Skayle 360Small business growth training in Massachusetts.
Strategy, marketing, sales, leadership and AI in one program. SCALE UP is 50 hours taught live to a cohort of fifteen companies, built for owners, CEOs and the managers who report to them. And because SCALE UP is a registered Express Grant course, most Massachusetts employers are reimbursed the full cost.
Book a 15-minute call →- ✓50 hours across five modules: strategy, marketing, sales, leadership and AI
- ✓Live cohort, Boston based, capped at fifteen companies
- ✓Built for owners, CEOs and managers, not for a classroom
- ✓25+ working templates you build with your own numbers and keep
- ✓Fully reimbursed for most MA employers. One W-2 employee in the state is enough to qualify
Most Massachusetts employers pay nothing for it.
SCALE UP is a registered course under the Massachusetts Workforce Training Fund Express Grant, so the training you are already considering may cost you nothing. If you are approved before training starts, you pay for the course and the state reimburses you, up to $3,000 per course and $15,000 per company per year. For most companies that is 100% of the cost. We complete the application with you, live on Zoom.
per organization
per year
typical approval
Built for owners, CEOs and managers.
Everyone in the room runs something. You work on your own business during the sessions, not on a case study.
You carry strategy, marketing and sales at once. This gives you a written plan instead of a running list in your head.
Positioning, the customer decision journey and a lead generation engine your team can run without you.
Culture, retention, feedback and the team dysfunctions that quietly stall growth. Practical, not theoretical.
Most companies send two or three. The plans get built by the people who will actually run them.
What SCALE UP actually looks like.
A four-minute walk through the program with Chris: how the sessions run, what you build in each one, and what you walk out with.
Five modules, one operating system.
SCALE UP is a build, not a lecture series. Fifty hours across strategy, team, marketing, lead generation and AI, where each module builds directly on the one before it. Open any module to see what you learn and every section inside it.
01
Strategic Planning
The Foundation · 10 hours · 7 sections
Your Why, values, USP, vision and plan, the layer every later module points back to.
How to write a clear Why, define core values, sharpen a USP, and structure a strategic plan and scorecard, practiced on your own business using our training templates.
- Crafting Your Unique Selling Proposition (USP)
- Mastering The Golden Circle Framework
- Defining Your Core Values with Clarity and Impact
- Building Out Detailed Customer Personas
- Developing a Compelling Company Vision
- Creating a Strategic Plan That Delivers Results
- Building Company Scorecards for Measurable Success
Hands to Module 02, which builds the team that has to carry that plan.
02
Building Your Team
The People · 10 hours · 6 sections
The people who carry the strategy, and the rhythms that keep your best ones.
How to read your team honestly, apply right-person-right-seat thinking, and set the recognition and meeting rhythms that retain your best people.
- Building a Strong Company Culture That Lasts
- Developing a Retention Strategy for Your Team
- Strengthening Marketing Through the Lens of Leadership
- Overcoming the Growth Killer, Tackling Unproductivity
- Navigating The 5 Dysfunctions of a Team
- Leading By Example, Inspiring Through Action
Hands to Module 03, which gives that team something specific to take to market.
03
Marketing Strategy
The Difference · 10 hours · 6 sections
What makes you different, said in the customer's words, inside a working plan.
How to run a Five Forces read, choose three defensible differentiators, validate a persona, and structure a marketing plan around three channels.
- Developing Your Marketing Strategy for Maximum Impact
- Differentiating Your Brand in a Crowded Market
- Becoming Customer-Centric Across Every Touchpoint
- Mapping McKinsey's Customer Decision Journey
- Mastering the Paid, Owned & Earned Media Framework
- Building Out a Comprehensive Marketing Plan
Hands to Module 04, which turns that plan into the channels buyers actually see.
04
Lead Generation
The Engine · 10 hours · 6 sections
The website hub and the few channels that put the plan in front of buyers.
How to audit your website, prioritize the channels worth funding, and design a lead generation engine your team can run without an agency.
- Website Tools & Fundamentals for Conversion-Ready Sites
- SEO & Paid Strategies That Get You Found
- Retargeting Strategies to Recapture Lost Leads
- Email Marketing Best Practices That Actually Convert
- Mastering Social Media for Lead Generation
- Sales Enablement, Aligning Marketing and Sales for Growth
Hands to Module 05, which makes all of it faster and cheaper to produce.
05
AI for Growth
The Multiplier · 10 hours · 6 sections
The multiplier that strengthens all four, at a fraction of the old cost and time.
How to use AI to strengthen your personas, plans and content library, plus prompt technique and a tool stack you can operate yourself.
