Mark MacLeod

I help startup CEOs go from $5M in revenue to a massive exit

Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. 

I was a General Partner in Real Ventures, one of Canada's largest and most active seed stage funds. My investments there include the fund's largest cash on cash and highest IRR returns to date. 

Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.

The thing I loved most about these roles was the one on one coaching and advisory conversations I had with CEOs. 

Since 2020 I have been coaching, investing in and advising CEOs + helping them execute game-changing deals.

I am a semi-active angel investor with a portfolio of 22 investments, 2 highly positive exits and counting.

In my spare time, I am a passionate CrossFit athlete and electronic music producer/ DJ. I also run Deep Down Music, a record label.

Founder

I coach, advise and invest in the CEOs of high growth technology companies & help them execute game-changing deals.

Just posted my interview with Vitaly Pecherskiy , CEO of StackAdapt.

The company went from 170 to 1,600 employees in 5 years. Crossed $500M in revenue. Bootstrapped early, then raised from tier-one growth investors.

Three takeaways:

✅ Own your destiny: When VCs passed early on, they built product and got it in customers' hands fast. That forced self-reliance became their operating DNA.

✅ Don't raise too early: Many founders overestimate TAM, raise too much capital, then can't grow into the valuation. By the time they exit, their shares are worthless. Vitaly delayed raising until traction proved the market was real.

✅ Product > Marketing: When asked about the state of advertising, Vitaly flipped it: "Great marketing is easier when you have a great product." Marketing teams should sit closer to product and influence its direction.

The full conversation covers scaling culture across 20 countries, transitioning to CEO after 9 years as co-founder, and building a $500M+ business without the typical VC playbook.

Link in comments and you can find it where ever you catch your podcasts.

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Certified Personal & Business Performance Coach

Chartered Professional Accountant (CPA)

An exclusive community of VC and PE-backed CEOs who want
to scale themselves and their companies without limits.

Limitless is an exclusive community of VC and PE-backed CEOs who want
to scale themselves and their companies without limits.

I coach startup CEOs to grow themselves and their business all the way to a massive exit

SurePath Capital Partners is the premier strategic financial advisor to the global SMB Software market. With offices in Toronto and San Francisco, we aim to be the #1 advisor in this space globally and the one call CEOs and board make when they need to make a deal happen.

I led finance and corporate development at FreshBooks - the #1 cloud accounting specialist for small business owners. Since 2004, over 5 million people have used FreshBooks to track time, organize expenses and invoice clients online and in the cloud.

Accomplishments:
- Closed $30M institutional funding round + other unpublished transactions
- Led the process to find a partner to backstop a new product line
- Sourced and closed other key revenue-generating partnerships

CFO + Chief Corporate Development Officer

Venture Partner

Parter at Real Ventures where I focus on SaaS, freemium, e-commerce and digital media seed investments

Director, Fabric Technologies
Director, Context.io (sold to Return Path)
Director, Frank and Oak
Observer, Rewardli Inc.
Investor, Thinknear.com (sold to Telenav)
Investor, Localmind.com (sold to Airbnb)
Investor, Massive Damage Inc.
Director, Sweet IQ (sold to Reachlocal)
Observer, Unbounce.com
Investor, Engagio (sold to Influitive)
Investor, Origin.al Internet Company General Partner

General Partner

CFO for Tungle - a great solution for meeting coordination.

Raised a $5M "A" round. Served as CFO through the successful sale of the company to RIM.

Interim CFO, Shopify
Advisor, Well.ca
Advisor, Cakemail 
Advisor, Dok Dok Inc 
Advisor, Raymark
Advisor, Sitezoogle 
Interim CFO, Status.net Inc.

Advisor & CFO

Led finance, operations, legal, HR, strategic planning functions for this mobile communications startup. Raised an $10M B round led by Flybridge. Raised an additional $1M in China. Made major improvements to execution, ops, key metrics, etc.

Led finance, operations, customer support, IT and manufacturing for this venture-backed networked storage vendor. Negotiated the sale of Terrascale to Rackable Systems (NASDAQ: RACK) in a deal returning 10x on invested capital.

VP, Finance

Prepared this 15 person IP networking startup for commercialization & ‘B’ round funding. Responsibilities included financing, all back office operations, investor + board relations and negotiation of all  agreements. Towards the end of my term, I was given increasing responsibility for OEM sales and strategic relationships.

