your kid down for a nap at 2PM.

It is ok to respond to an email in the morning because your mind isn't in the right place to respond after a long day.

It is ok to put a block on your calendar to drop your kid off at school in the mornings. 

So many times in my career I have been the person that inconveniences myself and those around me because of my work. 

A couple of years ago I started working with a #coach and he changed the entire way I run MY day, MY day (not everyone else's day)

Your time is important.

Your kids nap time is important.

Your breaks are important.

Your well-being is important.

Your lunch is important.

CTA - Do this and your productivity will skyrocket. 

Example - Today from 9-10 I have my daughters last horse riding lesson, it is on the calendar. We will ride and laugh, and then when it is over I will go back to work. 

Cheers to Skye for creating an environment for us to thrive personally and professionally. 

I had no sense of direction. 

On a freight train straight to destruction. 

But one day, I saw a picture of myself.

I was with my dad in his office. 

I glanced, looked again and asked who the guy was in the orange shirt. 

It was me. 

I couldn’t even recognize myself. 

It wasn’t my weight that I looked past, it was my entire demeanor. 

Following that, there was a doctors visit where I was told I might not live to see my kids play sports and even if I did, I for sure wouldn’t be able to play with them. 

🪨 bottom. 

From that day, I’ve went full speed. Some bumps and bruises along the way but always have those two moments in my mind. 

Stories are cool but I’m kind of sick of talking AT people so I’m going to share a few things that helped me in the beginning.

First it was a book called “Food Rules” by Michael Pollan. 

Here are the rules:

1. Don’t eat anything your great grandmother wouldn’t recognize as food.

2. Don’t eat anything with more than five ingredients, or ingredients you can’t pronounce.

3. Stay out of the middle of the grocery store; shop on the perimeter of the store.

4. Don’t eat things that won’t rot.

5. It’s not just what you eat, but how you eat it.

6. Enjoy meals with people you love.

7. Don’t buy food for here you buy your gasoline.

Then it was running. Tried to get in 2 miles a day.

Then it was marrying someone who saw food as fuel. 

Then it was accountability, in this state now. 

It’s not easy but it’s so worth it.

Alright, that’s enough.

Off to go shoot hoops with my kids 😉

Having a coach is not just for elite athletes and executives.

want to know why I will never stop building relationships here?

this is why.

because this morning a friend asked me about 3 companies she was interested in working for.

while we were on the phone, I sent 3 dm's to employees at those companies.

2 calls set up to explore opportunities. 

sure, this place gives me a lot and has changed my entire life but it has also given me the ability to potentially change someone else's life also. 

use your dang platform for others and watch what happens for yours.

it ain't always about YOU. 

I have a few confessions to make. 

Sure my content has been seen by 30 million eyes this year but 8 million of those eyes were because of a text from my wife 😂

93K reactions 

2600 comments 

1100 reposts 

8.5 million impressions 

Sure my life has changed because of this place and my commitment to creating here but the time investment wouldn’t have been possible without my wife. 

Thousands of hours 

The podcasts

The late nights 

The crazy amount of sacrifice 

The ups and downs of content creation 

Sure on the outside it looks like it’s been me and just a lot of hustle and grit to get me to this point in my career but it wouldn’t be possible without her support band care.

I’m in sales, she navigates the chaos. 

I’m a founder, she navigates the chaos.

The 5 moves around the country for job opportunities.

Little do you know, a lot of the things you see has her fingerprints in them. (a lot of SaaSBros stuff you see, is her 😉)

Being the mom that holds down the fort in this busy season, handling an insane amount of the work with our kids. 

Today, I celebrate you. 

Kaitlyn McKee, thank you for being you. 💙

Last weeks feed was a little gloomy with layoff news, so I'm spicing it up a bit today. Here are some VC Deals from 4/24 -4/30. Dive in and check out these folks, and for anyone looking for a new gig, this is a good place to start!

Avalanche Energy - 40 Million
Dori - 2 Million
Pattern Bioscience - 28.7 million
DeepHow - 14 Million
Foresight Diagnostics Inc. - 59 Million
Replit - 97.4 Million
Axoni - 20 Million
Amboss Technologies - 4 Million
AaDya Security - 5 Million
Levitate - 14 Million
Pinecone - 100 Million
Practice Better - 27 Million
Antiva Biosciences, Inc. - 53 Million
Fireside - 25 Million
CarbonChain - 10 Million
Ohmium - 250 Million
Orbital Therapeutics - 270 Million
Luup - 30 Million
Adcentrx Therapeutics - 38 Million
Ox - 12.6 Million
POSH - 5 Million
Rinsed - 20 Million
Bobsled - 24 Million
PreAct Technologies - 20 Million
Veo Robotics, Inc. - 29 Million
IDPartner Systems - 3.1 Million
Span - 96 Million
Super - 60 Million
Katmai - 22 Million
Woodoo - 31 Million
Chiefy - 4.2 Million

FYI I get these from a dope newsletter, and no I don't know the guy but will share details below because it's legit and I like to celebrate people doing cool stuff.

Yo, Erik. One day SaaSBros. will be on this list, or maybe we just bootstrap 😉 


1 trip per quarter.

2 days each.

Total cost = 4K per employee per year (average)

Imagine opening your new hire packet and this was listed in the benefits portion.

* travel stipend (4K per year) to travel and work with colleagues, friends or family.

Companies that think outside the box will be the ones that thrive in this current "loneliness epidemic"

Have you seen any cool #benefits lately?

Slowing down = More 

Especially in #sales 

✌️

To the 700+ of you that were let go from LinkedIn this week, I'm here for you.

Each one of you had a direct impact on my life over the last 3+ years whether you know it or not.

Maybe you were in sales, you kept revenue flowing so we could keep creating.

Maybe you were in product, you kept the platform afloat so we could keep creating.

Maybe you were in marketing, you kept thinking outside the box so we could keep creating.

Maybe you were in development, you consistently updated the platform so we could keep creating. 

Maybe you were in hr/people, you were the bones of the org and maintained the culture so that we could keep creating.

THANK YOU.

Please use this post to get eyes on you.

Let us help, because you helped so many of us over the years.

#layoffs #linkedinlayoffs #linkedin 

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