Job Title
Chief Sales Officer (CSO) — GTM Leader (WealthTech / Capital Markets) | Hybrid (New York or Toronto)
Overview
DealMaker is building the infrastructure that makes online capital raising mainstream. We’re looking for a Chief Sales Officer to design and lead the next go-to-market engine—defining where the market is heading, translating that vision into a practical commercial strategy, and staying close to execution to ensure results. You’ll unify Sales, Marketing, Partnerships, and RevOps, drive new-issuer growth, and help establish retail capital as a mainstream financing category.
Required Skills
- Senior sales leadership (CSO/EVP/SVP-level) with ownership of new-business growth
- Proven GTM engine-building (not just inheriting an existing machine)
- Account-based selling and executive-level origination (CEO/CFO/board)
- Strong pricing/packaging, funnel economics, forecasting, and sales operations discipline
- Ability to build warm ecosystems (advisors, law firms, bankers, investors, founders, customers)
Nice to Have Skills
- Experience scaling revenue roughly $40M → $150M
- Partnerships-led distribution strategy and category education/demand creation
- Background selling in regulated, trust-dependent environments
Preferred Education and Experience
- 10+ years in commercial leadership with a track record hiring/developing high-performance teams
- Experience in fintech, capital markets, or adjacent B2B platforms preferred
Other Requirements
- Hybrid working model; location New York or Toronto
- Hands-on, low-ego operator comfortable working directly on accounts and critical deals
CSO in new york at Unknown Company
This position is listed as full time and hybrid.