Strategic consulting assignments: 
•	Advised on the sale of two software companies and the purchase of an education services company
•	Led the successful restructuring of an insolvent retailer. The company is now thriving and expanding
•	Enabled the restructuring & strategic refocus of a new media company that resulted in a 3x growth in revenues and 5x growth in profit & cash flow

President

Was responsible for Finance, Alliances and Corporate Development functions. Raised $19M in equity over 2 rounds + oversaw growth to over 100 people. Established many key partner relationships

Director, Finance + Corporate Development

Helping VC-backed CEOs scale themselves and their companies without limits. 
| Host of The Startup CEO Show podcast

CEO and Co-founder at StackAdapt

Helping VC-backed CEOs scale themselves and their companies without limits. | Host of The Startup CEO Show podcast

I'm giving up the one thing that's been holding me back.

For years, I've had a love/hate relationship with alcohol.

I LOVE champagne. I love the ritual. I love wine. I have studied it. 

But I know it's bad for me.

For years in my journal, I've noted how alcohol lowers my vibration. It holds me back.

I've decided to take a pause. One year. Nothing.

I'm sharing this for accountability. This will be hard.

I'm making a public promise to myself. I know it's the right thing.

As I help CEOs become limitless, I need to remove the thing that creates limits for me.

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If you think HR is just about hiring and firing, you haven't met Christine Song 

I just published my conversation with Christine, a multi-time Chief People Officer who's built strategic HR functions across corporate and startup worlds.

She breaks down what most founders get wrong about people:

→ Why HR needs to earn its seat at the table (not demand it)
→ How to speak truth to power, even if it costs you your job
→ Why investing in high performers beats fixing underperformers
→ The trap of hubristic hiring ("fat and happy" vs. high-performance)
→ How to build systems that scale people, not just product

Christine doesn't sugarcoat it. She's the leader who tells the CEO what they need to hear, not what they want to hear.

She recently launched 5 to 9 Society, an invite-only network for elite operators. The kind of confidential, backdoor conversations that actually move business forward.

Everything in your business comes down to people.

If you're not treating people strategy as seriously as product or revenue, you're limiting your ceiling. See comments for the interview link.

Most CEOs make a fatal mistake when fundraising: They don't go for the NO. 

When I was a VC, I invested in 4% of the deals I saw. Imagine the deal flow of a partner in a top tier fund. You have to assume they are going to pass. Not because your company is bad. Just basic probability.

Too many CEOs waste so much time. They think a first pitch means interest. It doesn't! Even a 2nd meeting doesn't necessarily mean they are interested.

Andrew D'Souza, founder and CEO of Boardy (the company that I assume every single founder in N. America now knows...) recently shared his series A deck. It's not going to win any design awards, but it has a slide that I love:

Reasons NOT to invest.

Andrew calls it out. In fact, he begins the deck by stating what you need to believe in order to have conviction. Then later on he shares all the reasons not to invest.

I LOVE this. At FreshBooks, when we raised a growth round we had an entire presentation on the reasons not to invest. Of course, it was a bit of propaganda. We highlighted the reasons and then offered mitigating diligence. 
Still, we put the issues out there.

You need to do this when you raise. Don't hide them hoping they won't be found. You're just wasting time.

Go for the NO. Filter down rapidly to the investors who LOVE what you are doing.

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Founder of Boardy • Founder of Clearco (Clearbanc)

❌ "I'm a technical founder."

❌  "I'm not a sales guy."

❌  "I'm an introvert."

The moment you say these things, you've just built your own ceiling.

Every label is a limitation.

Your company needs you to evolve. Fast.

The role you played at $1M ARR won't work at $10M.

The leader you were with 10 people won't cut it with 100.

Stop defining yourself by what you were.

Start asking: Who do I need to become?

You have no limits except the ones you impose on yourself.

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Most CEOs set annual goals for their "Sunday self." The one who's rested, worked out, meditated, and firing on all cylinders.

But here's the truth: That's not the person running your business 90% of the time.

Real life is full of random Tuesdays. You wake up tired. An employee quits. Your kid is home sick. The deal you were counting on falls through.

This is your real baseline.

If you design your targets around your absolute best days, you're making it impossible to win. Because peak performance is rare. Consistency is what actually moves the needle.

Set goals for the version of you that shows up on a regular Tuesday in March, not the unicorn version that appears once in a while.

That's the person who gets you to December.

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The secret of my success has been following the same practice as Steve Jobs.

At his funeral, every guest received this book: Autobiography of a yogi. This is the story of Yogananda, the yogi who bought kriya yoga to the west.

The word “kriya” means “complete action”. Kriyas are yoga movements combined with breath work and breath locks. They are designed to create, move and stabilize energy. 

