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Head of M&A

📍 Toronto, Canada

Technology Solen Software Group

Job Description

Job Title:

Head of M&A Company:

Solen Software Group Location:

Toronto, Canada Reports to

: CEO Employment Type :

Full-time

About Solen Software Group : Solen Software Group is an evergreen holding company that acquires and operates proven software businesses that have significant growth potential in a variety of vertical markets, enabling them to be market leaders in their niche industry. Solen owns several software companies in various market spaces: Human Resource Technology, Fleet Telematics, Asset Management, E-Health, Document Management, and other innovative software solutions in a variety of industries. Solen is backed by a group of advisors and investors that have built software businesses of material scale (10-100M in ARR) and advised many.

About the role:

This is a crucial role on the Solen team–managing the mission-critical aspect of the business: M&A. Solen has built a highly productive sourcing engine - you will be a critical part of helping Solen enter our next phase of growth as an elite, professionalized holding company. You will be involved in aspects of the entire deal lifecycle, from thesis development to post-close support of operating companies, with specific responsibility for transaction underwriting and closing. You will be the key point of contact for business owners, brokers, and third parties, managing all aspects of the underwriting, due diligence, deal negotiations, and deal execution. The role will report directly to Alex Spencer, the company’s CEO, and will work closely with our sourcing team led by Mason Bledsoe. The scope of this role expands well beyond the tactical aspects of underwriting and diligence. You will be a strategic partner for the future of Solen’s strategy.

The

successful candidate

will work from Solen's offices in Toronto.

Key Responsibilities:

M&A Strategy & Sourcing Support

Develop Solen’s overall M&A strategy

Work collaboratively with Solen’s sourcing team to identify, map and perform outreach to attractive markets

Develop expertise and credibility with founders in target verticals

Work collaboratively with the sourcing team to develop and achieve ambitious KPIs

Deal Underwriting

Meet with founders and quickly understand the fundamentals of their business

Collect needed information (both from the company and other sources) to prepare a thoughtful and appropriately detailed financial model to determine an appropriate valuation and structure

Develop, negotiate and execute LOIs

Due Diligence

Create a diligence plan and drive the end-to-end due diligence process

Create elite diligence supporting materials (deal decks, models, etc)

Be laser focused on the key questions (80/20) without losing sight of the details

Doggedly find opportunities to get a 360 view of the company through conversations with management, customers, competitors, industry experts, and whomever else we need to speak with to gain conviction

Get all necessary company financial and operational information to deeply understand how the business works, what the key levers for growth are and assess trends and opportunities

Work collaboratively with third parties for key aspects of the diligence (e.g., QoE, technology, insurance, legal, etc.) and manage their work

Deal Execution

Oversee the drafting and the negotiation of the purchase agreement, working closely with Legal

Work with other third-parties to ensure a smooth deal execution process

Identify and secure the most favorable debt financing terms available by working and negotiating with a broad range of lenders

Develop and negotiate employment agreements for management and any key employees, including launching executive searches for any key hires

Work collaboratively with management to develop a post-transaction business plan

Post-Transaction Support

Work collaboratively as needed with theCEO, Solen Operating Partners, and company management team to support the businesses success

Key requirements

7+ years prior work experience in software M&A

Deep understanding of all aspects of the deal making process

Strong financial modeling and presentation development skills

Experience managing third party vendors (quality of earnings, tax, legal, etc.)

Overall executive presence and prior experience directly interacting with founders, investors, bankers, and other intermediaries

Prior experience raising debt in a software context is a plus

Prior experience in investment banking or management consulting is highly desirable

Advanced Excel, written, and verbal communication skills

Fluency in english is mandatory

Legally authorized to work in Canada

Benefits:

Be part of a dynamic, growth-oriented company with a focus on long-term success

Opportunity to drive strategic decision-making and drive legal excellence in a fast-paced environment.

Competitive compensation and benefits package (includes 401k and M&A bonus plan).

Am I Right for This Position?

We are looking for individuals who are motivated by challenges and have a relentless drive to learn and grow. While technical proficiency is essential, your attitude and unwavering commitment to collaborative success are the traits that will blend well with our organizational culture.

What will set you apart:

You have extensive experience

investing in profitable software businesses

and have an intuitive sense for what “good” looks like;

Financial modeling is second nature -

you develop financial models which get to the appropriate level of detail without being overly complex;

You are

creative and thoughtful when it comes to deal structure . You structure deals in a “heads we win, tails we don’t lose much” mentality, while creating a win‑win transaction for founders and avoiding zero‑sum negotiations whenever possible;

You are a

systematic thinker . You develop tools, frameworks, and processes that can be used to streamline and scale our M&A engine

Solen-isms: Pioneering Pioneering driven by opportunity, using first principles thinking and unbound by tradition or rules.

Mutual Elevation Committed to growth, elevating teams, developing future leaders, and removing barriers to mastery and joy.

Learn-It-Alls Learn‑it‑alls, not know‑it‑alls, embracing failure as part of growth and progress.

Figure‑It‑Out‑iveness Embracing challenges, fostering

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Ready to Apply?

Don't miss this opportunity! Apply now and join our team.

Job Details

Posted Date: December 6, 2025
Job Type: Technology
Location: Toronto, Canada
Company: Solen Software Group

Ready to Apply?

Don't miss this opportunity! Apply now and join our team.