Bootstrapping Business Architect | Building revenue-first companies to $5M/yr profits by leveraging technology (HubSpot + AI) to stay lean!

Serial entrepreneur. RevOps architect. Founder @ Peddle 🚴‍♂️

I help B2B SaaS & service companies (with $2M–$50M ARR) scale their revenue using lean startup principles, HubSpot, and AI. My agency, Peddle, is a Platinum HubSpot Partner built to turn messy go-to-market strategies into repeatable, scalable machines.

From launching a college startup and winning funding, to building healthcare businesses during a pandemic, to helping founders automate their revenue engines — I’ve lived the startup rollercoaster and now help others ride it with a map.

💥 Specialties:
→ Revenue Operations (RevOps)
→ CRM Strategy & HubSpot Implementation
→ Lifecycle Mapping & Sales Pipeline Design
→ Onboarding, Training, and SOP Systems
→ Building GTM Systems That Actually Scale

Let’s connect if you’re tired of winging growth and ready to build something that runs while you sleep.

I’m always on the lookout for ways to give back. Some of the community organizations I've worked with:

A Plus Family Care - provided OB/Gyn & primary care services to underserved (medicaid) patients.

The Urban Ministries - helped provide free/pro bono healthcare to communities in need.

Making Magic Alliance - sat on the board and helped raise funds to send kids to summer enrichment programs. Statistics show children involved in summer enrichment programs have higher tests scores, higher acceptance rates for college, and greater overall success!

Venture Cafe - an MIT & IBM joint venture in the Cambridge Innovation Center (CIC) on MIT's campus in Cambridge, MA, one of the largest entrepreneurship incubators worldwide with +800 startups in the CIC office. 

In the Raleigh area, we created a program to help the men & women's Oak City Care's homeless shelter by partnering with food trucks to support the Oak City Cares mission of feeding our community members in need.

News Coverage:

ABC11
https://abc11.com/volunteers-provide-free-meals-clothing-on-christmas-eve-/5783635/

CBS
https://www.cbs17.com/my-carolina/help-feed-your-neighbor-with-oak-city-fish-and-chips/


Personal Awards & Accolades:

Entrepreneurship
2010 NC State eGames 
-Best Business Plan - Gold Medal
-Best Product Development - Gold Medal
-Best Marketing Plan - Gold Medal
-Best in Competition (overall) - Gold Medal

2011 MassChallenge
-Finalist

2011 NC State “Accolades” Alumni Magazine
-Centerfold Article “Strumming Up Business”

2012 NC State eGames 
-Best Arts Feasibility Study - 1st Place

2013 NC State Entrepreneurship Initiative
-23rd Annual Innovation Award

2014 White House Invitation
-The Champions of Change guest

Italo Leiva

Most sales teams don’t have a sales process problem.
They have a **Process Enforcement** problem.

You can write the cleanest SOPs in the world…
If reps don’t follow them *daily*, they’re useless.

In my new video, I show how I standardize an entire @HubSpot sales process in 1 hour using @Supered Process Boards — and why this replaces traditional SOPs altogether.

Here’s the framework 👇

Supered creates "Process Boards" = One board per process.
Let’s start with the most important one: Deal Management.

I break it into three rule categories:

Data
Rules that protect deal quality.
Contacts and companies always attached. Required fields always filled. No garbage data.

Momentum
Rules that keep deals moving.
Close dates never in the past. Recent activity required. No stalled pipeline.

Execution
Rules that enforce action.
No overdue tasks. No missed follow-ups. Every deal has a next step.

Each rule creates a **count on the board**
The goal is simple: **get to zero every day** 

Think Inbox Zero — but for your sales process.

When the board hits zero, you *know* the process was followed.
No audits. No micromanagement. No guessing. Just a birds-eye view of your entire team, following the process, everyday, 100% of the time.

Pro tip I share in the video:
Watch what your *#1 sales rep* does differently. Document it. Turn it into process rules. Add it to the board.

That’s how B players start performing like A players — by running the same system every single day.

SOPs are dead.
Process rules are how modern sales teams win.

👇 Watch the video and steal the framework.

Bootstrapped Business Architect | Building revenue-first companies to $5M in annual profits by leveraging tech to automate income. #HubSpot #Synapsa.AI #Clay #Chatgpt #Supered #AskElefant

Most B2B SaaS and service companies hit a wall.

It happens around $1M to $2M in revenue.

Growth slows. Sales cycles get longer. The playbook that got you here stops working. 

You’re missing the 6 Key Processes needed to hit $5M ARR. It’s not about more leads, it’s about better processes.

Trust me, I’ve been there. A few times now.

Here's what I learned...
You're running a collection of disconnected tools and random processes, not a system built for scale.

When you're small, you get away with duct tape. But reaching $5M means building a repeatable, revenue-first growth engine.

That's where HubSpot, automation, enablement, and AI step in.