I discovered kundalini yoga, a form of kriya yoga, in 2012. I got serious about it in 2019. I now teach it. Kundalini yoga is the foundation of my life. Every day begins with practice. I see yoga not as the time on the yoga mat, but how I live my life. 

Kundalini is an energy practice. We all have dormant energy at the base of our spine. Through these kriyas we access this energy.

Studies have shown that this practice can turn on dormant parts of our brain. 

Why do I share this?

Despite being 2% of our body’s weight, our brain uses 20% of our energy. That’s for the average person. Imagine how much harder a founder’s brain works?

Energy is the key to your life. Energy is key to all of your dreams for your company.

It takes energy to create something from nothing. It takes to energy to create then keep up with massive growth.

If you want to turn your vision into reality, design your role, company and life around energy maximization. Kundalini yoga is how I did this. It has changed my life. 

Find the path that works for you. Make energy your top priority.

You wouldn't lead your company drunk.

So why are you leading it sleep-deprived?

After 17 hours awake, your brain performs like you're at 0.05% BAC.

That's legally impaired in most places.

Yet many CEOs run on six hours of sleep or less.

Sleep impairment is costly:

- 3x more likely to get sick
- 50% slower reaction times
- Triple the risk of diabetes
- 3.5x higher risk of hypertension

And these are the visible costs. The invisible cost is something you deal with non-stop. Chronic stress. Inability to think clearly. Lack of energy. Complete absence of joy.

Sleep deprivation doesn't just hurt you. It hurts your company. It hurts your family.

Worse decisions. More conflict. Weaker creativity. Higher burnout on your team.

You're not being hardcore. You're being inefficient.

What's the solution?

Treat sleep like your most important meeting. Non-negotiable. Seven hours minimum. Track it and improve it like any key metric in your company. This metric is the one that moves your company metrics.

Your brain compounds decisions daily. Sleep is how you clear the cache.

Limitless CEO knows: recovery isn't weakness. It's strategy.

Protect your sleep. Scale your capacity.

P.S.
Here's a random photo of my dog. If you need sleep lessons, she is the one to speak with...

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The best B2B brands are stealing from B2C playbooks.

My latest podcast guest proves it.

Reza Khadjavi (CEO of Motion) helps advertisers cut through the noise by combining science with creative that actually stops the scroll.

His journey includes:
✅  Disrupting his own agency to build Motion
✅  Navigating multiple AI waves and disrupting himself  again in the process
✅  Cracking the code on what makes creative work in today's noisy ad market

His biggest insight? B2B companies need way more consumer DNA in their marketing.

Most B2B brands are still playing it safe. Meanwhile, the ones winning attention are treating their audience like... humans.

See comments for episode link.

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CEO at Motion

You're not just a leader. You're a mental athlete, whether you realize it or not. 

Let's look at real athletes for a second.

They train obsessively. They perfect every move. They review their game tape. They have coaches, routines, and recovery days.

Their goal? Show up on game day at their absolute best.

But CEOs? You're expected to compete all day, every day. You never get "practice." You rarely hit pause.

That's a problem.

Here's where athletes have it right:

✅They don't just compete. They rest and review. 

✅ They don't go all out, all the time. They peak, then recover.

✅ they get real coaching and invest in support systems.

Want to level up in 2026?

Start treating yourself like a true mental athlete.

1. Prioritize physical fitness. Sleep, exercise and nutrition aren't "nice to haves" , they're high-performance tools.

2. Make rest strategic. You're paid to make decisions. Your mind needs clarity, not constant grind.

3. Review your performance. End each day with three questions: What went well? What didn't? What did I learn? Simple, powerful.

4. Get support. Every top athlete has coaches. CEOs need them too. Don't do it alone.

Personally, I use what I call my BOS (Business Operating System). It's a running chat, where I do my daily review, track patterns, and adjust my game.

If you've raised venture capital, the pressure to perform is real. Expectations are sky high.

So manage yourself like an elite athlete. Practice. Rest. Get support.

You'll be shocked at the difference this will make next year.

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The founder burnout myth nobody wants to admit:

If you're grinding 80-hour weeks, burnout isn't a risk. It's a certainty.

We love stories of founders at Meta, Stripe, Airbnb. We hear about their non-stop hustle, so we copy them. But there's a catch most people miss.

Those teams didn't just work hard, they started winning. And once you're winning, everything shifts.

Momentum changes how you feel. When your company becomes the market leader, the market pulls you forward. You wake up energized. You see results. The work fuels you. Your company has escaped gravity. Everything gets easier. 

