Who you are

- 8+ years of sales experience, including 3+ years managing quota-carrying sales teams

- Proven track record of driving new logo acquisition through a team with repeatable, scalable GTM motions

- Experience selling SaaS or technology solutions; financial services or fintech strongly preferred

- Familiarity with the venture capital ecosystem, including VC fund structures, GP/LP dynamics, and how venture firms evaluate operational technology

- Demonstrated success hiring, coaching, and developing high-performing Account Executives

- Strong forecasting discipline and pipeline management rigor in complex sales environments

- Comfortable operating in an emerging market coverage model where the playbook is still being defined

- Ability to credibly engage VC firm stakeholders, including General Partners, CFOs, and Controllers, as a peer

- Strong cross-functional collaboration skills;

experience partnering with Marketing, Partnerships, and Sales Operations

- Proficiency in Salesforce; data-driven approach to sales management and performance reporting

What the job involves

- Juniper Square is seeking a high-impact sales leader to build and lead our Venture Capital sales team. This is a full-time people leadership role. You will lead a team of four quota-carrying Account Executives, drive recent logo acquisition through your team, establish a repeatable GTM motion, and serve as one of Juniper Square’s most credible voices in the venture capital ecosystem

- You will own team performance, pipeline health, territory strategy, and forecasting accuracy.



There will be a heightened focus on building Juniper Square’s technology motion into Venture Capital while continuing to grow our Fund Administration market share

- Key measurables include team ARR and logo quota attainment, people development, and iterating on the GTM playbook so we play defense against disruptors and offense against the incumbents

- Lead, coach, and develop a team of quota-carrying Account Executives focused on the venture capital segment

- Drive consistent quota attainment through structured pipeline reviews, deal coaching, and performance accountability

- Instill a culture of urgency, rigor, and disciplined new logo execution

- Identify performance gaps early and implement coaching plans to close them

- Hire, onboard, and ramp high-performing Account Executives aligned to our ideal candidate profile

- Own current logo acquisition targets for the VC segment and hold your AEs accountable to sourcing and pipeline creation goals

- Establish outbound discipline, sourcing cadences, and top-of-funnel accountability across the team

- Define territory strategy and account prioritization to maximize coverage of the VC market

- Ensure strong CRM hygiene, segmentation, and pipeline visibility across all active accounts





- Set clear performance metrics for activity levels, conversion rates, and deal velocity

- Coach reps on structured discovery, objection handling, competitive positioning, and deal strategy throughout the sales cycle

- Inspect deals from prospecting through close, raising each team member’s sales acumen and execution quality

- Train your team on the nuances of venture capital managers and how to build credibility with GP finance executives

- Serve as executive sponsor on strategic and late-stage deals where your involvement can accelerate or secure a win

- Ensure the team can confidently navigate pricing discussions, switching costs, and multi-stakeholder deal dynamics

- Build and leverage relationships across VC firms, accelerators, and portfolio company networks to open doors for your team

- Drive team presence at industry events and conferences to extend our network and generate pipeline

- Provide competitive intelligence and VC market insights to product and executive leadership

- Help define and evolve the VC coverage model as Juniper Square’s presence in the segment grows

- Partner with Marketing on demand generation strategy, VC-specific positioning, and sales collateral

- Collaborate with Partnerships to leverage ecosystem relationships for pipeline creation and referral channels

- Work with Sales Operations to improve forecasting accuracy, CRM performance, and sales reporting

- Contribute to overall VC GTM strategy in close partnership with Sales and executive leadership

📌 Manager of Venture Capital Sales (Canada)
🏢 Juniper Square
📍 Canada