Nestbox AI is on a mission to help finance companies like private equity firms infuse AI across their portfolios—unlocking new value creation and competitive advantage. We’ve built a next-generation AI platform that combines strategic advisory with turnkey execution, delivering custom intelligent solutions for portfolio companies in months, not years.
Our intelligent agents don’t just assist—they think, optimize, and execute to transform how businesses operate across sales, operations, finance, and beyond.
Now we’re looking for a B2B Technology Sales Representative who can rapidly bring this capability to PE firms quickly.

Why This Role is Unique

• Founder-Level Impact: You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for PE, and have a voice in every major decision.
• Category-Defining Offering: While others stop at AI strategy slides, we deliver both the roadmap and the working solutions. You’ll sell something PE firms actually need—and can deploy in their portfolios immediately.

What You’ll Do

• Design and execute Nestbox’s private equity go-to-market strategy from scratch.
• Use your existing PE network to secure meetings with managing partners, operating partners, and portfolio company CEOs.
• Own the full sales cycle—from first conversation to signed engagement.
• Identify high-value AI use cases for PE-backed companies and position Nestbox as the execution partner of choice.
• Partner with our founders to shape product-market fit for the PE segment.
• Build sales collateral, playbooks, and repeatable processes for scaling our PE vertical.

You Might Be a Fit If…

• You already know and can reach senior leaders (Operating Partners, CIOs, CTOs, CEOs) at multiple private equity firms.
• You’ve sold complex B2B solutions to financial services or enterprise clients—bonus for AI, automation, or transformation projects.
• You understand the PE operating model and can speak to both investment thesis and value creation.
• You thrive in a zero-to-one environment and want equity, ownership, and the chance to define a category.

Job Type: Full-time
Pay: $47,539.72-$75,000.00 per year

Application question(s):

• What would be your process and timeline to sell software to 3 private equity firms in Toronto quickly?
• What would you be doing every day in your dream job?
• What is your experience selling software to midmarket companies? How did you build a relationship with C-suite decision makers?

Experience:

• Midmarket Tech Sales: 1 year (required)

Work Location: In perso

Why This Role is Unique

• Founder-Level Impact: You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for PE, and have a voice in every major decision.
• Category-Defining Offering: While others stop at AI strategy slides, we deliver both the roadmap and the working solutions. You’ll sell something PE firms actually need—and can deploy in their portfolios immediately

What You’ll Do

• Design and execute Nestbox’s private equity go-to-market strategy from scratch.
• Use your existing PE network to secure meetings with managing partners, operating partners, and portfolio company CEOs.
• Own the full sales cycle—from first conversation to signed engagement.
• Identify high-value AI use cases for PE-backed companies and position Nestbox as the execution partner of choice.
• Partner with our founders to shape product-market fit for the PE segment.
• Build sales collateral, playbooks, and repeatable processes for scaling our PE vertical