But until then? You're just burning fuel to escape gravity. That's where most startups get stuck. The grind is unavoidable at first, but endless grind with no lift-off drains you, fast.

If you're still working endless hours and nothing feels lighter, you're not lazy. You're running out of energy because you haven't "escaped gravity" yet. And you can't brute-force your way through forever.

Here's the real dirty secret: The difference between burnout and breakthrough is simple. Progress.

Naval Ravikant said it best: "Startups die when founders run out of energy."

If you're not feeling the pull, stop pretending hustle is enough. Diagnose and work the problem. Be brutally honest. 

Ask yourself: "knowing everything I know about this company would I start it today"?

This question ignores sunk costs. It doesn't matter how long you have been at it. If the answer to this question is no, it's time for change.

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Most founders I meet are obsessed with the gaps.

What's broken. What's missing. What needs to be fixed.

They've trained themselves to scan for problems. It's how they got here.

But it's also stealing their joy.

You can't appreciate what's working when you're in constant high alert.

You miss the privilege of building something from nothing.
You miss the team that showed up and crushed it this quarter.
You miss the customer who just renewed because your product changed their business.

You're cutting yourself off from energy that actually fuels performance.

The irony? The CEOs who pause to appreciate what's working solve problems faster.

They're not stuck in anxiety. They're thinking clearly. Making better calls.

Gratitude isn't soft. It's strategic. It is an endless source of energy.

When you're grateful for the privilege of solving hard problems, you show up differently.

You stop chasing perfection and start creating momentum.

The gap will always be there. That's the nature of growth.

But so is everything you've already built.

Both are true. You get to choose which one you focus on.

The founders who last don't just optimize for performance.

They optimize for what makes the journey worth it.

Joy and gratitude are strategic.

Joy and gratitude will make your life better.

Joy and gratitude are self-fulfilling. The more you focus on them, the more you get of them.

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Last week I asked a CEO to declare schedule bankruptcy.

Blow up your calendar. Start from zero.

His days were back to back. No time to think. No time to execute. Just reacting.

"But these are all important meetings." Sure. But what are you optimizing for?

Your calendar should solve for two things:
1. Energy
2. Impact

Not accessibility. Not being helpful. Not keeping everyone happy.

Energy and impact.

So he is rebuilding from scratch.

What stays:
- Activities that leverage his unique superpowers
- Activities that give him energy
- Deep work blocks for his top strategic priorities

What goes:
- Status update meetings (send a doc)
- "Quick syncs" (usually not quick)
- FYI meetings (you don't need to be there)
- Networking coffees with no clear outcome

What gets blocked:
- Deep work blocks (energy)
- Exercise (energy)
- White space (both)

I can't wait to see the impact this has on his energy and the momentum of his business.

Most CEOs are calendar broke and don't know it.

You're spending time you don't have on things that don't matter.

Schedule bankruptcy isn't radical. It's necessary.

Your calendar is your strategy. Make it solve for what actually moves the business forward.

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Nobody on their deathbed wishes they worked more.

Yet here we all are, looking for ways to squeeze more hours into our weeks. 

There's a disconnect here. Something that we will likely regret in the end. 

The fix isn't working more. It's wasting less. So much of our time is wasted. Fix that and we don't need to search for more hours.

Stop tolerating:
- Chronic stress, fatigue and brain fog. You are not meant to live this way
- Meetings with no agenda
- Toxic team members
- Leaders who can't keep up with the company
- Projects that don't move the needle
- Interruptions disguised as "collaboration"

Start protecting:
- Your morning for deep work
- Your energy for what matters
- Your boundaries from urgency addiction

The limitless CEO doesn't outwork everyone. They outthink them. 

Limitless CEOs focus on physical, mental and spiritual health first. This gives them more energy, focus and inspiration. They direct that at unlocking the growth in their companies (and themselves). Creating a virtuous cycle.

Your company needs your creativity and energy, not your exhaustion.

Build the habits that expand what's possible without burning out.

That's the unlock. This is what we are doing Limitless.ceo

Limitless.ceo

Founders: stop pricing your deals for perfection.

Jason M. Lemkin just broke down the Brex acquisition: a $5.15B exit that's being called a "failure" because it's below their $12.3B peak valuation.

Think about that. A $5B exit. In 8 years. Called a failure.

This is what happens when you raise at valuations that require top 0.1% outcomes. You lose optionality. Jason calls these deals "hubristic". That nails it.

The problem isn't the capital. It's the expectations.

When you raise at $12B, a $5B exit isn't a win; it's a disappointment. The mercenaries who joined for paper gains leave. The narrative becomes "what went wrong" instead of "look what we built."

