Trained to Automate.
Built to Scale.

Strategic automation and AI workflow systems that eliminate manual work, solve operational problems, and deliver measurable business value.

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1000+ tools we integrate

GoHighLevel
Make.com
Zapier
n8n
OpenAI
Claude
Gemini
Airtable
Google Workspace
Slack
Notion
QuickBooks
PandaDoc
Twilio

Solutions We Build

Automation, AI, and system workflows that eliminate manual work and keep your operations moving.

🔄

Workflow Automation

Multi-step workflows that route leads, update records, validate data, and keep your processes running end-to-end.

👑

AI-Powered Engines

Email triage, summarization, proposal generation, and other AI workflows that support your team.

💬

Messaging & Notifications

Email, SMS/MMS, and internal alerts that ensure the right person gets the right information at the right time.

🔗

Data Syncing & Integrations

APIs and system bridges that keep data consistent across tools like Airtable, Google Workspace, and more.

📄

Document Automation

Automatically generated proposals, SOWs, contracts, and reports routed to the right people and systems.

🌐

Websites & Funnels

High-converting websites and funnels, wired directly into your automations and follow-up flows.

How We Work

A clear, step-by-step journey from first conversation to fully deployed automations.

1

Discovery

We dig into your workflows, tools, and bottlenecks to understand where automation will help.

2

Blueprint

You get a visual blueprint: triggers, data flow, systems involved, end-to-end.

3

Build

We design and build your workflows, AI engines, integrations, and components.

4

Test & Refine

We run edge-case tests and make sure everything is fast, reliable, and aligned.

5

Launch & Handover

We deploy the system and hand over documentation so you feel confident owning it.

Why Heeler Digital

Practical, reliable systems built with clarity, structure, and long-term maintainability.

Built to Solve Real Problems

We don't automate for the sake of automation. We find the bottlenecks costing you time and money, and design workflows that directly eliminate them.

Clean, Maintainable Systems

Organized modules, predictable naming, and documented logic—so your workflows are easy to understand, edit, and scale without stress.

Automation & AI Expertise

Make.com, OpenAI, Claude, Gemini, Zapier, Airtable, Twilio—all integrated with intention and designed around your goals.

Transparent Process & Communication

Loom videos, diagrams, explanations, and clear milestones. You always know what we're building and why it works.

Systems You Fully Own

No hacks, no black boxes, and nothing hidden in our accounts. Everything is built cleanly inside your environment so your team stays in control long-term.

Ready to Automate Your Business?

Choose the package that fits your needs and start eliminating manual work today.

View Solutions & Pricing

Solutions & Pricing

Three packages designed to eliminate manual work and unlock scalable growth—from never missing a lead to fully automating your operations.

Save 1 month with annual!

Tier 1

Foundation

Solopreneurs & Mobile Ops

Setup

$749

Monthly: $299

"Never Miss a Lead"
  • Missed Call Text-Back: Automatically texts leads who call when you're unavailable
  • Unified Inbox (SMS/Social): All messages (SMS, Facebook, Instagram, email) in one place
  • Review Automation: Automatic requests sent after service to build your 5-star reputation
  • Web Chat Widget: Captures visitor info directly into your CRM from your website
  • Standard CRM Setup: Import contacts, create tags, organize pipeline stages
Get Started

Tier 2

Accelerator

Growing Teams & Sales Reps

Setup

$849

Monthly: $449

"Automate the Sale"
  • Everything in Tier 1, plus:
  • Database Reactivation Campaign: Re-engage old leads with targeted offers to generate immediate revenue
  • Calendar/Booking System: Self-service appointment scheduling with automated reminders (24h & 1h before)
  • 12-Month Nurture Drip: Automated email/SMS sequences keep you top-of-mind for leads not ready yet
  • Pipeline Dashboard: Visual drag-and-drop board to track every deal from lead to close
Get Started
Most Value

Tier 3

Autopilot

High-Volume & Asset Heavy

Setup

$949

Monthly: $599

"Automate the Business"
  • Everything in Tier 2, plus:
  • AI Conversational Bot: Trained AI that answers FAQs, qualifies leads, and handles inquiries 24/7
  • 2 Standard Integrations (n8n/Make): Connect your CRM to QuickBooks, PandaDoc, Slack, Google Drive, etc.
  • Auto-Invoicing/Contracts: Signed deal → Auto-generate contract → Create invoice → Send to client
  • Client Onboarding Portal: Automated welcome emails, intake forms, and next-steps sequences
Get Started

Case Studies

Real automation projects that eliminated manual work and delivered measurable results.

