WINGS Live: Built to Win - Mastering the Path from Opportunity to Execution

WINGS Live: Built to Win - Mastering the Path from Opportunity to Execution

April 23, 2026, Washington, DC

Event Description

Success in federal contracting isn’t just about finding opportunities—it’s about positioning your business to win, crafting proposals that stand out, and executing with excellence once you’re awarded the work.

WINGS Live: Built to Win is a half-day, in-person experience designed for small and mid-sized business owners who are ready to move beyond the basics and compete with confidence in the federal marketplace.

Through expert-led sessions and peer engagement, participants will learn how to:

• Identify the right opportunities aligned to their capabilities and growth goals
• Position their business to be visible, memorable, and competitive before the RFP even drops
• Strengthen their proposals and compliance posture to increase win probability and profitability
• Execute contracts effectively while building a reputation that leads to repeat business

Featuring insights from seasoned federal contracting experts, this experience will challenge how you think about visibility, trust, and compliance—transforming them from obstacles into strategic advantages.

Whether you’re new to government contracting or looking to scale your current efforts, you’ll leave with a clearer path to becoming a business that gets seen, gets selected, and gets the call.

WINGS Live Agenda

8:30 AM – 9:00 AM | Registration and Arrival Networking

Light networking, coffee, and informal introductions

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9:00 AM – 9:30 AM | Opening and Welcome: Built to Win Mindset

Led by: Angela Dingle, CEO, WIPP and Sue Tellier, CEO, JetCo Federal

• Welcome to WINGS and the purpose of the initiative
• The current state of federal contracting and what’s shifting
• What it really takes to compete—and win—today
• Framing the day: From opportunity → positioning → proposal → execution
  

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9:30 AM – 10:30 AM | Session 1: Positioning to Win — Building Your Competitive Moat

Featuring: Go-To-Guy Timberlake, CEO and Co-Founder at The ASBC

What if three upgraded habits gave you an undeniable advantage?

This isn't luck. This is intentional positioning. In this session, Go-To-Guy Timberlake delivers three upgraded habits that most companies never develop, with specific steps for building a competitive moat in federal contracting. Drawing on nearly four decades of winning and a methodology resulting in more than $8 billion in client revenues, Go-To-Guy delivers ground truth and insight to supercharge how you grow in the federal marketplace. Prepare to see clearly:

- Why "Known and Liked" can open doors, but "Visible and Memorable" gets you in the room
- Why the "Trusted" you are chasing is outdated
- What it takes to be the company that gets the call

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10:30 AM – 10:45 AM | Networking Break #1

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10:45 AM – 11:45 AM | Session 2: From Compliance to Competitive Edge

Lenee Lyte, Principal Advisor, Federal Contracting & Compliance at Withum

In the wake of numerous investigations within the GovCon market space,it has become increasingly crucial for companies to adopt a proactive approach to compliance. This presentation aims to shift the conversation around compliance from being perceived as an additional cost to an organization to being recognized as a revenue generator and a means to boost profitability.

The session will delve into the concept of compliance as a competitive advantage, emphasizing how firms can leverage compliance to not only meet regulatory requirements but also to enhance their market position and operational efficiency. By adopting a mindset that views compliance as an integral part of their business strategy, companies can stay mission-ready and better prepared for any regulatory scrutiny.

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11:45 AM – 12:45 PM | Lunch and Panel: From Proposal to Performance —What Winning Looks Like

Panel: Experienced Contractors + Industry Experts

Discussion Topics:

• How successful firms identify and prioritize opportunities
• What evaluators are really looking for in proposals
• Lessons learned from winning (and losing) bids
• Executing contracts in a way that leads to past performance and repeat work
• Navigating challenges: compliance, cash flow, and client expectations

Audience Q&A encouraged

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12:45 PM – 1:00 PM | Networking Break #2

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1:00 PM – 1:45 PM | Implementation Session: Turning Insight into Action

Facilitated Working Session

Participants will:

• Identify 1–2 target opportunities or agencies
• Define how they will improve visibility and positioning
• Identify one compliance or operational upgrade
• Outline immediate next steps for the next 30–60 days

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1:45 PM – 2:00 PM | Closing and Call to Action: Your Next Move

Led by: Angela Dingle

• Key takeaways from the day
• The importance of consistency and strategic positioning
• Invitation to engage with WIPP and the WINGS community

This in-person event is $25 for WIPP members and $49.99 for nonmembers