Dom Raimondo

Talent leader, and Papa. Mostly made of water. 

Senior Talent Attraction Partner

Helping Jobber build world-class teams in Engineering and Product

This post celebrates the unsung heroes of my story.

Last year, I joined Vasco in a brand new role. One that would leverage my strengths and passion, which I have built a career around, but also stretch me in new areas I have always wanted to explore. I was hired as a solo-person HR function, in a very high-autonomy culture, with a focus on Recruiting, but took on a much, much broader scope. For me, Vasco became a perfect lab for growth. Growth is uncomfortable, and Guillaume Jacquet & Sébastien Rothlisberger gave me the keys to that castle on day 1. A privilege I'm thankful for every day. 

Along the way, I learned a few things. Importantly, I was going to have to be highly resourceful. I wasn't going to find all the answers I needed internally. AI helps, but it doesn't replace expert opinions. I've been hoarding open-source resources from other companies building in the open for years (bless them!), but that's often not enough.

If you're like me, with a high work ethic but a tendency for low self-confidence (I know, working on it), what you do is you seek out partners and voices who can help you figure it out.

This post is a shoutout to them:

Hasan Shahariar, cpa, and Christine Laman from Nex CPA - Our fractional CFO team. Always, always on the ball! 

Payal Panchal, PCP - The magic behind the "Payroll that just works"! Running payroll has been a new challenge for me, and Payal has single-handedly been the best part of my experience with Humi by Employment Hero. 

Alexandre St-Jean - On s'est rencontrés pour un café, et j'ai tout de suite su que je voulais travailler avec Alex. Alex et son équipe chez Hélice sont rapidement devenus mes partenaires sur qui je peux compter pour toutes les choses RH. 

Camille Provencher - Ma go-to Legal Partner, de Blue HF Legal, toujours là pour m'aider et m'orienter vers les bonnes ressources. 

A big shout-out to those who have also been generous with their time, sometimes just bouncing ideas, sometimes unblocking me on issues: Olessia Sobetski, Antonio Carruyo Romero, Anne-Marie Fortin, Katy Hoszka and more recently James A Seechurn. 

Ma famille: Josée et Dany ❤️

Behind every person on here talking about their successes, there's often a village of people who helped them get there. I wanted to make my village visible. 

✌️ Love

Dominic Raimondo

I help high-achievers thrive in work and relationships 💙 | Business strategies that work on humans too | Remote wisdom from 25+ countries

Why do we use our best frameworks at work and our worst habits at home?

What if the playbooks you use to save $100K+ accounts could also save your relationships and closest friendships? 

I learned this the hard way.

After 5+ years in CS, managing $10M+ ARR, I almost lost my most important account: myself. The same frameworks I used to keep customers loyal also saved my relationships and rebuilt my life:

- Resolve conflicts before they explode
- Communicate proactively so people feel seen
- Deliver value without burning out
- Build trust that lasts

They work in business, dating, friendship, with any human, in any context, and they’re something AI can’t replicate.

Now I share what actually works:
→ Business frameworks that improve work and relationships
→ Remote work wisdom from 25+ countries
→ GTM + CS strategies that scale humans, not just headcount

Because your 9-5 skills shouldn’t clock out at 5:01.

____

Hi, I’m Anthony 👋

CS leader, remote work advocate, and lifelong learner passionate about growth, habits, and helping people thrive without burning out.

Whether you're:
→ A leader looking to strengthen teams and client relationships
→ A remote professional balancing career and connection
→ Or a high-performer ready to apply proven frameworks outside of work

You're in the right place.
📬 Reach out to collaborate, connect, or just say hi!

I’m on a mission to build something bigger: a platform to help high-achievers escape burnout, embrace remote work, and design lives they don’t need to escape from.

____

As a CSM, I’ve: 

→ Scaled departments from $350K to $1.5M+
→ Managed $10M+ ARR across global SaaS accounts
→ Boosted LTV by 279% with better onboarding
→ Cut churn by 15% through scalable playbooks
→ Closed and led companies' biggest deals
→ Built AI-powered systems that scaled adoption + self-service
→ Mentored and coached new CSMs to performance faster

Behind every metric is the same philosophy: when you create people-first experiences with smart systems, growth runs on autopilot.

Anthony Boudreau

QBRs should be extinct

Every CSM knows this

Yet… here we are, scheduling another one.

This old 2015 tactic somehow stuck around and nobody's asking why.

Here's what a QBR actually became:
Performance theatre.

CSMs spend hours building slides nobody reads
Skimmed 5 minutes before the call (if you’re lucky)
Mid-management, no decision makers
Everyone nods, nothing changes

And we do this... quarterly?
The world moves in weeks, not quarters.