And it's happening again. Worse this time.

AI startups raising $2B seeds at $12B valuations. Before shipping products. Multiple funding rounds in one year. 3-4x markups in months.

Each round narrows your definition of success.

You're not just raising capital. You're setting the bar for what "winning" means to your team, your investors, and your ego.

A $3B exit sounds amazing—until you raised at $10B.

The founders who maintain optionality:
- Keep expectations grounded in reality
- Attract missionaries, not mercenaries 
- Preserve multiple paths to success
- Don't need perfection to win

I have raised over $1B in venture capital over the years. I never once went for the highest valuation. I always solved for the most aligned investor and the deal that would enable me to sleep at night.

Price for success, not perfection. Keep your options open.

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Here's how to get ahead of 99% of other founders:

Build a daily learning loop.

End each day with 4 questions:

1. What did I do well today?
2. What could I have done better?
3. What did I learn?
4. What adjustments do I need to make tomorrow?

Five minutes. That's it.

Most founders never do this. They just keep going. Same patterns. Same blind spots. Same results. 

The ones who scale themselves faster than their companies? They extract the lesson before moving on.

They notice when a decision worked, and why.
They catch patterns in what's not working before it becomes a crisis.
They adjust in real time rather than when something breaks (most often it is the founder that breaks).

The best founders go through compound learning.

Each day builds on the last. You get sharper. Faster. More deliberate.

Start tonight. Four questions. Five minutes.

That's the difference between grinding and growing.

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We read a lot about the big outliers. The multi-billion $ market leaders. That's interesting but not relevant. That's not your world. And it's not my world. 

It's far more relevant to hear stories from founders who are closer to our reality.

Blair Livingston founder of Street Context is a story teller like no other. I was enthralled listening to his journey. I wanted to be sitting by a campfire.

There is so much actionable and inspirational goodness in the episode. 

Check out "The Startup CEO Show" where ever you catch your podcasts.

Episode link in the comments.

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Tinkering at Contextual Markets

Darrell Heaps took Q4 public. Then took it private with PE. 

18 years leading one company through every stage of growth.

Most founders don't make it past Series B. Darrell stayed in the CEO seat through IPO, private equity, and exit.

He was on the podcast last year. If you missed it, here's what he learned:

✅ Going public isn't the finish line. It's a new set of constraints. Quarterly pressure. Public scrutiny. Different growth expectations.

✅ PE brings capital and operational rigor. But you trade some control for expertise and resources.

✅ Leadership evolves. What got you to $10M won't get you to $100M. You have to grow faster than the business or you become the ceiling.

Darrell stayed focused on customer value through every transition. Product-market fit at scale. Revenue growth is the unlock.

Not chasing trends. Not optimizing for the fundraise. Building something durable.

If you're a B2B SaaS founder thinking about what comes after Series B, this interview is worth your time.

Link in comments.

The real reason you can't sleep? You're trying to finish the workday in your head after hours.

Most CEOs lie in bed replaying conversations, solving problems, planning tomorrow. That's not insomnia. That's unfinished business.

When I was at FreshBooks, this happened to me all the time. I called them "freshmares" (FreshBooks nightmares).

Your brain doesn't care that it's 11pm. If you didn't close the loops, it will close them for you.

Spend 10 minutes at the end of your work day:
- Do a quick review: what went well today? What did not? What did I learn?
- Write down what's unresolved
- Capture tomorrow's priorities
- Acknowledge what you completed

Ideally this work day should end hours before you want to sleep.

You need a simple closing ritual to signal to your body that you are done. 

Even though I work from home, I change my clothes when my work day is done. I get outside if it's nice out. I change my context completely.

Your brain needs permission to stop working.

Give it that before you ask it to sleep.

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Most CEOs are running on fumes by 2 pm.

Burnt out. Scattered. Making decisions that matter with zero energy left.

I used to be the same. Until I rebuilt my day around energy, not efficiency.

Here's what changed:

No meetings before noon:

Mornings are for deep work. Writing. Podcast recording. Program design. This is when my brain works best. I protect it ruthlessly.

I work out before lunch:

This resets me. I'm not grinding through the afternoon. I'm starting fresh with full energy for my clients.

I batch my coaching calls:

All client work happens in the afternoon. I'm in flow state. Full focus. No context switching between a coaching call and a budget review.

I stop when the work is done:

Not when I'm exhausted. When my priorities are complete. Then I actually rest.

Sleep is non-negotiable:

Same bedtime every night. Wind-down ritual. Today's performance started with last night's sleep.

