I help nonprofits and purpose-driven organizations reduce friction in how they grow.

As Founder & CEO of Lake One, I lead a team of Digital Outfitters helping nonprofits, B Corps, and purpose-led businesses build sustainable growth systems built on HubSpot. Our work sits at the intersection of strategy, technology, and stewardship, connecting marketing, sales, and support so organizations can serve people better, not just scale faster.

Since 2014, I’ve partnered with founders and operators across nonprofit, healthcare, manufacturing, and technology, guiding them through the real work of digital transformation: aligning people, process, and platforms around a clear point of view.

My career began behind a microphone, as a DJ and later a reporter, where I learned how clarity and storytelling create trust. That experience still shapes how I lead today: designing systems that support humans, reduce friction, and enable better decisions over time.

I’m also a childhood cancer survivor and advocate. That experience deeply shaped how I think about stewardship, resilience, and the long view, and why I care so much about building systems that support people when things get hard, not just when they’re growing.

Outside of Lake One, you’ll usually find me rewilding my Minnesota yard, exploring trails, or supporting conservation and community efforts, reminders that growth only matters when it’s grounded in purpose.

Ryan Ruud

HubSpot Admin & Advocate | Sales, Marketing & Customer Experience Consultant Creating Strategies w/Full-Flywheel Business Enablement

I’m a brand builder, community leader, and HubSpot superfan who believes great strategy starts with empathy and ends with action. I’ve spent my career helping companies bring their brands to life, inside and out, by leading with curiosity, clarity, and a deep understanding of what actually connects people to purpose.

Storytelling is at the heart of everything I do. Not as a buzzword, but as a practice. I believe brands don’t just tell stories, they create experiences. Experiences that resonate, spark emotion, and build trust over time. Especially in complex ecosystems, the story people experience matters more than the one you tell.

You may know me as your HubSpot BFF, the one who knows where everything lives, who to ask, and how to move things forward.

I’m also the founder of Hiring for HubSpot, supporting people with HubSpot skills and those looking to build them, and the co-leader of the HubSpot Admin HUG, the largest global HubSpot User Group. These communities keep me close to the tools, teams, and trends shaping modern marketing and operations. More importantly, they keep me grounded in real people doing real work. With a deep commitment to helping people help themselves, I bring the curiosity of a lifelong marketer, the clarity of a seasoned brand strategist, and the steady hand of a leader who knows how to align teams, champion bold ideas, and lead through complexity without losing sight of the humans behind the work.

When I’m not building frameworks, I’m raising the next generation of fearless female leaders through my daughters’ Girl Scout troops, advocating for rescue animals, or sharing quiet moments over bourbon with my husband as we dream about what’s next.

D'Ana Guiloff

Check out who's coming to the HubSpot Admin HUG Tuesday:

Lily Rosenbloom, Zita de Zamaroczy & Harrison Boyd will be there to help you get flexible with your CRM views using HubSpot CRM index pages.

I'll see you in the chat 🧡 right?!?!? >> https://lnkd.in/eb94Wbf2

D'Ana Guiloff 🫶🏻

Your HubSpot BFF 🧡 | Champion of Clarity & Connection | Community Experience Leader

Come grab a HUG >> adminhug.info/flexiblecrm012026

Another solid HubSpot Admin HUG resource ready for you.

Catch the Flexible CRM session recording now >> adminhug.info/flexiblecrm

My biggest takeaway:

😍 Flexible CRM does not mean duct tape and hope. It means being intentional about what you bend, what you lock down, and how you design HubSpot so it still works as teams and processes evolve.

If you’re supporting multiple teams and crossing your fingers every time something changes, this one’s worth your time. (There are some new filtering options that'll blow your mind 🤯)

Huge thanks to the HubSpot product team for digging into this with us and answering admin-level questions head on → Lily, Zita, & Harrison ←

Kyle & I will see YOU at the next HUG, Admins 🧡

Check out the recording >> adminhug.info/flexiblecrm

One of my favorite parts of being a The Walt Disney Company passholder… heading over for a quick afternoon trip around the world finding all the yummy appetiser-sized bites worth trying at EPCOT.

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Struggling to get ChatGPT, Claude, or Gemini connectors working smoothly in HubSpot? 

You’re not alone. 

Join us today for the HubSpot Admin HUG where Stjepan Grcic breaks down how to set up AI connectors with no guesswork. 

Learn which AI fits your use case, build real workflows, and connect with fellow HubSpot admins in our weekly session. 

If AI feels complicated, this is your map to make it simple. 

