Enterprise Sales Executive, Boosted.ai

$250-300k

This role is eligible to participate in commission-based compensation under our sales incentive plan. Bonus payments are performance–based and subject to the terms and conditions of the applicable plan. In addition to salary and bonus, employees are eligible to participate in our equity program

Senior and Expert level

Toronto

Remote from Canada

More information about location

AI-driven investment software

Open for applications

AI-driven investment software

21-100 employees

B2BArtificial IntelligenceInvestingMachine Learning

Open for applications

$250-300k

Senior and Expert level

Toronto

Remote from Canada

More information about location

21-100 employees

B2BArtificial IntelligenceInvestingMachine Learning

Company mission

To augment portfolio construction for investors through AI-driven quant tools without requiring any coding or data science background.

Job

Company

Role

Who you are

8+ years of experience in B2B sales, with a strong foundation in business development at a large enterprise organization (e.g., AWS, Salesforce, Oracle or similar)
8+ years of experience as a quota-carrying Account Executive closing complex deals
Experience managing large deal sizes and navigating multi-stakeholder buying processes
Proven ability to build pipeline proactively through outbound efforts
Strong communication skills — able to earn credibility with senior financial executives
Analytical mindset with the ability to understand customer needs, mapping to business value
High ownership mentality and comfort operating in an evolving, early-stage environment
We encourage you to apply even if your experience doesn't precisely match the job description

Desirable

Experience selling into asset management, wealth management, or broader financial services
Familiarity with AI, data platforms, or workflow automation tools
Experience helping build or refine enterprise GTM motions at a scaling startup

What the job involves

Boosted.ai is growing fast, and seeking Enterprise Sales Executives to help scale our enterprise go-to-market motion
Quarterback Enterprise Deals from Prospect to Close:
Identify, prospect, and develop relationships with enterprise financial institutions
Drive end-to-end sales cycles with support from Business Development Reps, Solutions Consultants, and C-Suite along from initial outreach through negotiation, close, and handoff
Own Complex, Multi-Stakeholder Deals:
Use your expertise to advise senior decision-makers on how to use AI as a competitive advantage in their workflows
Navigate consultative sales cycles with multiple stakeholders and competing priorities
Lead commercial negotiations and partner closely with legal, finance, and leadership
Be a Trusted Advisor to Customers:
Deeply understand customer workflows, investment processes, and business objectives
Clearly articulate Boosted.ai’s value and differentiation in the context of financial markets
Exceed customer expectations through thoughtful engagement and follow-through
Grow the Enterprise Sales Motion:
You will be an early member of our enterprise sales team in a dynamically changing AI landscape, with the best tools in class to help you shape how we win
Your voice matters in partnering with Marketing, Product, and Customer teams to continuously improve your role, the product, and the customer experience
You will be supported by BDRs, Forward Led Engineers, and Executive Leadership to win and expand enterprise accounts - we truly work as a team to win together

Our take

Gaining insights from the analysis of large quantities of financial data is essential for investment managers to create value within their equity portfolios, but there is only so much data that teams of humans can analyse. Robo-advisor investment tools leverage AI to boost scope and advise smart investment moves, but current solutions generally exist for individual investors as opposed to retail investment managers.

Boosted.ai provides an AI-driven investment platform for retail investment managers, leveraging machine learning algorithms to learn an investor's expertise, model it, and offer investment decisions to enhance portfolio outcomes. Portfolios are ranked based on the user's goals, Sharpe ratios, and risk assessment, and are analysed through the human-interrupted AI system without requiring any coding, data science, engineering, or specialised hardware.

Whilst the concept of AI assistance in investment is nothing new, Boosted.ai has taken a unique stance by encouraging the human-interrupted use of its tools specifically by retail investment managers. Furthermore, the company is aiming to increase the availability and accessibility of such software by taking a no-code and data-free approach.

Freddie

Company Specialist at Welcome to the Jungle

Insights

Top investors

12% employee growth in 12 months

Glassdoor (4.1)

Company

Funding (last 2 of 5 rounds)

Nov 2024

$15m

LATE VC

Aug 2024

$10m

GROWTH EQUITY VC

Total funding: $69.5m

Company benefits

Comprehensive health benefits
Flexible hours and time off
Have fun & learn together
Work from anywhere
Opportunity to lead, learn & grow

Company HQ

Financial District, Toronto, ON

Leadership

Joshua Pantony

(Co-Founder & CEO)

Experience as CTO and Co-founder of Maluuba. Senior Machine Learning/Software Engineer for Bloomberg LP from 2013 to 2017.

Jon Dorando

(Co-Founder & CTO)

R&D Manager & Applied ML Scientist for Bloomberg from 2010 to 2017.

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