This isn't about discipline. It's about design.

Your calendar either protects your energy or destroys it.

Most CEOs let their calendar happen to them. Then wonder why they're making million-dollar decisions at 6 pm when they're mentally done.

You can't scale a company faster than you can scale yourself.

Start with energy. Everything else follows.

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Chase Dimond

Top Ecommerce Email Marketer & Agency Owner | We’ve sent over 1 billion emails for our clients resulting in $200+ million in email attributable revenue.

I help brands make more money with email marketing.

I’m a Co-Founder of Structured, an ecommerce email marketing agency. Since launching in 2018, our team has helped brands send billions of emails and generate over $200M in email-attributable revenue.

We’re a top agency partner for platforms like Omnisend and Klaviyo.

Shopify featured me as a top email marketing influencer. I’ve also received LinkedIn’s Top Voice Award for Email Marketing, and Favikon has ranked me as the top email marketer across social media.

Some of the brands we’ve worked with include:

Poo~Pourri
Eight Sleep
Health-Ade
Mixtiles
Vessi

If you’re looking to hire an experienced email marketing agency, you can reach me here:

chase@chasedimond.com

——

Outside my agency, I run a number of other fast-growing businesses. I’m fortunate to have over 750,000+ followers and subscribers across my social channels and email newsletter.

I’ve worked with companies including:

LinkedIn
Amazon
TikTok
Gamma
Alibaba
Zapier
ClickUp

I work with a small number of paid sponsors and partners each year.

If you’re interested in exploring a potential fit, please email me with details:

chase@chasedimond.com

My newsletter is your no BS guide into what's working in email marketing - I'll give you the latest tips + tactics to help you drive more revenue from your email marketing channel. 

Sign up (it's free) here: https://chasedimond.com/chase-email-newsletter

Working with smart people is great.
But it is not enough.

Because intelligence can solve problems.
But humility and kindness build cultures where problems don’t have to exist in the first place.

Here’s why it matters so much 👇

Kind and humble people:

They make collaboration effortless.
You don’t waste energy defending ideas or egos. 
You build together - faster, cleaner, and with more trust.

They create psychological safety.
When people feel respected, they speak up, share bold ideas, 
and admit mistakes early. 
That’s how teams innovate and grow.

They inspire long-term loyalty.
People don’t leave companies - they leave toxic dynamics. 
Working with grounded, genuine teammates keeps great talent around.

 Ways to practice kindness and humility at work:

Listen more than you talk.
You don’t need to have the loudest voice to have the strongest impact. 
Listening builds connection and earns respect.

Give credit - generously.
Acknowledging others’ work doesn’t diminish your own. 
It multiplies the trust and energy in your team.

Keep learning.
The moment you think you’ve “arrived,” you stop growing. 
Stay curious, stay open, and never let success make you unapproachable.

Kind people build strong teams.
Strong teams create big results.

Top Ecommerce Email Marketer | $200M+ Generated via Email

If your job costs you your peace,
it’s too expensive.

You deserve a job that lets you sleep peacefully at night -
not one that keeps you awake questioning your worth, your future, or your sanity.

A healthy career doesn’t rely on:

 ❌ burnout
 ❌ constant anxiety
 ❌ toxic expectations

A healthy career is built on:

 ✔️ clear boundaries
 ✔️ supportive leadership
 ✔️ meaningful work
 ✔️ respect for your time and well-being

Your job should challenge you - not drain you.

It should grow you - not break you.

And it should fit into your life, not become your life.

If your work steals your peace, it’s costing you more than it pays.

Funny how your brain has unlimited energy
for worst-case scenarios.

It can write entire disaster scripts at 3 a.m.
With dialogue.
With consequences.
With a soundtrack.

But ask it to imagine things going well
and suddenly it needs evidence, references, and a peer review.

That’s not intuition.
That’s anxiety pretending to be preparation.

You don’t need to stop overthinking.
You just need to stop letting it bully you into pessimism only.

If your mind insists on spiraling,
at least make it spiral in both directions.

Same brain.
Different hypothesis.

Image credit: bywiseword

Reality:
A small, ordinary action.

LinkedIn:
A “high-impact initiative” with “key learnings” and “next steps.”

Clear communication beats inflated language.
Strong professionals don’t need to oversell normal work.

Say what you did.
Say why it mattered.
Move on.

Clarity builds trust faster than buzzwords.

Image credit: TheSecretAcct on Twitter/X

It’s not about collecting business cards or follower counts.

It’s about building bridges with people who get it - who challenge you, inspire you, and open doors you didn’t know existed.

