Meet WingRep
The AI Sales Coach That makes you better on each and every call.
Presented by ROLM.ai
It’s your AI Sales Coach, embedded into your
everyday collaboration tool, designed to drive revenue outcomes, not activity.
A coach that learns your business — and makes your team measurably better.
Why Sales Leaders Choose WingRep
Mid-market sales teams don’t lose deals because of effort.
They lose deals because of inconsistent execution, shallow discovery, lack of sales discipline and missed signals.
WingRep fixes that.
- Coaches in real time, not after deals are lost
- Reinforces MEDDIC rigor without slowing sellers down
- Eliminates “hope-based forecasting” with real insight
- Updates your CRM (Salesforce.com and Hubspot)
- Scales elite coaching across remote, distributed teams
This is how you stand out amongst the pack.
What WingRep Does (That Others Don’t)
An AI Coach That Listens... Learns You... and Your World
WingRep blends:
- Your mission, values, and KPIs
- Your product, ICP, and sales motion
- A proven sales methodology (MEDDIC-enhanced, methodology-agnostic)
The result?
A coach that speaks your language, aligns with leadership expectations, and adapts to how your team actually sells and learns how you deliver information while spotting trends and guiding you along the way.
Brand It As Your Sales Coach
Get Started Today!
Try WingRep for 90 Days. No more imagining what better coaching looks like. No more guessing why deals stall. WingRep is here.
Individual
- Perfect for individual sales reps looking to level up their game.
- Daily 'gameplan' email for meeting prep
- 24/7 coaching via text and voice chat
- Post-call summary with feedback and improvement tips
- Questions you could have asked
- Copy-paste 'next steps' emails
- MEDDICC capture
- Meeting recording library
- Free up to 2 sales reps per organization
Small Medium Businesses
- Everything in the Individual Plan plus:
- Customized to your organization's pricing and methodology
- Manger insights across teams, deals and customers
- Team leaderboard for healthy competition
- Coaching calibrated to your best performers
- Advanced analytics and reporting
- Priority support
- Auto-sync to CRM (HubSpot, Salesforce, etc.)
- Custom integrations (Gong, Gmail, etc.)
Enterprise Edition
- Sign up for Beta Trials
- Companies helping to Beta Trial receive discounted pricing and be willing to sign a NDA
- Sales Coach access
- Must purchase a minimum of 10 SMB licenses to have influence
- Roadmap of the advanced sales coach
From Every Conversation, Immediate Action
WingRep listens, learns, and acts.
After each meeting, your reps get:
- Clear summaries of what mattered
- Auto-generated follow-up emails
- Coaching prompts on what to improve next time
- Signals on what they’re doing right — and wrong
No admin. No guesswork. No dropped balls. Moving the opportunity forward, Every Time.
Built for Sales Leaders Who Manage Outcomes
For Sales Leadership
At the end of every week, you get:
- A rollup of team calls
- Trends across deals, reps, and stages
- Visibility into coaching gaps
- Data-driven insight for high-impact 1:1s
Your one-on-ones stop being status updates
and start driving performance change.
For Distributed & Remote Teams
No more:
- Over-the-shoulder coaching
- Water-cooler learning
- Time-zone blind spots
WingRep delivers consistent, elite coaching — everywhere, every day 24x7x365.
Hunter. Farmer. MEDDIC. One System.
Whether your team is:
- Driving new logo acquisition
- Expanding existing accounts
- Balancing hunter and farmer sales motions
WingRep sharpens execution across the entire revenue lifecycle — from first conversation to renewal and expansion.
A Professional Services Differentiator
Why ROLM.ai Clients Win More Deals
ROLM.ai doesn’t just advise on sales transformation —
it deploys it.
WingRep is a core part of the ROLM Sales and Marketing organization providing:
- A tangible, measurable sales advantage
- A reduction in New Sales Ramp time
- A system backed by proven MEDDIC metrics
- An AI capability built for today’s sellers with a roadmap for the future.
This isn’t theory.
This is execution at scale.
MEDDIC, Operationalized — Not Theoretical
MEDDIC isn’t a slide. It’s a discipline.
WingRep embeds MEDDIC directly into daily execution:
- Identifies economic buyers
- Flags weak decision criteria & process
- Surfaces real pain (and cost of delay)
- Detects missing or underpowered champions
- Ties deals to measurable business impact
This is sales math, not sales theater.
