How Shift Group Helped Redwood Software Fast-Track Sales Hiring and Drive Performance

About Redwood Software

Redwood Software is the leader in full stack automation fabric solutions for mission-critical business processes. With the first SaaS-based composable automation platform specifically built for ERP, we believe in the transformative power of automations. Our unparalleled solutions empower you to orchestrate, manage and monitor your workflows across any application, service or server – in the cloud or on premises – with confidence and control.

Redwood’s global team of automation experts and customer success engineers provide solutions and world-class support designed to give you the freedom and time to imagine and define your future. Get out of the weeds and see the forest, with Redwood.

Challenge – Broken Hiring Process

• Long Ramp Times 
• Inefficient Hiring Process

Redwood needed to scale quickly, but between coaching reps and closing deals – hiring managers didn’t have time to sort through countless resumes. The amount of unqualified candidates impacted overall sales productivity and profitability.

“Before partnering with Shift Group, we had to interview many more candidates to make a hire. Since then, we’ve seen increased candidate quality who are better prepared and have a high enthusiasm for their career path”

Solution – Shift Connect

• Elite Characteristics
• Transparent Candidate Insight
• Expert Mentorship
• Job Skill Training

Shift Group mentors & coaches former elite athletes and military veterans on industry specific job skills. Qualifies every candidate via their background in uniform along with a detailed training program ensures faster ramp time and close to no attrition. The platform instantly matches companies with their ideal candidate profile fit.

“With Shift Group we were able to cut out the screening process because Shift had already vetted them for success. Their profiles contain a 30/60/90 day plan that I view immediately, allowing us to be sharper with who we interview and find candidates faster”

Results – Culture Changing ROI

Shift Group candidates bring a level of leadership, coachability and commitment that bleeds to the rest of the team. They ramp faster, drive better productivity AND get promoted faster.

“Before Shift the status quo was 18 months to promotion. All of a sudden that went to 9 months for promotion to a closing role. Shift Group’s candidates caught the eye of our sales leaders early and made a name for themselves within the company”

15

10

8

Total Hires From Shift Group

Promoted From BDR Roles

Months to Promotion

Build a Winning Team

Sales execution is critical for scale and profitability. Hiring process can and should be competitive differentiator. Shift Group streamlines access to the perfect candidates with the right intangibles that have the knowledge to have an impact on day 1.

“Shift Group candidates fostered a true team environment, allowing us to scale quickly. Their contributions enabled us to exceed targets, justifying the addition of more reps and unlocking further growth potential.”

In Collaboration with Ashley Russo | Senior Manager, Sales Development at Redwood Software |  www.redwood.com

About Shift Group:

Shift Group bridges the gap between military veterans, former athletes, and the business world through coaching and career upskilling. Our mission is to help these individuals unlock their unique skills and experiences and match them with top-tier companies in need of resilient, coachable, and team-oriented professionals.

The Shift Connect platform accelerates learning and streamlines the hiring process by connecting employers with pre-vetted candidates who are ready to excel. Customers reduce hiring time, lower costs, increase growth rates and improve retention. Shift Group is committed to helping businesses build high-performing teams and supporting veterans and athletes in their career development.

Discover how Shift Group can transform your hiring process and unlock the potential of exceptional talent.

Former athletes & veterans from Shift Group are fueling Winmo’s business development engine.

About Winmo:

Winmo is a sales intelligence platform with a serious mission: to help users win more business with advertisers and agencies.

As a personalized new business resource, Winmo brings way more than just contacts to the table. From reliable decision-maker information to accurate sales predictions, Winmo streamlines the sales process and drives more profitable connections by giving sales professionals the competitive advantage to win more in an ever-changing market.

A Seamless Fit from Day One

When Winmo began hiring candidates through Shift Group, it didn’t take long for people across the company to take notice.

