Enterprise Sales Enablement
Develop the team. Training that actually sticks.
Why It Exists
Most sales training fails because it’s disconnected from reality. Teams sit through slides and frameworks that never translate to how they actually sell.
Swails Advisory’s Enterprise Sales Enablement flips that model — every concept is applied directly to live opportunities. Reps leave not just understanding frameworks like MEDDICC and value-based selling, but using them in real-time. The result: consistent deal execution, stronger qualification, and better conversion across complex enterprise motions.
What You Get
Structured Workshop Series
Co-created with your leadership team to ensure relevance to your ICP, deal cycle, and motion. Delivered in modular sessions that balance strategy and execution.
Live Deal Coaching
We work real opportunities together — applying frameworks to your active pipeline and building stronger business cases, stakeholder maps, and win plans.
Custom Playbooks
Tailored to your messaging, buyer personas, and market segments — ensuring your team has one consistent way to sell.
Role-Play & Call Recording Feedback
Build scalable structures for coverage, fairness, and performance tracking.
Frameworks & Battle Cards
Ready-to-use templates for discovery, qualification, ROI modeling, and value articulation.
Reinforcement & Ongoing Support
Post-training check-ins, pipeline reviews, and coaching to embed new behaviors over time.
3-day immersive, onsite or virtual
Ideal for: Teams launching new enterprise motions or products
Duration: 3 consecutive days
Intensive Training Sprint
6-week series (weekly sessions)
Ideal for: Teams needing sustained learning + reinforcement
Timeline: 90-min per week + live coaching
Enablement Accelerator
Custom Enterprise Program
Co-designed around your GTM model
Ideal for: Organizations scaling enterprise or strategic sales
Timeline: Flexible cadence
(All packages include prep alignment, materials, and post-training reinforcement.)
Ideal For
● Teams closing complex, multi-stakeholder deals
● Companies entering or expanding in enterprise segments
● Organizations with inconsistent deal execution or win rates
● Sales orgs needing to operationalize frameworks like MEDDICC, Sandler, or Challenger
Why It Works
Contextual, not generic — everything is tied to your real pipeline and motion
Co-created with leadership — ensuring training supports strategic goals
Immediate ROI — your team applies what they learn that same week
Repetition & reinforcement — turning insight into instinct
Example Outcomes
● Improved qualification discipline across enterprise deals
● Faster access to senior decision-makers
● Higher conversion from late-stage pipeline to closed-won
● Unified team language around deal strategy and value
Ready to Build Predictable Revenue?
Let's talk about which approach makes sense for your business.