Deal Origination Associate

About This Opportunity

We are representing a confidential vertical software holding company in a unique deal origination role. Our client acquires specialized B2B software companies serving overlooked industries—businesses that provide essential systems of record to sectors rarely targeted by traditional acquirers. This is a high-trust, relationship-first origination seat focused on building multi-year connections with software founders across 25+ niche verticals.

This is not warm inbound deal flow or traditional investment banking. You will own outbound origination, relationship development, and deal quarterbacking from first contact through signed letters of intent.

Responsibilities

• Build and maintain a proprietary pipeline of 2,000+ target companies across the buy box, mapped by vertical, ARR, ownership structure, and readiness-to-sell signals
• Execute heavy outbound founder engagement—100+ meaningful touches per week via cold email, LinkedIn, phone, handwritten notes, and in-person visits
• Develop 3-year trust relationships with software founders, positioning our client as the only call they make when ready to sell
• Attend 8–12 industry-specific trade shows annually to meet founders in their native environments
• Qualify opportunities ruthlessly against acquisition criteria; kill deals early if they don't fit
• Quarterback deals from first conversation to signed LOI, including financial pre-diligence, valuation triangulation, and LOI drafting support
• Leverage proprietary distribution channels that already reach 50,000+ founders and operators

What We're Looking For

Required:

• 2–5 years in deal sourcing or origination at a private equity firm, holding company, or search fund
• Proven track record doing cold outbound at scale—and enjoying it
• Financial literacy: ability to read P&Ls, calculate SDE/EBITDA add-backs, and assess valuation multiples
• High-trust operator who can handle confidential founder financial information with discretion
• Familiarity with or willingness to study the serial acquirer playbook (Week 2 expectation)

Nice to Have:

• Domain experience in vertical B2B software or a prior small software exit

Not a Fit If You:

• Need warm leads handed to you rather than building pipeline from scratch
• Are uncomfortable with high-volume cold outreach (50+ emails daily)
• Prefer remote-only work and avoid in-person industry events in non-metro locations

How We Work with You

Candidates apply directly through Get A Job.ai. Our talent team will conduct an initial screening to understand your origination experience and fit for this unique seat. Qualified candidates are then submitted to our client for consideration. Please do not attempt to contact the client directly, as all communication is managed through our recruiting process.

Pay

Compensation details will be discussed during the screening process and are dependent on experience and location within Canada or the USA.

Get A Job.ai is an equal opportunity recruiter. We consider all qualified applicants regardless of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, genetics, or any other basis protected by applicable law.