“Departments were coming to me asking, ‘Who are these great folks you’re bringing in?’ It was an easy introduction to Shift Group. They’ve made our life very, very easy,” said Bo Sams, Senior Director of Sales at Winmo.

What made these hires stand out wasn’t just their talent; it was their mindset. They showed up eager to learn, jumped into Slack huddles, found internal mentors, and immersed themselves in the company’s culture from day one.

“They didn’t wait to be told what to do. They were in learning mode immediately, not just from me, but from teammates, peers, anyone they could grow from,” he explained.

Fast Promotions, Real Results

Shift Group candidates don’t just fill seats, they raise the bar. Several have already been promoted from BDR to AE roles within months of joining.

According to Sams, “We set expectations around a 6–8 month ramp from BDR to AE. Every Shift Group hire has hit that mark or exceeded it. One of them was Rookie of the Year after only a few months.”

One of those standout performers is Alex Mohr, a former collegiate hockey player who joined Winmo after working four jobs post-transition out of sports.

“I used to look at my resume and feel a little bit of embarrassment,” Alex shared. “It wasn’t until I found Shift Group that my whole perspective changed. They helped me land a role that thrives on the attributes of an athlete, being coachable, resilient, and disciplined.”

The combination of coachability, competitiveness, and ownership is what fuels their quick growth. They see a path, and they take it.

“They come in and say, ‘I see what works, I see who’s doing well, what do I need to do to get there?’ And then they do it,” Sams noted.

Built for Remote, Wired for Collaboration

In a fully remote company, collaboration is a muscle, not a luxury. Shift Group candidates flex that muscle every day.

“These folks are constantly on huddles with each other, asking questions, learning, getting better. It’s not just top-down learning, it’s peer-to-peer,” Sams emphasized.

That mindset has translated into real relationships and tight-knit team dynamics, even from a distance.

“We’ve built real relationships beyond just work,” Sams said. “It’s great being their leader and mentor professionally, but outside of work, I genuinely enjoy spending time with them. That connection translates into stronger collaboration and a better culture overall.”

More Than a Culture Fit: They’re Culture Drivers

These candidates don’t treat themselves like outsiders or new hires. They jump into team meetings, ask thoughtful questions, and contribute across departments.

“We want a culture where everyone’s voice matters and Shift Group hires live that out,” said Sams. “They speak up. They care. They show up like owners.”

By consistently delivering and collaborating, these hires have helped shape the culture at Winmo into one of shared accountability, learning, and high standards.

What Sets Them Apart

It’s not about checking boxes or having prior SaaS experience. It’s about attitude, drive, and the ability to compete like a professional.

“I’ve hired folks with zero tech sales experience, former police officers, healthcare workers, and athletes. What matters to me is: Are you coachable? Are you hungry? Do you want to win?” Sams shared.

Shift Group candidates treat sales like a sport. They train. They ask questions. They improve. That’s why their ramp times are fast and why their ceilings are high.

“They’ve brought urgency, self-awareness, and a true team-first mentality,” he said. “They’re not just succeeding, they’re making everyone around them better.”

Expanding the Impact

The results at Winmo spoke for themselves. So much so that the company decided to extend the partnership beyond its core sales team, hiring a Shift Group candidate to join Catapult, one of Winmo’s subsidiary companies.

That level of confidence reflects what happens when the right people are placed in the right environment: trust grows, results compound, and the relationship evolves from transactional to strategic.

Summary

At Winmo, Shift Group candidates haven’t just filled roles; they’ve redefined what success looks like in a high-performance, remote-first sales environment. Backed by sports and service backgrounds, these individuals bring grit, coachability, and a team-first mindset that accelerates ramp times and elevates culture.

As Bo Sams, Senior Director of Sales, puts it: “They don’t wait to be told what to do, they take ownership, ask the right questions, and make everyone around them better.”

For companies building elite teams from the ground up, Shift Group delivers the kind of talent that doesn’t just keep up, they lead.