Your customer's priorities shifted twice since your last QBR.
Budget got cut.
Champion left.
Competitors in their ear.

But sure, let's wait 90 days to "review the partnership"

Can we be real for a sec? 

If you need a QBR to know how your account is doing, you've already lost.

You should know continuously.
You should have C-suite buy-in all the way through.
You should be in the conversation, not scheduling a formal one.

QBRs aren't strategy.
They're a crutch for teams that don't have real-time visibility.

Kill the QBR.
Build systems that keep you in sync constantly.

What's a "best practice" in CS that you think should die?

Your CS team is working hard. Revenue’s still leaking. I find why | Enterprise Ops @ Deel

"LinkedIn is so bad now"
"full of AI slop"
🤦🤦🤦

My feed's the best classroom I've ever had.
And I plan to keep it that way.

I learned more about CS, remote work, and AI in 6 months than 4 years of "figuring it out"

Here's who I actually learn from:

Customer success:
- Daphne Costa Lopes, strategic, no fluff
- Markus Rentsch, challenges everything I thought I knew
- Noah Little, tactical and real conversations

Remote work:
So many have helped indirectly; most of my audience are remote workers.
But I always go back to Michelle Coulson when I want spicy, non-BS takes.

Health and mindset:
- Gary Vaynerchuk, energy and honesty I needed at 25
- Andrew Huberman, protocols that actually work
- Adam Grant reframes how I think about work and people

Your feed is a choice.
Curate it like your career depends on it.

(I write about CS, remote work, and trying to figure out what actually matters. 3x a week. Sometimes more when my brain can't shut up 💙)

Who's someone you learn from that most people sleep on? Please please please, share them below!

Remote work isn't what they sold you.

And it's not what you expected either.

Influencers show you:
Infinity pools, sunset coworking, laptop on the beach.

"Freedom"
"Flexibility"
"Live anywhere"

So you took the remote job.
Or you went freelance.
Or you convinced your boss to let you work from home.

And now?

You're "free"
You're also lonely.

Nobody tells you about:
- Eating lunch alone. Again.
- Your friends assuming you're "always available"
- Explaining to family why this is a "real job"
- 11pm calls because your team's in another timezone

And the influencers posting this lifestyle?

Half of them aren't even working.
They're selling the dream to people who actually are.

Real remote work?

Messy.
Blurry boundaries.
Incredible freedom that sometimes feels like isolation.

I've done this for 5 years across 25+ countries.

Best decision I ever made.
Also harder than anyone prepared me for.

Both are true.

Remote work is worth it.
But anyone selling you the fantasy without the friction?

They're not working remotely.
They're selling remotely.

What's one thing you wish someone told you before going remote? 💙

I'd hire a gym rat over an MBA.

And it's not even close.

Saw Vanessa at ElevenLabs say something that stuck:
"Proof of excellence is non-negotiable"

Not credentials. 
Proof.

The best GTM pro I ever worked with?
Retired national athlete.
Consistent, coachable, never cracked under pressure.

I didn't know his background for months.
I just knew he was different.

CS is full of people who "love helping customers"
Cool. So does everyone applying.

What separates the great ones?

Evidence they've done hard things:
- Stuck with something for years
- Took feedback without ego
- Showed up when it stopped being fun

You can't fake discipline.
You can't shortcut consistency.

Next time you're hiring, stop asking "tell me about yourself"
Ask: "What's something you've worked on for years that most people quit?"

The answer tells you everything.

What's your proof of excellence? 💙

Acquisitions usually kill culture.

This one didn't.

6 months ago, Omnipresent got acquired by Deel.
No clue what to expect.

Losing teammates and culture?
Shuffled into a random team?
Starting over with a new manager, new clients, new everything?

To say I was worried is... an understatement

Here's what actually happened:

Speed.. Like.. Ridiculous speed.
(Deelers know exactly what I mean)

They move faster than any company I've seen.
Ship weekly, decide fast, no bureaucracy.
Have an idea? Pitch it and they ship 
Or just vibe-code and the AI team will publish (what?!)

I met some of the most talented people I've worked with
Got to work under leaders who actually lead (Naina, Marigona 💜 )
Moved into Deel's Enterprise Ops (genuinely the best team)

And today? The Big Deel 2026.
AI agents, native ATS, crypto pay, mobility across 100+ countries, SOLID Enterprise scalability (😉)...

Not roadmap promises.
Shipped.

Most acquisitions drain energy.
This one injected it.

6 months in, I'm still processing how different this has been.

Have you ever been surprised by a company (good or bad)? 💙

taplio

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Anthony Boudreau

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The Battle

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Anthony Boudreau

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