Jennifer Kindred: Why I Built a Cross-Border Investment Advisory Firm in Costa Rica
- Jennifer Kindred
- Jul 27
- 3 min read
People ask me sometimes why a CFO and business consultant from Texas ended up building a cross-border investment advisory firm in Costa Rica. The honest answer: I saw a problem I could not stop thinking about — and eventually I stopped thinking and started building.
What I Kept Seeing
Over more than 30 years in financial consulting, I have worked with hundreds of clients on complex decisions: business acquisitions, financial restructuring, cross-border accounting for US and Canadian businesses. The intersection of strategy and numbers has been my professional home for my entire career.
Several years ago, I started encountering a pattern. Financially sophisticated clients were asking me about Costa Rica. They had heard about the investment opportunities, had friends who had bought there, were genuinely interested. And almost universally, they had made one of two mistakes: they
had tried to figure it out independently and gotten lost in unfamiliar legal structures and cross-border tax complexity — or they had worked with a local Costa Rica agent who knew the real estate piece but had no ability to address US tax implications, financing options, or ongoing management.
The gap was enormous. And it was costing people real money — either in opportunities not pursued because the complexity felt unmanageable, or in expensive mistakes made because the advisory team was incomplete.
What I Built
I spent two years assembling the team I knew the market needed. Not a referral network — an actual coordinated team, each member selected specifically for their expertise at the cross-border intersection:
A US Tax Attorney who specializes in foreign property ownership
A Costa Rican attorney with deep property law and residency expertise
A US mortgage specialist who can deliver 30-year financing for CR purchases
A Costa Rican CPA for in-country tax compliance
An insurance specialist who understands rental property coverage requirements
A licensed real estate broker with active regional inventory
I built the financial modeling infrastructure — the five-year ROI forecast — because I had watched too many investors make decisions on gut feeling when they deserved actual data. And I positioned the entire operation around white-glove coordination, because the clients this firm serves have worked hard for their capital and they deserve a team that is as serious about protecting it as they are.
Why Costa Rica
Costa Rica is not a speculative bet. It is a stable democracy with a functioning legal system, a dollar denominated real estate market, genuine tax advantages for foreign investors, and an established expat community that generates real rental demand. Property rights are protected. The tourism infrastructure is mature and growing. The country has been consistently welcoming to foreign investment for decades. For North American investors who want international diversification with a genuinely favorable risk return profile, I have not found a better market.
What Drives Me
I built this firm because the opportunity is real — but only with the right infrastructure around it. I want clients to close on their property with confidence instead of crossed fingers. I want them to receive their first rental distribution and think: this was the right decision. And I want to be the person they call when they are ready for their second property. That is what Kindred Consulting Costa Rica is for.
Email: jennifer@kc-cr.com
Office: +1-830-265-4818 / +506-8518-4062
WhatsApp: +1-830-613-4531 / +506-8518-4062
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