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Playmaker Coaching & Consulting: Turning Business Owners Into Consistent Winners

  • Writer: Great Story
    Great Story
  • Dec 3
  • 3 min read
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Small business owners often have the drive, the ambition, and the work ethic—but not the playbook. Playmaker Coaching & Consulting has built its reputation helping advisors, attorneys, and referral-based professionals shift from inconsistent marketing to a strategic, repeatable system that actually scores results.

Winner – Business Growth Consulting Excellence 2025


A Coaching Firm Built for Businesses That Need More Than a Marketing Agency

Most business owners are told to “hire a marketing agency.” Playmaker Coaching & Consulting offers something far more strategic—a partner who understands the entire playing field: sales, operations, client experience, compliance, and long-term growth dynamics.


With nearly 20 years in financial services and deep experience working with advisors and professional service firms, Founder Jenn Hensley built Playmaker to solve the challenges that agencies cannot: clarity, consistency, messaging alignment, and execution that actually fits regulated industries.


A System Designed to Build Sustainable Growth

Playmaker’s services are designed to meet businesses at any stage and deliver meaningful results, whether through strategy, coaching, or hands-on leadership.

Brand Boot Camp

The starting point for every client—a deep alignment of value proposition, digital footprint, and message clarity. Many firms skip this step. Playmaker considers it the missing piece that makes all future marketing effective.

Marketing MVP Program

A toolkit of the Most Valuable Marketing Plays every services business should have in place.

On-Demand Expert Coaching

Training internal teams to “become playmakers” and execute consistently with competence and confidence.

Playmaker 4U (Fractional CMO)

Strategy + leadership + implementation. Playmaker steps in as a fractional Chief Marketing Officer to run the entire marketing engine.

Highlight: Clients frequently report double-digit increases in leads and conversions within just 90 days.


Why Playmaker Stands Out

Jenn’s superpower is understanding the industries she serves—financial services, advisory practices, law firms, and referral-driven businesses—from the inside out.

Clients praise Playmaker for:

  • Best value for cost

  • High reliability

  • Deep industry and compliance understanding

  • Clear, repeatable systems

  • Actionable strategies that actually get implemented

Her philosophy mirrors what many advisors teach: start early, diversify, dollar-cost average, and compound growth over time.


A Holistic Approach Rooted in Real-World Experience

Before launching Playmaker, Jenn spent nearly two decades at Northwestern Mutual working across field supervision, corporate operations, practice management, marketing, and advisor development. She understands what advisors struggle with because she has lived it.

Her personal story—balancing roles as a mother, wife, and business owner—shapes how she coaches clients to reduce overwhelm, focus on strengths, and build a business that delivers results without sacrificing life.


“You deserve support from someone who understands sales, marketing, operations, and compliance.”

The SCORE Framework: A Game Plan That Wins

Playmaker helps businesses evaluate six critical areas:

  • Strategy & Consistency

  • Confidence & Clarity

  • Consideration (lead quality)

  • Audience Expansion

  • Relationship Strengthening

  • Client Experience

If any area scores below a six, it’s time for corrective action.

Clients working with Playmaker frequently improve their SCORE by over 100% in 90 days—a testament to the firm’s structured, practical approach.


Real Impact: Transformations Across Advisory Firms and Professional Practices

Hundreds of testimonials from financial advisors, attorneys, and CEOs describe dramatic shifts in clarity, lead flow, digital presence, confidence, and brand alignment.

Some report their largest asset-gathering months ever, while others credit Playmaker with the biggest revenue year of their careers.

The common theme?Jenn brings structure, accountability, and a fresh strategic lens that most business owners simply don’t have access to.


“We don’t just build marketing—we build momentum that keeps you on offense.”

Giving Back Through Education, Service, and Leadership

Playmaker Coaching contributes through:

  • Community service and volunteering

  • Sharing knowledge through workshops and presentations

  • Creating jobs and opportunities

  • Supporting industry groups and professional associations

Jenn has also been recognized as a Top Executive Coach by CoachFoundation, further validating her impact in the consulting space.


A Growth Partner for Businesses Ready to Level Up

Whether a business needs a short-term boost, a strategic overhaul, or a long-term growth partner, Playmaker Coaching & Consulting is built to guide owners through their next breakthrough.


Jenn’s philosophy is simple:Help business owners play their position, stay on offense, and execute the right plays at the right time.

From message clarity to full-scale implementation, Playmaker ensures business owners stop guessing—and start growing.


Company Overview

Business Name: Playmaker Coaching & Consulting LLC

Founder / Owner: Jenn Hensley

Location: Muskego, United States

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