The right network doesn’t just grow your career - it expands your mindset, your confidence, and your opportunities.

Here are 12 ways to build powerful, authentic connections:

1️⃣ Lead with curiosity. Ask, don’t pitch. People love being seen and heard.

2️⃣ Add value first. Share insights, introductions, or encouragement before asking for anything.

3️⃣ Show up consistently. Comment, engage, and participate where your industry hangs out.

4️⃣ Find your communities. Join professional groups, Slack channels, or niche forums.

5️⃣ Attend events strategically. Go where your next mentor, collaborator, or client might actually be.

6️⃣ Follow up. A short, thoughtful message can turn a conversation into a relationship.

7️⃣ Be generous with your expertise. Give more than you take - it builds reputation fast.

8️⃣ Don’t chase status. The best opportunities often come from peers, not big titles.

9️⃣ Stay authentic. Pretending to be someone you’re not is the fastest way to disconnect.

1️⃣0️⃣ Keep it human. Share stories, not sales pitches.

1️⃣1️⃣ Support others publicly. Celebrate others’ wins - it builds goodwill that lasts.

1️⃣2️⃣ Play the long game. Relationships compound like interest; nurture them with time.

The truth? You’re one conversation away from a completely different path.

Image credit: Tim Stoddart

The advice I wish I could’ve given myself 8 years ago:

Create a culture people never want to leave.

Yes, you can’t keep everyone with a 0% turnover rate. 
Let’s face it.

But what you can do is build an environment people don’t want to walk away from.

Build a culture that makes employees:

↳ Recommend it to their friends as the dream job, 
↳ Stay, even if the paycheck isn't perfect yet, 
↳ Come back when the conditions are right.

Think about it:

👉 A competitive paycheck might keep someone for a while, 
But a toxic culture will drive them away for good.

👉 You can offer all the perks, but if the culture is unhealthy, 
Nothing will make your best people stick around.

People stay where they feel valued.

It’s not just about the money—it’s about creating a workplace 
that makes people excited to show up every day.

♻️ Share this post with your network if you agree. 

 Credit: Victoria Repa ( go follow her )

Small habit.
Big impact.

The way you speak to yourself
every morning
becomes your baseline.

Speak growth.
Speak calm.
Speak possibility.

It adds up.

Image credit: Wordofwise_ on Twitter/X

“Hire the people that…”

Interesting how the list skips:
– constant availability
– performative hustle
– being the loudest voice
– working 24/7 for optics

Great teams grow from maturity, not heroics.
From people who communicate clearly, take ownership, and move in sync.

Ego slows teams down.
Trust speeds them up.
Psychological safety keeps the work moving.

Hire for reliability and collaboration first.
Everything else gets easier after that.

Nobody talks about this part enough.

You can do it tired.
You can do it frustrated.
You can do it unsure.

You just can’t do it if you quit.

Keep going.


Image credit: Dearme2_ on Twitter/X

Here’s a hard truth most people avoid:

If you’re not making mistakes, you’re not moving forward.

I learned this the slow way.

Early on, I tried to get everything right.
Perfect plan.
Perfect timing.
Perfect execution.

And progress?
Basically stalled.

Things only changed when I gave myself permission to be wrong.

To test ideas that might flop.
To ship work that wasn’t perfect.
To learn out loud instead of waiting in silence.

Mistakes aren’t failure.
They’re feedback.

The people doing the most interesting work
aren’t avoiding mistakes.

They’re just willing to make them faster.

Safe paths feel good.
But they don’t teach much.

Growth always comes with friction.
That’s the price of trying something new.

Image credit: Tomas Gorny

Marketing is great they said…


P.S. If you write emails and you’re looking for inspiration, check out:

inboox.ai

“It wasn’t a waste of time if you learned something.”

That’s easy to agree with in theory.
Harder when the lesson came with lost money, bruised confidence, or a year you won’t get back.

Still - experience has a way of paying later.

It sharpens your instincts.
It changes what you tolerate.
It shortens the gap between seeing a red flag and acting on it.

Not every chapter produces visible wins.
Some exist to quietly upgrade your judgment.

And that upgrade shows up in every decision after.

10 years of rejection.

That's how long Squid Game's creator spent pitching his script.

Studio after studio said no.
Too dark. Too violent. Won't work.

Then Netflix took a chance.

28 days later, it became their most-watched show in history.

A decade of "no" turned into a $900M yes.

Most people quit after a few rejections.
They assume the silence means the idea is bad.

But rejection isn't a verdict.
It's just timing.

