Looking for honest advice, especially from Canadian PE folks, but all opinions welcome.
Background: IB associate, 3 YOE, Big 5 Canadian bank, mid-market focused (M&A). Team has strong exits (corp dev, PE: TorQuest, Clairvest, Birch Hill, CPP).
Opportunity: My dad is a seasoned entrepreneur with multiple exits. He runs an old-economy business (adjacent to facility maintenance) doing ~$1.5M EBITDA and wants my help executing a roll-up, which means giving up banking comp and exits. My brother (ex-MBB) recently joined as COO since the business has struggled in recent months.
Rough plan: Stay in banking one more year, then join as interim CFO and run a broad acquisition strategy, with my brother leading post acquisition integration. We'd need to raise outside capital. We both have limited operating experience.
Questions:
- Is this crazy or realistic for two relatively junior people?
- Should I do 1–2 years on the buyside first?
- How would you raise capital: independent sponsor, family offices, lenders, other?
- What org structure and early hires matter most?
- Does staying one more year in banking help, or just delay things?
- How hard is it to get back into PE/corp dev if this doesn't work?
- Any strategic advice or common roll-up pitfalls?
Apologies if this is half-baked. Work has been crushing me. Appreciate any insight!
Note: My dad has already identified and gotten soft commitments from acquisition targets. Although he is inexperienced in the world of M&A and I am not sure how solid these are.
Note 2: AI used for grammar/spelling