Fractional Sales & Growth Leadership

Executive-level growth.
Without the
full-time cost.

I help insurance, benefits, and health-tech organizations accelerate growth, improve sales execution, and build scalable revenue operations — exactly when and how you need it.

$7M+
Estimated company revenue contributed
10yr
In healthcare & benefits technology
5+
Years leading quota-carrying sales teams
$3M+
Team quotas managed at peak
Specialized in Benefits · Insurance · Health Technology

Built for organizations that
want growth, not overhead.

Jordon Kosloski
Jordon Kosloski Founder & Fractional Sales Leader Connect on LinkedIn

Kosloski Performance Group provides fractional sales and growth leadership to insurance, benefits, and health-technology organizations. The model is simple: get experienced executive-level talent, hands-on execution, and measurable results — without the cost or commitment of a full-time hire.

With a background that combines hands-on selling, sales leadership, broker strategy, partnerships, and operational execution, KPG brings both the strategic vision and the day-to-day discipline to move your business forward — immediately.

Whether you're scaling a team, rebuilding your pipeline, or navigating a transition, KPG operates as a true partner: invested in your outcomes, aligned to your culture, and focused on sustainable growth.

  • Licensed in Health & Life and Property & Casualty insurance
  • Deep national expertise within the employee benefits and brokerage ecosystem
  • Strong knowledge of alternative funding strategies and modern benefits models
  • Experience serving employer clients through Aon and regional market leadership roles
  • 8 years directly selling technology solutions in healthcare and benefits
  • Builder mentality — strategy creation and hands-on execution

Numbers that
speak directly.

$1.7M
Personal annual quota carried at peak — personally closing six-figure deals across healthcare and benefits technology.
100s
Of five-figure opportunities closed, alongside dozens of six-figure transactions across the benefits and insurance ecosystem.
$7M+
Contributed to more than $7M in estimated company revenue through personal production and team leadership over career tenure.

Flexible structures.
Real results.

Every engagement is designed to meet you where you are — whether you need interim executive leadership, process improvement, or ongoing advisory support. Commission-based and hybrid structures available.

Fractional VP of Sales & Growth
Senior sales leadership embedded in your organization — setting strategy, running the team, and closing business from day one.
Sales Process Optimization
Diagnose and rebuild your sales motion — from pipeline discipline and forecasting to CRM hygiene and stage-gate accountability.
Interim Leadership
Step in during transitions, restructures, or leadership gaps to maintain momentum and keep revenue on track.
GTM & Broker Channel Strategy
Build or refine your go-to-market approach with deep expertise in broker ecosystems and benefits distribution channels.
Team Coaching & Performance
Elevate individual and team performance through structured coaching, accountability frameworks, and culture-first leadership.
Commission-Based Advisory
Flexible, aligned compensation structures — including hybrid and commission-based partnerships for the right engagements.

The right fit for the
right organizations.

  • 01 Startups needing experienced sales leadership without full-time overhead or executive cost.
  • 02 Insurance and health-tech firms looking to scale distribution and build broker channel growth.
  • 03 Organizations rebuilding or restructuring their sales teams and needing leadership continuity.
  • 04 Companies needing accountability, process discipline, and pipeline structure installed quickly.
  • 05 Businesses looking to improve broker and partner channel growth through strategic distribution.
"Experienced leadership. Hands-on execution.
Flexible structure."
Built for organizations that want growth without unnecessary complexity. KPG delivers the leadership, strategy, and execution to move your revenue forward — on your timeline.

Ready to accelerate
your growth?

Let's have a conversation about where your organization is, where it needs to go, and how KPG can help get you there.

Schedule a Conversation
No commitment required  ·  Flexible engagement structures