The right opportunity doesn't always show up first.
Sometimes it shows up tenth. Or hundredth.

If you're getting rejected right now, consider this:

You might not be wrong.
You might just be early.

Keep going.


Image Credit: Amy Sussman/WireImage; Noh Juhan/Netflix

How to survive marketing in 2026.

Open your laptop.
Check Slack.
Three notifications in…

…and you already feel behind.

Sound familiar?

In 2026, “digital marketer” doesn’t mean one role anymore.
It means the entire agency in one tab.

Copywriter.
Strategist.
Videographer.
Social media manager.
Designer.
Editor.
Analyst.

All before lunch.

From experience, the problem isn’t a lack of skill.
It’s the expectation that one person can do everything at once and do it well.

Burnout doesn’t come from hard work.
It comes from an impossible scope.

The marketers who survive aren’t the busiest.
They’re the ones who set boundaries, prioritize ruthlessly, and stop trying to be great at everything every day.

Because marketing isn’t about doing more.
It’s about doing the right things consistently.

Agree?

Most marketers track a ton of metrics.

Very few know which ones actually matter.

Here are 7 worth paying attention to, plus how to improve each one:

(bookmark this)

Our email domains kept getting blacklisted at my agency.

Everyone assumed we were sending too aggressively.

After diving into the data, we found the real issue.

18% bounce rate.
From a "verified" list.

We had bad data.

𝗧𝗵𝗲 𝗵𝗶𝗱𝗱𝗲𝗻 𝗰𝗼𝘀𝘁𝘀 𝗻𝗼𝗯𝗼𝗱𝘆 𝘁𝗮𝗹𝗸𝘀 𝗮𝗯𝗼𝘂𝘁:

Deals lost during 2-3 weeks of rebuilding.
Hours spent verifying and cleaning lists.
Teams questioning their skills when it's not their fault.
Buying new domains every month.

We thought this was just how outbound worked.

Then I saw a friend's company sending thousands of emails each week.
Same domains. Month after month.
Strong deliverability maintained.

They were using Prospeo.io's data.

SMTP handshakes verify emails before you send.
BounceBan removes risky addresses automatically.
Weekly updates catch job changes that kill domains.

After testing several providers, Prospeo consistently delivered the cleanest data.

Our domains have been going steady for months now.
Data prep time cut by 80%.
Bounce rates dropped from 18% to under 2%.

Clean data isn't just about deliverability.
It's about keeping your team confident and productive.

What hidden costs is bad data creating at your agency?

Brand partnership • Top Ecommerce Email Marketer | $200M+ Generated via Email

6 Copywriting Techniques You Can Leverage for Your Sales Pages:

January hits different for ecommerce founders.

Sales slow down. Costs don't.

You're staring at:
- Depleted inventory
- Q1 expenses stacking up
- Ad costs that won't wait
- Cash tied up in last quarter's orders

The revenue will come. But the bills are here now.

This is the ecommerce cash flow trap.

Most founders either:
→ Wait it out and lose momentum
→ Take on debt with rigid terms
→ Give up equity way too early

That's where Wayflyer comes in.

Capital in 24-48 hours. Non-dilutive. Flexible repayment based on your actual sales.

No giving up ownership. No waiting weeks for bank approvals.

You restock. You scale Q1 ads. You keep the momentum going.

$6B+ already deployed to brands like yours.

If your cash flow is playing catch-up, get your offer today: 

https://lnkd.in/gJsgPrrm


#WayflyerSponsor

I used to think GTM complexity was just part of the job.

Multiple tools. Manual handoffs. Workflows that took hours to build and days to fix.

Last week I tested Apollo's AI Assistant on something different: workflow creation.

Instead of clicking through menus and configuring triggers manually, I just described what I wanted in plain English.

The AI built the multi-step workflow in minutes.

What used to require:
→ A GTM engineer
→ Multiple tools stitched together
→ Hours of setup and testing

Now happens in a single conversation.

Same thing with building prospect lists, creating sequences, or analyzing campaign performance. Describe what you need. The AI handles the execution.

Most teams are still doing GTM the old way. Clicking through settings, connecting triggers, testing each step manually.

Meanwhile, the fastest operators are just talking to the AI.

GTM shouldn't require an engineering degree.
It should require clear thinking and the right tools.

Join the beta waitlist:

https://lnkd.in/gW2ZeEUb

#ApolloAIAssistant #ApolloPartner

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The Battle

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taplio

The Battle

Mark MacLeod

Chase Dimond

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Mark MacLeod's LinkedIn Performance

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