Coaching Reps to Overcome Sales Objections with Confidence

Live Webinar | 7.29.25

A promotional graphic titled “Coaching Reps to Overcome Sales Objections with Confidence” features photos of Brendan Sweeney, VP of Global Sales, and David Phelan, Account Executive—experts in coaching reps to overcome objections. Sponsored by Allego.Event Details

Live Webinar | 7.29.25 | 2:00pm ET

In a world where buyers are more informed and objections are more nuanced, confidence isn’t optional—it’s a competitive advantage.

Join Allego’s Brendan Sweeney, VP of Global Sales, and David Phelan, Account Executive, for a behind-the-scenes look at how their team is transforming sales coaching with real-time feedback, objection handling role plays, and pre-call preparation that actually sticks.

You’ll learn:

  • Why traditional sales coaching falls short—and how to fix it
  • Why reps are embracing role plays as a fast track to confidence and skill
  • Tactical ways to handle objection scenario training
  • How to use pre-sale preparation to make every customer conversation count
  • The coaching rhythm that keeps reps sharp and managers focused on what matters

Whether you’re building a new enablement program or scaling a high-performance sales team, this session will give you practical strategies to turn coaching into a growth multiplier.

Watch it live!

If you can’t make it, sign up, and we’ll send you the recording.

 

Speaker:

A man with short brown hair and a beard, wearing a suit and smiling, stands outdoors in front of flowering bushes and greenery—ready to coach reps on how to overcome objections.

 

Brendan Sweeney, VP of Global Sales at Allego

Brendan Sweeney is the Vice President of Global Sales at Allego, where he leads high-performing teams responsible for driving new business and account growth across mid-market and enterprise segments. A five-time Presidents Club award winner, Brendan has a proven track record of delivering exceptional results—spearheading initiatives that led to a 132% bookings achievement in 2024 and double-digit growth across key sales metrics. With over a decade of enterprise sales leadership experience, including past roles at FORM and Allego, Brendan is passionate about building scalable go-to-market strategies, developing top-tier talent, and driving customer success through innovative sales enablement.

 

A young man with short brown hair and a light mustache smiles at the camera. He is wearing a light blue patterned shirt and stands outdoors in front of green foliage, exuding the sales confidence gained from coaching sales reps.

 

David Phelan, Account Executive at Allego

David Phelan is an Account Manager at Allego, where he partners with organizations to modernize their sales enablement strategy through learning, content, and digital engagement solutions. Since joining Allego in 2021, David has held multiple roles across new business sales and account management, giving him a well-rounded perspective on the full customer journey, from initial evaluation to long-term adoption.

David works closely with commercial, marketing, and enablement leaders to drive measurable impact through scalable programs. He’s passionate about simplifying complex challenges and helping teams unlock the full value of their enablement investments. David is based in the Greater Boston area.