About Juniper Square
Our mission is to unlock the full potential of private markets. Privately owned assets like commercial real estate, private equity, and venture capital make up half of our financial ecosystem yet remain inaccessible to most people. We are digitizing these markets, and as a result, bringing efficiency, transparency, and access to one of the most productive corners of our financial ecosystem. If you care about making the world a better place by making markets work better through technology – all while contributing as a member of a values-driven organization – we want to hear from you.
Juniper Square offers employees a variety of ways to work, ranging from a fully remote experience to working full-time in one of our physical offices. We invest heavily in digital-first operations, allowing our teams to collaborate effectively across 27 U.S. states, 2 Canadian Provinces, India, Luxembourg, and England. We also have a physical office in San Francisco, New York City, and Bangalore for employees who prefer to work in an office some or all of the time.
About your role
We’re looking for a builder — someone who’s excited to shape the future of sales learning at Juniper Square. You’ll be the go-to person for Sales Enablement, owning how we onboard, train, and level up our sales team. Think of this role as the connective tissue between all the developments happening across the company — new product features, pricing and packaging updates, fresh sales motions, market shifts, and more — and the enablement programs that help our front-line sellers work effectively with prospects. You don’t yet need to be an expert in our industry or products (we’ll get you there!), but you do need to love untangling complexity and turning it into clear, useful, “I can actually use this” training. If you get energy from learning, love helping others succeed, and see AI as a tool to 10x your output, this is your dream job.
What you’ll do
Own and lead our Sales Enablement function, setting and actioning a vision for onboarding, training, and continuous learning across GTM teams.
Design and manage onboarding programs for new hires, including role-specific syllabi, knowledge checks, and readiness assessments to ensure every seller hits the ground running.
Collaborate with managers and SMEs to curate and refine training content, turning complex inputs into clear and engaging learning experiences.
Translate business changes (e.g., product launches, pricing updates, process shifts) into actionable sales training and enablement materials.
Identify and close knowledge gaps by monitoring sales performance, gathering feedback, and launching targeted learning programs.
Support frontline coaching by surfacing insights from call libraries and enabling managers to drive effective rep development.
Manage and maintain learning systems, including our GTM content hub and LMS, ensuring resources are well-organized, current, and accessible.
Leverage AI as a force multiplier, using tools to synthesize source material (e.g. recordings, transcripts, slides), accelerate content creation, extract insights, and personalize learning.
Qualifications
Exceptional ability to translate large volumes of complex information into clear, engaging, and actionable content — experience in roles where synthesizing, simplifying, and structuring information was a key job function.
Proven project management and organizational skills; comfortable balancing multiple projects, stakeholders, and deadlines.
Outstanding written and verbal communication skills, with a knack for clarity and conciseness.
Collaborative approach with demonstrated success working cross-functionally (ideally with Sales, Product, and Marketing teams).
Demonstrated experience using generative AI tools to accelerate content creation, synthesize complex inputs, or transform raw material into polished, digestible formats.
A learning-oriented mindset — curious, proactive, and eager to deeply understand new subjects and processes.
Experience in sales enablement, L&D, instructional design, content strategy, consulting, research, journalism, or other information-rich roles is a plus, but not required.
Compensation
Compensation for this position includes a base salary, equity, and a variety of benefits. The U.S. base salary range is $130,000-$160,000 and the Canadian base salary range for this role is $186,680-$229,760 CAD. Actual base salaries will be based on candidate-specific factors, including experience, skillset, and location, and local minimum pay requirements as applicable.
Benefits include:
Health, dental, and vision care for you and your family
Life insurance
Mental wellness coverage
Fertility and growing family support
Flex Time Off in addition to company paid holidays
Paid family leave, medical leave, and bereavement leave policies
Retirement saving plans
Allowance to customize your work and technology setup at home
Annual professional development stipend
Your recruiter can provide additional details about compensation and benefits.
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