Here are the 6 Key Processes:

You need...
- One source of truth for data -> HubSpot CRM +AI intent signal capture for top of funnel 

- Automated handoffs between marketing, sales, and success -> HubSpot Workflows and Lead Scoring

- Nurtures and alerts so leads never fall through the cracks -> HubSpot sales sequences + AI email nurtures to book meetings. **I use Synapsa for our nurtures. The HubSpot integration makes it easy for AI beginners to train your BDR Agent to nurture leads via email + SMS and book calls based on your brand voice, customer pain points, and offers. It’s GOLD.

- Scorecards and dashboards to spot friction, not just celebrate vanity metrics -> HubSpot Dashboards & Supered Process Boards

- Enablement. Document the process in a simple enough way that a new hire can join the team today & actually be effective. -> Supered⚡ Cards and Action Plans put your SOPs right INSIDE of HubSpot.

- ADOPTION! You can build the best system but if your team doesn’t adopt it to run the plays, you best believe you won't be putting points on the board this quarter! -> Supered⚡ Process Boards report on your teams ability to follow the processes you build inside of HubSpot (and SalesForce now too).

Tools like automation and AI don’t replace the fundamentals, but they unlock speed, scale, and insights you just can't get manually. 

Suddenly, you're forecasting revenue accurately. 

You're personalizing outreach at scale. 

You're freeing your team from busywork to focus on closing deals, and, most importantly, you’re building for scale by cloning yourself (2x) through enabling your team and improving velocity by sprinkling some automation and AI in there (10x).

But this isn't about shiny tools. It's about building a business that runs itself, so you can focus on growth instead of chaos.

Stop hacking together another workaround. Build the system that takes you to your next milestone.

Real Talk: If any of you Founders are stuck in the $1-2M range, raise your hand in the comments and I’ll DM you the book list that changed my life starting with this freebie: "Buy Back Your Time" by Dan Martell. If it's helpful, I can also hop on a call with you to show you some of the things we've built that enabled me to get more time back in my day using these systems.

Real talk: scaling nearly broke our client experience.

As Peddle grew and we hired more team members, something started to crack.
Onboarding quality depended on *who* you got and *which doc* they happened to open.

And those docs?
Everywhere.

Google Docs
ClickUp
Miro
Random links
Half-updated SOPs

Sound familiar?

Here’s the kicker: most of our clients are B2B SaaS and B2B Services companies… and they’re dealing with the exact same chaos as they scale.

So we decided to fix it for ourselves first.

We took everything we had built over years of onboarding clients and put it ALL in one place: Supered.

With help from:
• Lindsay John 🍊 (Lion & Elm) bringing HubSpot onboarding best practices
• Caleb Phillips (AmplifyOps) helping us formalize this into real account management documentation
• Matt Bolian ⚡ (Supered⚡) helping us operationalize it cleanly

We combined:
• HubSpot onboarding guides from HubSpot + some elbow grease from LJ at Lion & Elm
• Our internal Peddle onboarding processes
• AmplifyOps account management frameworks

The result?

We finally:
• Productized our offers
• Made onboarding repeatable
• Trained new hires faster
• Delivered the same high-quality experience to every client

No more guessing. No more doc-hunting. No more “wait, where is that again?”

Watch the full breakdown on YouTube: https://lnkd.in/ezbRC3Pv

If you’re struggling to create a consistent onboarding experience as you scale, book a quick 15-minute call with me and I’ll happily walk you through how we approached this and what to do first.

👉 https://lnkd.in/deZ8TiqT

Scaling shouldn’t mean chaos. It should mean systems.

Open video: The Mistake We Made Scaling Our Agency — And the System That Fixed It on youtu.be

The Mistake We Made Scaling Our Agency — And the System That Fixed It

Most companies don’t have a leadgen problem.

They have an inbound execution problem.

Leads come in… and then:
• emails sit unanswered for hours
• forms don’t get qualified
• no-shows never get rescheduled
• lead magnets get delivered but never convert
• high-intent website visitors disappear

That’s not a marketing issue.
That’s a response-time + follow-up issue.

So I recorded a new YouTube video showing exactly how I replaced our appointment setter and inbound SDR work with a no-code AI agent using Synapsa.ai - the #1 AI agent for HubSpot.
 
This isn’t theory. This is our live setup.

In the video, I show how Synapsa:
• replies to every inbound email instantly
• qualifies leads and books meetings automatically
• rescues no-shows and turns them back into pipeline
• follows up on form submissions in real time
• delivers lead magnets AND converts them
• reaches out to high-intent website visitors
• acts as a chatbot that actually qualifies and schedules

And the best part?
Synapsa:
✅ never misses an email
✅ never rolls in to work late or hungover
✅ works 24/7, 365!

This replaces the repetitive inbound SDR and appointment-setting work so your humans can focus on closing, not copy-pasting replies.

