Director of Acquisitions

Director of Acquisitions Lead, coach and build a high-performing acquisition team. Own outbound strategy, closing, performance and process in a fast-moving business with direct CEO exposure. Location: Calgary, AB (remote) | Brooklyn, NY (onsite, hybrid) Employment: Full-Time | Permanent Reports To: CEO Build It. Lead It. Own the Result. We're partnering confidentially with a fast-growing North American organization operating within a high-volume, marketplace-driven industry to hire a Director of Acquisitions . This is a hands-on leadership role for someone who knows how to sell, close, coach, analyze performance, and take complete ownership of results . You won't be sitting on the sidelines managing reports. You'll work directly alongside an acquisition team every day: reviewing performance, coaching calls, helping overcome objections, jumping into difficult conversations, improving messaging, and building the processes needed to consistently deliver results. The mandate is straightforward: take ownership of the acquisition function and build a high-performing operation. What You'll Own Acquisition & Closing Lead the acquisition process from initial outreach through successful close Personally step into high-value or difficult conversations when needed Coach the team on cold calling, objection handling, negotiation, and closing Identify opportunities to improve conversion and overall acquisition performance Maintain a strong understanding of pipeline activity and daily production Team Leadership Lead and develop a distributed acquisition/calling team Coach team members through live situations and performance challenges Set clear expectations and hold individuals accountable for results Address underperformance directly and constructively Create an environment where performance is measurable and accountability is clear Performance & Analytics Monitor individual and team activity, conversion, and production Understand why performance differs across team members rather than relying solely on high-level reporting Identify trends, bottlenecks, and opportunities within the acquisition funnel Translate performance data into specific coaching and operational actions Process & Operations Build and improve acquisition processes rather than simply inheriting existing systems Develop scripts, outreach strategies, workflows, and performance standards Identify operational gaps and implement practical solutions Create scalable processes that improve consistency and team productivity Take increasing ownership of day-to-day acquisition decisions What We're Looking For Proven ability to cold call, sell, negotiate, and close Experience leading a sales, business development, inside sales, acquisition, or high-volume outbound team Strong track record of coaching and developing salespeople Comfortable having difficult conversations around performance and accountability Highly analytical and willing to dig into individual performance metrics Strong commercial judgment and decision-making ability Entrepreneurial mindset with a high degree of initiative Ability to operate effectively with limited structure or hand-holding Strong organizational skills with experience building processes and systems Comfortable working directly with executive leadership Nice to Have Sports, live entertainment, ticketing, e-commerce, marketplace, or secondary-market experience Experience leading offshore or distributed teams High-volume B2C or B2B outbound sales experience Experience building or scaling an acquisition function Familiarity with CRM, sales analytics, and performance-management tools Who Will Thrive Here? You're likely to succeed if you're someone who: Wants ownership rather than layers of management Will pick up the phone instead of telling someone else to do it Enjoys coaching people and improving performance Naturally digs into numbers when something doesn't make sense Is comfortable making decisions without waiting for detailed instructions Builds processes when processes don't exist Takes personal accountability for the team's results The Opportunity This is an opportunity to take ownership of a critical commercial function within a growing organization. You'll have significant autonomy, direct exposure to the CEO, and the ability to shape how the acquisition team operates and scales. If you're a hands-on sales leader who wants your performance and impact to be highly visible, we'd like to speak with you. Apply today for a confidential conversation. Department Sales Locations Canada, USA Remote status Hybrid About Remote People We specialize in connecting forward-thinking companies with outstanding global talent. Whether you’re looking to fill a critical role or expand into new markets without local offices, we’re here to support you every step of the way.