EngageBright × Sales Boss · Dec 2025 — Aug 2026

One Year of
Sales Boss

A living record of everything built for the engagement — every system, site, and sprint, in the order it happened. This is a build recap, not a sales pitch.

Prepared for Jacob Gaspard · by Meagan & Chelsea

01

Dec 2025

Foundation

The earliest brand and positioning groundwork — before any build started.

Jacob Gaspard Personal Brand Site Copy

Five Fronts framework — Faith, Family, Fitness, Freedom, Fortitude — with the throughline: Rebuilding Men. Rebuilding Businesses. Rebuilding Legacies.

Elite Sports Lighting Reference Materials

Reference documentation assembled to support early positioning and client-facing materials.

SalesBoss Client Progress Dashboard

The first onboarding and setup tracker template — the seed of the delivery tracking system used throughout the engagement.

Sales Boss Operating System Installation Overview

A Beautiful.ai deck introducing the operating system concept and how an installation would run.

02

Jan 2026

Kickoff

The engagement formally began with the Command Center concept.

Jan 23

Sales Boss Operating System Onboarding

First working session. The command center concept was presented: business-health scoring, booking visibility, automated messaging, rebooking, reviews, and referrals.

SalesBoss Accountability Check-In Guide

The six-phase system build roadmap: Snapshot Build, Offer Packaging, Client Buildout, Coaching & Launch, Scaling, and Long-Term.

Sales Boss Scenarios + Prescriptions

The tiered offer framework — Foundation, Kickstarter, AI Assistant, and Growth — mapping client situations to prescribed implementations.

03

Feb – Mar 2026

Positioning & Early Outbound

The “not a CRM, an operating system” positioning solidified, and outbound prospecting began.

04

Apr 2026

Scope Expansion

April 17 was the pivot point — Sales Boss grew from a single operating system into a full ecosystem.

Apr 3

Elite Sports Lighting CRM Buildout

A full CRM buildout delivered under Jacob’s account.

Apr 17

Ecosystem Planning Session

Scope expanded to the Hit List Daily Planner, Sales Boss Brotherhood community, group and elite coaching, courses, intensives, retreats, live events, and a member portal with scorecards and leaderboards. A 90-day plan was written targeting content across four platforms, ten podcast episodes, and a Faith & Business Gathering event. These sessions produced two foundational documents: the Sales Boss Master Playbook — codifying the Five Fronts framework, the Sales Boss OS phases, and the client journey as the system's core IP — and a Master Action Plan translating the roadmap into concrete week-by-week actions across IP, Offers, Content, Community, Revenue, and Brand.

Apr 24

Tiered Community Structure Finalized

The team locked a 3-tier community system — free public access up through an elite, personal-development-focused inner circle — and finalized plans for a half-day public event ($97) to drive conversions and capture content. Content and the Hit List tool rollout were sequenced for early May.

Apr 25

Content System Training

Chelsea trained on turning long-form Jacob videos into a repeatable multi-platform content system — TikTok, social, YouTube, and podcast clips. A training video repository was also begun to support future onboarding, though it's still being built out.

05

May 2026

The Build Sprint

The most productive month — multiple verticals, a sales infrastructure, and the first salesperson, all at once.

Sales Boss Intel

An internal lead-intelligence engine built for leadership.

May 5–13

First Salesperson Onboarded

Jonathan Moore recruited and onboarded as the first Sales Boss salesperson — sales portal, CRM pipeline, scripts, battle cards, and calendar integration built out around him.

May 22

Pricing Standardized

Systems: $2,500 setup + $997/month. Community coaching: $197 founding rate. Elite coaching: application-only.

May 29

Marketing Tooling & Prospecting Refinement

The team selected Fame Hero over Sorro for brand-authority content, continued stabilizing Virtue Day Spa's live systems, and shifted new-client onboarding to prioritize front-end marketing infrastructure before full backend automation — setting up the audit-led prospecting approach that followed.

06

Jun 2026

Audit-Led Prospecting

The sales methodology matured into a consultative, audit-first approach.

Jun 5

Audit-Led Prospecting Workflow

Website, reputation, listings, and SEO audits used to open tailored conversations and prescribe implementations. The process was formalized into a Standard Operating Procedure for running and interpreting these audits, so reports can be shared directly with prospects.

07

Aug 2026

Platform Pivot

August brought both a new live client win — the first fully delivered system outside the salon/trades verticals — and the strategic decision to move off GoHighLevel as the long-term community platform.

Ongoing Infrastructure

Content & Social

Not a phase — an always-on content production system supporting Sales Boss messaging across every channel.

13

Pieces Scheduled / Posted

Across three pillars — The Standard (Faith & Identity), The Grind Truth (Fortitude), and The Business (Sales Systems / Hit List). Includes “Do Hard Things,” “Unlock Your Grit,” “Master the Sales Call,” and “Sell The Dream — Nobody Wants A Lawnmower, They Want The Lawn.”

14

Pieces in the Pipeline

Currently at the “Ready for Meagan” stage, queued for review and scheduling.

Looking ahead: a podcast series and a live event were part of the original 90-day plan and remain on the roadmap — forward-looking items not yet reflected as shipped in the tracking system.