James Woolley
InvestorPartner at Metavest Capital
Cape Town, South Africa
Writes $100K – $5M checks · typically $1.5M
About
James Woolley is Co-Founder and Commercial Director of Totalstay, a South African hospitality group specializing in aparthotels since 2014. His responsibilities include commercial strategy, revenue growth, brand development, and distribution management. Woolley also pursues private investments in businesses and digital assets.
Experience
- Totalstay™Commercial Director & Co-Foundercurrent2026 — presentCape Town
- Totalstay™Co-Founder, Non-Executive Director & Consultant2021 — 2026Cape Town
- Totalstay™Co-Founder & Co-CEO2015 — 2021City of Cape Town
- Metavest CapitalFounding Partner2021 — 2025British Virgin Islands
- CometoCapeTown.comFounder2008 — 202468 Bree Street, Cape Town
- Balance New MediaFounding Partner2001 — 2008
Skills & more
Brand DevelopmentCryptoOnline Marketing22Digital Media15Sales10Management10Advertising8Marketing10Real Estate6Online Advertising8New Media4Investors2
+10 more
Brand ManagementMarketing StrategySellersDigital MarketingNew Business DevelopmentEntrepreneurshipBusiness StrategyseoOnline Travelvacation rentalsFrom James's professional profile.
Colleagues at Metavest Capital
Network2
Investors connected to James in public investor directories — a warm-intro map.
Frequently asked questions
- Who is James Woolley?
- James Woolley is Co-Founder and Commercial Director of Totalstay, a South African hospitality group specializing in aparthotels since 2014. His responsibilities include commercial strategy, revenue growth, brand development, and distribution management. Woolley also pursues private investments in businesses and digital assets.
- Where does James Woolley work?
- James Woolley is Partner at Metavest Capital.
- What check size does James Woolley write?
- James Woolley typically writes checks of $100K – $5M.
- Where did James Woolley go to school?
- James Woolley studied at Varsity College (BBA, Business Management); Progress College; Camps Bay High.