- Artificial Intelligence Introduction, What You Need to Know
- The Rise of AI Agents, Your New Business Partners
- The Power of the Prompt, Perfect Your AI Output
- Leveraging AI to Perfect Your Strategic Growth Plan
- Using AI to Strengthen Your Marketing Plan + Content Library
- Additional AI Tools to 10x Future Growth
Loops back and strengthens every module before it.
Live cohort, Boston based. Tuesdays and Thursdays, 1:00 to 3:30 PM ET, capped at fifteen companies. Winter 2027 runs January 19 to April 1, 2027.
What you walk out with.
The frameworks are the course. These are the things that stay with your company after the cohort ends.
Strategic plan, marketing plan, scorecards, personas, worked through in session as training exercises.
The full deck library, so your team can revisit any framework after the cohort ends.
Every session recorded, so someone who missed a week is not left behind.
Questions answered between sessions as part of the course, so nobody stays stuck on a framework.
SCALE UP is instructor-led training. Participants learn each framework and apply it to their own organization during guided sessions using our templates. Skayle 360 delivers instruction and course materials; it does not produce plans or documents on a company's behalf.
Eligible employers can be reimbursed up to 100%.
Massachusetts runs a Workforce Training Fund that your company already pays into through its unemployment contributions. If you are approved before training starts, you pay for the course and the state reimburses you, up to $3,000 per course and $15,000 per company per year. You qualify with as few as one W-2 employee in Massachusetts and as many as 100, and only one person from your company needs to take the course for you to claim the full amount. We complete the application with you.
Check eligibility15 min
One to 100 W-2 employees and a physical location in Massachusetts. We tell you on the call either way.
Apply together20 min
Our grant administrator completes the application with you, live on Zoom. You gather three documents, we show you where.
Approval, then train~3 weeks
Approval has to come before training starts, so plan roughly four weeks ahead of the cohort date.
Get reimbursed4 to 5 weeks
You pay per course, we submit the reimbursement request, the state sends the funds directly to you.
Winter 2027 starts January 19. Approval takes about three weeks, so the practical deadline to apply is mid December. Not eligible, or not in Massachusetts? The program is still open to you, and we will quote it plainly on the call.
Taught by someone who spent 25 years actually building businesses.
Chris spent 25+ years building and scaling small businesses. As founder of TribalVision, a Boston marketing agency, he grew it to a 14% compounded annual growth rate, a four-time Inc. 5000 honoree, and a five-time Best Places to Work winner, before exiting. SBA Small Businessperson of the Year. Yale MBA. He teaches every session personally.
SCALE UP is built around 25+ working templates instead of theory. You work through each one during the session, with your own numbers, and you keep it.
Real business owners, real results.
What leaders ask before they enroll.
What does the program actually cover?
Five modules over 50 hours: Strategic Planning, Building Your Team, Marketing Strategy, Lead Generation and AI for Growth. Strategy, marketing, sales, leadership and AI in one program, built in sequence so each module feeds the next.
We only have a handful of employees. Do we still qualify?
Almost certainly. The Express Grant is for Massachusetts employers with 100 or fewer W-2 employees, and there is no floor beyond having at least one. Small companies are exactly who the fund was built for, and they are most of who sits in the room.
What is the time commitment?
Live sessions Tuesdays and Thursdays, 1:00 to 3:30 PM ET. Winter 2027 runs January 19 to April 1. Sessions are working sessions, so the templates get built during class rather than assigned as homework.
Can I send my managers instead of attending myself?
Yes, and most companies send two or three people. Owners, CEOs, sales leaders and first-time managers all sit in the same room. The plans come out stronger when the people who will run them help build them.
What does it cost?
Eligible Massachusetts employers can be reimbursed up to $3,000 per course, capped at $15,000 per company per calendar year. If you are approved before training starts, that covers up to 100% of the cost for most companies. We go through the numbers plainly on the call.
Do you build our plan for us?
No, and that distinction matters. SCALE UP is instructor-led training. You learn each framework and apply it to your own organization during the guided sessions using our templates. We deliver the instruction and the materials; your team does the thinking, which is the point and also what the grant funds.
Is this a webinar or a lecture?
Neither. It is a live cohort capped at fifteen companies so every company gets time on its own plan, with 25+ working templates you fill in with your own numbers and keep. Chris teaches every session personally.
What if we are not eligible for reimbursement?
The program is still open to you. We will tell you on the 15-minute call whether you qualify, and if you do not, we will quote the program directly rather than leave you guessing.
Fifteen minutes with Chris.
A peer cohort of Massachusetts owners and leaders, capped at fifteen companies. We will cover whether SCALE UP fits where you are, and whether you qualify for reimbursement. No cost, no obligation.
Book a 15-minute call →