I break down the full workflow step by step in the video:

👉 Replace Your Appointment Setter and SDR Team with Synapsa, The No-Code AI Agent for HubSpot

If you want the exact onboarding package + Supered⚡ playbook we use to deploy this in HubSpot, grab it here:
https://lnkd.in/eRkRWYGM

And if you want me to walk you through whether this makes sense for your business, comment or DM me SYNAPSA.

Stop hiring humans to do robot work.
Deploy the agent. Let your team focus on revenue.

Happy FriYay, ya'll 🥳

🚨 New video is live 🚨

The Ultimate Guide to HubSpot Sales Hub Onboarding — in DAYS, not months.

I’ve seen this way too many times 👇
Sales Hub onboarding drags on forever.
Reps are “trained” but still guessing.
Admins know where the docs are… everyone else doesn’t.

Months go by and leadership is asking:
“Why aren’t we seeing ROI yet?”

In this new video, I break down **exactly how we onboard Sales Hub fast** using **Supered** so teams are productive in *days*, not quarters.

Here’s what we cover:
• How to centralize all Sales Hub onboarding in ONE place
• How to train reps without endless meetings or shadowing
• How to turn Sales Hub into a repeatable, productized system
• How to stop relying on tribal knowledge to run your sales team

This is the same approach we use at Peddle to:
• Onboard new sales reps faster
• Deliver consistent Sales Hub implementations
• Reduce support tickets and “how do I do this?” pings
• Actually get value from HubSpot instead of just owning licenses

If you’re a B2B SaaS or B2B Services leader and Sales Hub onboarding feels slow, messy, or fragile — this one’s for you.

👇 Watch the video and steal the framework
(Your future sales team will thank you.)

#HubSpot #SalesHub #RevOps #B2BSaaS #SalesEnablement #CustomerExperience #Supered

I get asked a lot how I map lifecycle, lead, and deal stages in HubSpot.

So, I built a tool to help companies with both recurring and non-recurring revenue map their customer journey.

If you're struggling to align your buyer's journey and sales process with HubSpot, this can save you hours.

Download the guide and see how it works.

And if you want help customizing it for your business, book some time with me.

Link to get started: https://lnkd.in/dC7bMSsg

Calendar: https://lnkd.in/deZ8TiqT

Open article: RevOps Customer Lifecycle Stages by peddling.io

Challenge Accepted. ✅
2026 here we come!

🔥🔥🔥🔥🔥

The $10M Solopreneur | Helping 100,000+ experts turn their expertise into income.

Forget $100K.

Can you get ONE person to pay you $50?

That's basically the only question that matters when you're starting out.

Don't worry about funnels.
Or which tool to pick.
Or which platform.

Just go find one person who you can help and will pay you. 

I've seen far too many people waste far too much time doing anything other than that one simple thing. 

And twelve months later, they're burned out and haven't made one darn sale.

Because they skipped the only step that mattered:

Finding one person with a problem they'd pay to solve.

When I started seven years ago, I made the exact same mistake, too.

I had all of these big plans. 
Whiteboarded complex funnels. 
Had a multi-channel, holistic "strategy."

After that failed, I stripped it all back and asked one question:

"Who has a problem I can solve this week?"

I found one person. 
Charged them money.
And delivered the result.

Remember:

$100K (or any big number) is just one small sale, repeated and refined.

But you can't repeat it if you've never even done it once.

If you're stuck in planning mode, stop.

Find one person.
Solve their problem.
Charge them money.

I built a free 30-day system to help you get that very first sale.

It's called The Expert OS.

One short video per day. My templates, sequences, and prompts. Everything you need to get your first paying customer in 30 days.

Start day 1: https://lnkd.in/ezT6vcCv

There's never been a better day to get started.

Mapping sales stages in HubSpot isn't just about creating a pipeline. It's about designing a process that guides your team, speeds up deals, and increases conversions.

Start by defining each stage clearly. Know what qualifies a lead to move from one step to the next. Be specific. Vague stages waste time and cause confusion.

Align stages with your *Buyer's Journey* as stages and your sales process as tasks within each stage. Make sure everyone on your team has shared definitions and understanding. Consistency is key.

Use automation to move deals forward. Set entry requirements, rules that trigger updates, notifications, or tasks. Reduce manual work and keep everyone on the same page.

Track progress and bottlenecks. Use HubSpot reports to see where deals get stuck. Fix issues before they become leaks.

Most importantly, review and refine regularly. Your sales process isn't static. Adapt as you learn what works best.

Want a detailed, step-by-step guide to mapping your sales stages in HubSpot? Download my free lead magnet and turn your pipeline into a growth engine.

Link:

Open article: The Perfect SaaS Sales Pipeline Builder by peddling.io

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.

No alternative text description for this image

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

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The Battle

Italo Leiva

D'Ana Guiloff

Followers

Posts

Engagements

Likes

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