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OleOle

Curated football fan travel packages

Chief Financial Officer Co-founder

Full-Time
No salary listed
Expert
Austin, TX, USA
In PersonOn-site in Austin, TX; no remote work.
Finance & BankingCorporate Finance & FP&A

About the job

Requirements
  • Proven experience as a CFO, startup finance leader, founder, or early-stage executive within high-growth technology, fintech, crypto, marketplace, gaming, or consumer-platform businesses
  • Demonstrated success personally raising capital through venture capital, private equity, strategic investors, family offices, debt financing, or crypto-related fundraising structures
  • Existing investor relationships and meaningful access to capital networks
  • Strong understanding of startup finance, scaling businesses, financial strategy, forecasting, capital planning, and operational execution
  • Strong understanding of technology-driven business models including marketplaces, payments, rewards systems, fintech infrastructure, or digital consumer platforms
  • Experience operating inside fast-moving startup environments with ambiguity, evolving priorities, and limited structure
  • Ability to think strategically while remaining highly execution-oriented
  • Strong communication, negotiation, and investor presentation skills
  • Entrepreneurial mindset with strong ownership and accountability
Responsibilities
  • Lead fundraising strategy and investor outreach efforts
  • Build relationships with venture capital, private equity, strategic investors, family offices, and fintech or crypto-focused funds
  • Help shape long-term financial strategy and company structure
  • Work closely with leadership on growth planning, capital allocation, and scaling strategy
  • Support future token, fintech, payments, rewards, or marketplace-related initiatives
  • Help evaluate partnership opportunities, acquisitions, and strategic financing structures
  • Assist in preparing investor materials, financial projections, and fundraising narratives
  • Operate as a strategic business partner during a critical early-stage growth phase
Desired Qualifications
  • Experience with crypto infrastructure, tokenomics, digital assets, or blockchain-related businesses
  • Experience within sports, media, gaming, gambling, ecommerce, or creator-economy businesses
  • Experience structuring strategic partnerships, acquisitions, or growth financing initiatives
  • International fundraising or global business development experience
  • Strong understanding of payments, wallet infrastructure, or fintech compliance environments
  • Passion for football, sports media, or global fan communities

About the company

OleOle curates football fan travel experiences by selling bundled packages that include tickets, lodging, flights, and other travel components through oleolesport.com. It operates an e-commerce marketplace for fans to select complete travel packages to events such as the FIFA World Cup, English Premier League, La Liga, and Formula One, with additional options like group air charter for organizations. The company differentiates itself through its long history in sports ticketing and travel, a global football audience, and a strategic shift toward a social platform that monetizes fan engagement and branded services within a “super app for sports.” Its goal is to connect football fans worldwide through an integrated fan community and travel ecosystem while pursuing capital through equity investments and options like a Security Token Offering (STO).

Company Size

11-50

Company Stage

Series A

Total Funding

$5M

Headquarters

Beverly Hills, California

Founded

2006

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Simplify's Take

What believers are saying

  • OleOleSport is already selling 2026 FIFA World Cup packages as of August 2026.
  • The company joined FastCapital, signaling investor access and fundraising momentum.
  • World Cup demand creates a near-term revenue window through premium fan-travel packages.

What critics are saying

  • A 2026 job posting says OleOle lost funding and pays deferred compensation.
  • Funding remains uncertain despite a $15-$20 million raise target on LinkedIn.
  • The superapp faces direct competition from WhatsApp, TikTok, X, and established sports communities.

What makes OleOle unique

  • Doug Knittle brings Razorgator and PrimeSport sports-travel experience to OleOle.
  • OleOleSport bundles World Cup tickets, hotels, and fan experiences across multiple markets.
  • OleOle combines travel commerce with a football social superapp and messaging layer.

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Benefits

Company Equity

Performance Bonus

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
SMARTME.PL
May 24th, 2022
OleOle launched Attractive Discounts for Health and Beauty promotions on May 31st 22'.

OleOle introduces the "Attractive Discounts for Health and Beauty" promotions, which will run until May 31st.