Real Estate

Lead Response & Booking Automation

The Problem

A growing real estate team was missing 40% of inbound leads because agents were out showing properties. Leads went cold while waiting for callbacks, and the team had no centralized system to track follow-ups.

The Solution

Implemented Tier 2 (Accelerator): Missed call text-back, unified inbox for all channels, automated calendar booking with reminders, and a 12-month nurture drip for leads not ready to buy immediately.

The Results

85% Lead response rate improvement
3x More showings booked automatically
18 hrs Saved per week on follow-ups
Landscaping

Database Reactivation & Review System

The Problem

A landscaping company had 2,000 past clients in an Excel spreadsheet but no system to re-engage them. They relied entirely on word-of-mouth referrals and had only 12 Google reviews despite 5 years in business.

The Solution

Built a Tier 2 system with database reactivation campaign targeting past clients with seasonal offers, automated review requests after completed jobs, and a pipeline dashboard to track quote-to-close rates.

The Results

$47K Revenue from reactivation campaign
64 New 5-star reviews in 90 days
22% Conversion rate increase
Self-Storage

End-to-End Rental Automation

The Problem

A multi-location storage facility was manually processing rental applications, generating contracts in Word, sending invoices via email, and tracking payments in QuickBooks—all disconnected systems creating admin bottlenecks.

The Solution

Deployed Tier 3 (Autopilot) with AI chatbot for lead qualification, n8n workflow connecting CRM → PandaDoc → QuickBooks → Slack notifications, automated onboarding sequence, and client portal for self-service.

The Results

32 hrs Admin time saved per week
90% Faster contract-to-payment
Zero Manual data entry required

About Heeler Digital

Why Heeler Digital?

The name "Heeler" comes from the Australian Cattle Dog—a working breed known for intelligence, relentless work ethic, and unwavering loyalty. Just like a heeler rounds up cattle and keeps operations running smoothly, we build automation systems that herd your workflows, eliminate chaos, and keep your business moving efficiently.

We don't automate for the sake of automation. We find the bottlenecks costing you time and money, then design practical solutions that directly eliminate them—no hacks, no black boxes, just reliable systems built with clarity and intention.

Built by Operators Who've Scaled Before

Heeler Digital was founded by Jim Cunningham and Keenan Assaraf—two operators with deep experience scaling high-growth software companies through complex operational challenges.

Jim spent over a decade building go-to-market and operations infrastructure at LeanIX, a business SaaS platform that scaled from early stage through a $1.3B acquisition by SAP. He specialized in connecting enterprise systems, automating customer workflows, and building the operational backbone that supported exponential revenue growth.

Keenan helped scale Aloha, a healthcare AI platform, to $30M ARR by designing intelligent automation systems that reduced administrative burden for providers. His work focused on workflow orchestration, AI integration, and building practical systems that solved real operational problems without creating technical debt.

Together, we've seen firsthand what it takes to scale a business: clean systems, operational discipline, and automations that actually work long-term. Now we bring that same rigor and expertise to businesses that need to eliminate manual work and unlock growth without adding headcount.

Our Approach

We believe in building systems you fully own. No proprietary black boxes, no dependencies on us to make simple changes, and no endless retainers for basic updates. We design clean, maintainable workflows with clear documentation and Loom walkthroughs so your team stays in control long-term.

Whether it's connecting Make.com to your CRM, building an AI chatbot to qualify leads, or automating contract generation and invoicing across multiple platforms, we build strategic automation that solves real operational problems—and we build it to last.

Meet the Team

Jim Cunningham

Jim Cunningham

Co-Founder

Jim has over a decade of experience scaling high-growth SaaS companies. At LeanIX, he was instrumental in building go-to-market operations and customer success systems that helped scale the company from early stage through its $1.3B acquisition by SAP. Before that, he led sales and operations initiatives at multiple B2B software companies, specializing in complex enterprise integrations and business process optimization. Jim brings deep expertise in connecting disparate systems, automating sales and fulfillment workflows, and building operational infrastructure that scales with revenue growth.

Keenan Assaraf

Keenan Assaraf

Co-Founder

Keenan brings extensive experience building AI-powered healthcare technology. At Aloha, he helped scale the platform to $30M ARR by designing and implementing intelligent workflow automation systems that reduced administrative burden for healthcare providers. His background spans AI integration, workflow orchestration, and building practical automation solutions that solve real operational problems. Keenan specializes in leveraging modern AI tools (OpenAI, Claude, Gemini) and automation platforms (Make.com, n8n, Zapier) to build systems that are both powerful and maintainable long-term.

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