Experience

Not a career change. An accumulation.

Content and communication became marketing leadership. Marketing leadership met technology, platforms and data. Data met international business. All of it now meets AI. This is the evolution — not a list of every project along the way.

The evolution

  1. 2015 — 2017

    March 2015 – January 2017

    Telia Estonia

    Director of Content Marketing

    Worked at the intersection of technology, content, customer communication and brand transformation. Contributed to the communication and content strategy around the transition bringing EMT and Elion under the Telia brand.

    • Technology
    • Content Strategy
    • Customer Experience
    • Organisational Transformation
  2. 2017 — 2018

    January 2017 – December 2018

    CV-Online Estonia

    Director of Marketing

    Led marketing for one of Estonia's major digital recruitment platforms, working across B2B and B2C growth, employer branding, digital products, partnerships and changing labour-market behaviour.

    • Growth
    • HR Tech
    • Digital Platforms
    • Employer Branding
    • Market Development

    Carried forward: Technology · Content Strategy · Customer Experience · Organisational Transformation

  3. 2019 — 2020

    March 2019 – March 2020

    Viimsi Municipality

    Advisor

    Worked in a public-sector advisory environment, adding experience in stakeholder communication, organisational decision-making and the relationship between institutions, communities and public value.

    • Advisory
    • Stakeholder Management
    • Public Sector
    • Communication

    Carried forward: Technology · Content Strategy · Customer Experience · Organisational Transformation · Growth · HR Tech · Digital Platforms · Employer Branding · Market Development

  4. 2020 — 2021

    March 2020 – September 2021

    Creditinfo Estonia

    Marketing Partner

    Worked in a data-driven B2B environment around business information, credit risk, KYC and decision-support services. Connected complex technology and data products with customer needs, communication and commercial strategy.

    • B2B Strategy
    • Data Products
    • Business Intelligence
    • KYC
    • Strategic Communication

    Carried forward: Technology · Content Strategy · Customer Experience · Organisational Transformation · Growth · HR Tech · Digital Platforms · Employer Branding · Market Development · Advisory · Stakeholder Management · Public Sector · Communication

  5. 2021 — 2024

    September 2021 – May 2024

    GoWorkaBit

    Chief Marketing Officer

    Led marketing for an Estonian work-tech company operating at the intersection of technology, flexible work and changing human behaviour. Worked with leadership on growth, positioning, market education, customer acquisition and new propositions.

    • Growth Strategy
    • Work Tech
    • Marketplaces
    • Leadership
    • Positioning
    • Go-to-Market

    Carried forward: Technology · Content Strategy · Customer Experience · Organisational Transformation · Growth · HR Tech · Digital Platforms · Employer Branding · Market Development · Advisory · Stakeholder Management · Public Sector · Communication · B2B Strategy · Data Products · Business Intelligence · KYC · Strategic Communication

  6. 2024 — present

    Started August 2024

    Visionest Institute

    Chief Marketing Officer — strategic marketing and communications

    The role evolved far beyond conventional marketing into building and connecting the systems an international education and business-development organisation runs on: digital platforms, CRM and data flows, communication and outreach systems, AI-enabled workflows and international programme infrastructure across several countries.

    Scale of the work for context: by 2026 it spanned 17 projects and 28 recurring activity areas, with web, systems and development the largest measurable area.

    • Business Transformation
    • International Growth
    • AI Adoption
    • Digital Systems
    • CRM
    • Strategic Communications
    • Programme Development
    • Executive Advisory

    Carried forward: Technology · Content Strategy · Customer Experience · Organisational Transformation · Growth · HR Tech · Digital Platforms · Employer Branding · Market Development · Advisory · Stakeholder Management · Public Sector · Communication · B2B Strategy · Data Products · Business Intelligence · KYC · Strategic Communication · Growth Strategy · Work Tech · Marketplaces · Leadership · Positioning · Go-to-Market

International work

Estonia → Ukraine → Georgia → Armenia

Alongside his organisational roles, Rain's work increasingly moved across borders through entrepreneurship, export-development and international learning programmes. These are programmes, not employers — a parallel layer connected to the Visionest years.

Ukraine

Visionest international entrepreneurship and export-development programmes, including Born Global Ukraine — a six-month entrepreneurship and international-growth programme involving 45 teams and more than 120 participants across Ukraine.

Rain's contributionBuilt the strategic communication, positioning and digital outreach that brought 45 teams and more than 120 participants into a six-month international-growth programme.

Ongoing: Export Growth & Jobs for Ukraine — Building EU-Ready Companies and Export Sales Talent (April 2026 – March 2027).

Georgia

Visionest / ESTDEV / UNDP-related export and international-business development work. A major export-training programme ran from approximately September through April 2025.

Rain's contributionBuilt the international communication and business outreach that carried a seven-month export-training programme from launch to completion.

Armenia

Export-development and internationalisation work supporting Armenian companies. By 2026, Visionest was working with an Export Accelerator involving approximately 40 selected companies.

Rain's contributionShaped the positioning, communication and digital support behind an export accelerator working with around 40 selected companies.

Estonia

Export development, leadership development, entrepreneurship and business-growth programmes through Visionest Institute.

Rain's contributionBuilt and connected digital, CRM, communication and outreach workflows supporting leadership, entrepreneurship and business-growth programmes.

2025 — 2026 →

AI + business transformation

The disciplines began converging.

  • Marketing became systems.
  • Communication became organisational design.
  • Digital tools became AI-enabled workflows.
  • International programmes became growth ecosystems.
  • Strategy increasingly required rapid prototyping and implementation.

Today Rain works where business strategy, growth, technology, communication and human judgment meet.

Now

  • AI & Business Transformation
  • Growth Strategy
  • International Business
  • Strategic Communications
  • Venture Building

AI speed. Human clarity.

The most useful proof is usually a conversation about your situation.