Boston, MA – August 17, 2026 — Outbound Sales Pro (OSP), a B2B agency that books qualified sales meetings through cold calling, cold email, and LinkedIn outreach, has promoted Kyle Weiss to Chief Revenue Officer. This strategic move underscores the company’s commitment to strengthening its leadership team and enhancing its growth trajectory.
Kyle Weiss, who has been serving as the Vice President of Sales and Customer Success, has played a pivotal role in driving OSP’s sales strategies, client success, and business expansion. His promotion to Chief Revenue Officer is a testament to his exceptional leadership skills and his ability to deliver results.
Since 2022, OSP has run outbound for over 200 clients across dozens of industries, booking meetings directly onto their calendars so sales teams could either skip the cost of building an internal SDR function or supplement their existing function. Weiss built much of the client-facing side of that operation, from sales through retention.
Eric Gordon, the founder and CEO of Outbound Sales Pro, expressed his unwavering confidence in Kyle’s capabilities. “Kyle has consistently shown a deep understanding of our business and a clear vision for its future. His leadership has been nothing short of instrumental in our success, and I am confident that with him as our Chief Revenue Officer, we are incredibly well-positioned for continued growth,” said Gordon.
My focus is, and has always been, qualified meetings per client. It's my duty to make sure that number climbs month over month and continues through to their pipeline into revenue. Everything else is noise.
“Kyle’s promotion is a natural progression for someone of his caliber. His strategic insights and dedication to excellence have been invaluable to our team. We are excited to see the new heights OSP will reach under his guidance and leadership.” – AJ Kissh, Head of Marketing at OSP
Outbound Sales Pro continues to lead the industry with its innovative approach to B2B sales. By leveraging cold email, LinkedIn, and cold calling, OSP books qualified meetings without the cost and complexity of building an internal BDR team.
OSP Now Has One Revenue Leader Focused on Filling Your Reps' Calendars
Under CRO Kyle Weiss, our team books qualified meetings through cold calling, cold email, and LinkedIn, then hands each one to your sales team to close.
Talk To A Sales Pro →Who Is Kyle Weiss?
Weiss has worked with OSP clients both before and after they sign. That gives him a full view of what sales teams need from an outbound partner.
His Work as VP of Sales and Customer Success
As VP, Weiss ran two teams at once. His sales team won new clients. His customer success team kept those clients getting the meetings they signed up for.
Many companies split these jobs between two leaders. Weiss held both. When a client’s results slipped, he could trace the issue back to the start and fix it.
How the CRO Role Expands His Work
The CRO title moves Weiss from two teams to every part of revenue. The table below shows how his job grows.
| Area | As VP of Sales and Customer Success | As Chief Revenue Officer |
|---|---|---|
| Main focus | Winning and keeping clients | All company revenue |
| Teams led | Sales and customer success | Every revenue-facing team |
| Key number | New clients and renewals | Qualified meetings per client |
| Planning window | Monthly and quarterly | Quarterly and yearly |
What a Chief Revenue Officer Does
A CRO leads every team that brings money into a company. That usually means sales and customer success. At some companies, it also includes marketing.
Most CROs report straight to the CEO. They set revenue goals and make sure each team works toward the same target.
One Leader Across Every Handoff
A revenue team works like a relay race. The baton passes from marketing to sales to customer success. Each pass is a chance to drop it.
A CRO watches every one of those passes. Gartner research on revenue teams warns that teams working in silos hold back growth. That risk grows when each team uses its own tools and process.
Why More Companies Name a CRO
Many fast-growing companies now put one leader over revenue. Gartner predicted that 75% of the highest-growth companies would use a revenue operations model by 2025. In that model, sales, marketing, and customer success share the same data and goals.
The job is also hard to keep. A Harvard Business Review study on CRO turnover found that the average CRO stays in the role for 25 months.
A CRO change can also slow a company down. The same study found that 62% of companies saw revenue growth fall or stay flat in the year after a new CRO came in.
Promoting from within lowers that risk. Weiss already knows OSP’s clients, team, and process. He can keep work moving from his first day in the new role.
Why Kyle Weiss Tracks Qualified Meetings per Client
Weiss named one number as his main goal. It is the count of qualified meetings each client gets per month.
That number matters because B2B deals involve many people. Gartner’s 2025 buyer survey found that buying groups range from five to 16 people.
Those people also come from different parts of the company. Gartner found they can span as many as four functions. A meeting with the right person gives your rep a strong way into that group.
Our guide to outbound agency reporting KPIs explains how to track that number with your outbound partner. It covers show rates, pipeline created, and month-over-month change.
Every Meeting We Book Is Measured by the Pipeline It Creates for You
Kyle Weiss tracks qualified meetings per client month over month, so your reports tie each booked call to pipeline and revenue.
Talk To A Sales Pro →What the Promotion Means for Your Sales Team
A title change at your outbound partner can shape your results. Here is how this one affects the meetings your reps get.
A Single Leader Who Owns Your Results
Every revenue team at OSP now reports to Weiss. You have one leader whose top goal is your qualified meeting count.
That makes concerns easier to raise. It also keeps the plan you agree on at signup tied to the results you get each month.
Context That Travels With Every Meeting
Your rep should never walk into a call cold. OSP sends each booked meeting with notes on the prospect and the problem they raised. Our sales handoff process guide shows how to keep those notes intact from one team to the next.
Weiss’s goal reaches past the booking. His team looks at which meetings turn into pipeline. Those results then shape the next round of outreach.
People-Led Outreach Across Three Channels
OSP reaches your buyers by phone, email, and LinkedIn. Each channel gives a prospect another chance to notice your message. Our guide to multi-channel outbound sales explains how the three work together.
Buyers still value talking to people. Gartner predicts that by 2030, 75% of B2B buyers will prefer sales experiences that put human contact ahead of AI.
Your reps keep full control of closing. OSP finds and qualifies prospects, and your team takes over from there. If you are weighing this setup against hiring, our look at outsourced sales development ROI compares both options.
About Outbound Sales Pro
Outbound Sales Pro is a B2B agency that books qualified sales meetings. It works with companies that already have sales reps ready to close.
The OSP team handles prospecting, outreach, and qualification from start to finish. Your reps get meetings on their calendars without an in-house BDR team.
OSP’s results page lists more than 10,500 appointments set. It also lists more than 5,000 deals sourced. You can read the full OSP case studies or learn about our lead generation and appointment setting services.
For more company news, visit the OSP press releases page.
Your Reps' Next Quarter of Pipeline Starts With One Conversation With OSP
Tell us your targets and ideal customer, and our team will build a multi-channel outbound program that books qualified meetings for your closers.
Talk To A Sales Pro →
