How to Build a Billion Dollar Outbound Sales Team w/ Carrie Bosworth (SVP Sales, Checkr)
Aug 1, 2024
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Carrie Bosworth is the SVP of Sales at Checkr, where she transformed their sales strategy by integrating outbound techniques after a successful inbound-only phase. She discusses the challenges of adapting hiring practices and developing effective playbooks. Carrie emphasizes the importance of personalization in messaging and constructing a solid Business Development Representative team. Additionally, she dives into defining Ideal Customer Profiles, territory management, and the operational discipline needed for balancing inbound and outbound sales approaches.
A startup's potential to become a unicorn is often indicated by its reliance on scaling massive revenues through inbound leads alone.
Transitioning to an outbound sales strategy requires extensive training, reevaluating hiring practices, and establishing a structured sales playbook for success.
Deep dives
Indicators of Startup Success
The potential for a startup to become a unicorn can often be gauged by its ability to scale massive revenues primarily through inbound leads. This phenomenon is relatively rare, making it a noteworthy indicator for prospective employees. For instance, Checkr, where Carrie Bosworth served as head of sales, successfully leveraged this model to achieve substantial revenue growth. However, they recognized that relying solely on inbound leads was unsustainable, prompting the need for diversification in their sales strategy.
The Transition from Inbound to Outbound Sales
Transitioning from an inbound to an outbound sales strategy is a complex and challenging process that requires organizational readiness and a shift in team dynamics. Carrie highlighted that when she joined Checkr, most sales representatives were accustomed to inbound roles, necessitating a reconfiguration of skill sets to handle outbound processes effectively. This transition involved an extensive training period of six to nine months to prepare the team for outbound sales, which was a significant departure from their previous routines. The challenge lay in adapting to new rigor and focusing on targeted outreach strategies to ensure success in the outbound landscape.
Hiring and Building the Right Sales Team
When shifting to an outbound model, it's crucial to reevaluate the hiring strategy to ensure the right talent is brought on board. Carrie indicated that the sales representatives prevalent at Checkr initially lacked outbound experience, which posed a risk as the company moved towards more outbound-focused sales. The hiring approach was adjusted to favor candidates with outbound backgrounds and specific skill sets, ensuring they could handle the demands of an outbound sales environment. This also extended to leadership positions, where only candidates with substantial outbound sales experience were considered, reflecting the need for a cohesive strategy across the team.
Strategic Sales Playbook and Accountability
Establishing an effective sales playbook is vital for balancing inbound and outbound activities while ensuring accountability across the team. Carrie emphasized the necessity of operational rigor, detailing how the playbook evolved from being reactive to encompassing structured outbound activities and maintaining focus on sales cycles. To promote consistent accountability, they implemented regular scorecards evaluating key performance indicators, including both outbound and inbound metrics. By integrating these rigorous performance measurements into the compensation plans, the company incentivized behaviors conducive to achieving both outbound success and business growth.
Is the startup you're about to join gonna become a unicorn? That's the billion dollar question. It's so hard to tell.
But one of the leading indicators of that that's rarely talked about is whether they're scaling to massive revenue through only inbound leads. It's so hard to find those companies. And if you do latch on.
That's what happened with Carrie Bosworth, who a few years ago joined Checkr as the SVP of Sales.
They scaled to huge revenue numbers through inbound only, but they knew it was gonna dry up. In order to keep that pace, they brought in Carrie to diversify inbound with outbound selling.
She's been there for two years and in her own words: It's not so simple.