See you in the chat 🧡 >> https://lnkd.in/eZHAQKuP

Helping People Help Themselves ​>​> Brand Leader | Fractional CMO & Coach | HubSpot User Champion 🧡 Crafting Experiences That Stick and Teams That Soar

Your HubSpot Flexible CRM recap 🔧

If you missed the Admin HUG (or were busy holding your CRM together with duct tape), here’s the short version:

A flexible CRM doesn’t mean chaos.

When it’s designed intentionally, HubSpot can flex with different teams and processes without creating cleanup or future rebuilds.

Lily Rosenbloom, Zita, and Harrison Boyd walked through where flexibility actually matters, what can stay locked down, and what Admins can stop overthinking.

If flexible CRM design lives anywhere in your world, or you just like access to your data the way you want to see it, catch the recording.

Be sure to subscribe to the HubSpot Admin HUG YouTube channel to get notified when it drops and keep flexibility without the future regret >> adminhug.info/youtube

See you in the chat next Tuesday 🧡

I think about connections a LOT. Like…A LOT A LOT

They determine what you see, who it’s from, when you see it & so many other things that shape how this platform actually feels to use. Honestly, it would be weird if I didn’t think about it.

So when I saw Becca Chambers ✨ post about connecting with zero context, I figured I’d share my own connection strategy & habits here on LI.

My goal is simple: Be connected to people I respect, learn from, enjoy hearing from & would actually chat/hang out with. If I wouldn’t hold a comments-section convo with you, send you a GIF response, or sit in the back of a conference keynote together…should we even be connected?

LinkedIn is the only place I work pretty hard to stay at inbox 0. Messages + connection requests pile up fast & I clear them weekly (the Grow tab & Focused inbox are VERY helpful). Not for productivity glory, but because I often share my live LI backend during the HubSpot Admin HUG housekeeping & no one wants to see all those red bubbles. 😳 I’m doing this for anxiety reduction, OK.

What makes me click accept is usually some combo of:
You have a profile photo. The gray anonymous avatar gives me hesitation.

We have around 30 mutual connections. I bend that number depending on who LI shows me as the mutual.

If we don’t have many mutuals, your headline better be enticing & your profile needs to back it up, because I’m about to do a full LinkedIn stealth background check. The real reason I pay for Premium.

That's inbound connections.

I set aside time, usually Fridays or Saturdays, for outbound connecting.

I use the Catch Up tab (still convinced the names should be swapped) & scroll through:
Connections you may know
People... you may know based on recent activity, in my industry or went to my college (go Gators 🧡💙)

I give myself either a time limit or a connection limit, never both.
Hit 30 mins before connecting w/ 20 people, I 🛑
Connect w/ 20 people before 30 mins, same deal I 🛑

This keeps me out of the rabbit hole & saves requests for the rest of the week. Shoutout to the “you have reached your connection request limit” notification. My nemesis!!

I’m way pickier how I choose who to connect with:
No profile photo. Full 🛑. I want to know you’re human

No banner? Your headline/about better be 🔥 I mainly want proof you actually use LI & will see my request

If we have 50+ mutuals, I’m probably lurking & clicking w/out a note (balls in your court)

If we have 150+ mutuals, it’s an instant click & I’m wondering how we aren’t already friends. Likely adding a personalized note 👋🏻

The literal goal written on my whiteboard is “make new friends”
Not “grow an audience.”

I am trying to make deeper connections with humans that I genuinely like. I want my feed filled with people I want to hear from, learn from & talk to. I’m also counting on my connections to help see who’s worth being connected with. No pressure, but also…don’t let in the creeps

So, am I being extra…or just intentional?

HubSpot Help Desk is on fire 🔥 it's time to come unlock HubSpot Service Hub

If you’re running support in HubSpot, you already know:
Help Desk can either be incredibly clean… or quietly chaotic.

At today's HubSpot Admin HUG, Caitlin Juliano is breaking down exactly how Help Desk actually works inside Service Hub, what’s new, what’s changed, and what Admins should stop overthinking.

This isn’t a surface-level walkthrough or pitch. It’s about setting support up so it scales without constant fixing.

If support lives in your world (or you get all of the questions to fix the systems to support support), you’ll want to be there.

See you in the chat 🧡 >> https://lnkd.in/eJWJ-hGu

taplio

The Battle

Ryan Ruud

D'Ana Guiloff

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taplio

The Battle

Ryan Ruud

D'Ana Guiloff

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);}D'Ana Guiloff's LinkedIn Performance

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Performance ScoreD'Ana Guiloff's LinkedIn Performance