Prosperr.io: Automating Tax, Compliance & Financial Wellness with AI

In an era where taxation is increasingly complex and far too manual, Prosperr.io is emerging as a powerful disruptor in the fintech landscape by turning tax planning, compliance, and reimbursements into an intelligent, AI-driven SaaS experience. Launched in 2022 and headquartered in Bengaluru, Prosperr.io is on a mission to make tax and financial decision-making simpler, automated, and more rewarding for both individual professionals and enterprise teams.

Why Prosperr.io Matters

Taxation is often seen as opaque, stressful, and rife with manual overhead — especially for salaried individuals managing multiple income sources and enterprises wrestling with payroll benefits, reimbursements, and compliance. Prosperr.io bridges this gap with an AI-first platform that:

• Automates income tax planning and optimisation
• Manages ITR filing with accuracy and real-time compliance
• Handles employee benefits, reimbursements, and payroll tax logic
• Provides advisory support through subscription-based services

This holistic tax infrastructure is part software, part advisory and all powered by AI automation that adapts to user needs over time.

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Product & Technology — A Layered Fintech Stack

1. AI-Driven Tax Engine

Prosperr.io combines machine intelligence with domain logic to automate traditional tax workflows that are typically manual and error-prone:

• Personal tax automation: Tracks income and deductions automatically; recommends optimized savings and suggests eligible tax breaks.
• Real-time compliance notifications: Alerts users to filing timelines, potential submissions due, and compliance triggers.
• AI optimization: The engine adjusts plans based on income complexity and life events — helping individuals save more over time.

2. Super Saver & Flexi Benefits Plans

Prosperr.io’s standout offerings include:

• Super Saver Plan: A subscription-based product tailored to salaried individuals and professionals that streamlines tax planning and filing year-round with advisory support.
• Flexi Benefits Plan (FBP): Designed for enterprises, this product automates tax-exempt allowances and compliance logic to boost employee take-home pay while reducing HR/finance workload.

Together, these products blur the lines between pure software and continuous tax advisory services — democratizing access to advanced tax support typically reserved for high-net-worth individuals.

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Founders & Leadership — Visionaries of Automation

Prosperr.io was co-founded by:

• Manas Gond (CEO & Co-Founder) — Leading the company with a vision to build an AI-powered financial operating system capable of reimagining how taxes and compliance work for individuals and businesses.
• Dev Kumar (CPTO & Co-Founder) — Heads product and technology, driving the automation and AI capabilities underlying Prosperr’s adaptive tax models.

Together with a leadership team that includes tax experts and fintech operators, Prosperr.io is blending advanced technology with domain expertise to build products that work in real financial workflows.

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Market Opportunity & Why It’s Disruptive

Traditional tax filing, planning, and compliance remain deeply manual: spreadsheets, repetitive forms, advisory retainer fees and legacy tools that don’t scale with complexity. Prosperr.io disrupts by:

• Shifting tax from seasonal to year-round planning
• Embedding AI to automatically compute deductions and compliance requirements
• Serving both individual and enterprise needs on one platform
• Introducing subscription and enterprise SaaS models instead of transactional CA services

As income sources diversify — including salaries, stocks, freelancing and cross-border earnings — static tools simply can’t keep pace. Prosperr.io’s AI layer makes sense of these complexities, positioning it as a fintech infrastructure play rather than just another tax filing tool.

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Funding & Growth Signals

In December 2025, Prosperr.io raised $4 million (≈ ₹35.8 crore) in a seed round led by Jungle Ventures, with participation from Yatra Angel Network, Sadev Ventures and others. This round brings the startup’s total capital raised to approximately $5.55 million since inception.

The funding will accelerate:

• Product development, especially in AI and automation features
• Expansion of B2B sales infrastructure targeting enterprise customers
• Growth into complementary areas, including wealth management and deeper payroll integrations.

Manas Gond has described Prosperr.io as developing “an AI-powered financial operating system for working India”, underscoring its ambition to reframe tax and compliance as ongoing financial infrastructure rather than an annual chore.

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Multi-Role Perspectives

Journalist Angle

Prosperr.io is revolutionizing one of the most overlooked layers of fintech — tax management — with AI that understands compliance nuance and real financial patterns, transforming burden into opportunity.

Product & Operator Lens

The platform blends AI automation with subscription flexibility and enterprise tooling, enabling seamless transitions between individual planning and business compliance workflows. Its tax engine and advisory layers make it sticky with high retention potential.

Investor View

Seed funding led by Jungle Ventures highlights investor belief in tax automation as a structural fintech problem. Prosperr.io’s rapid revenue growth and expanding product suite indicate strong unit economics and market fit.

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Final Take

Prosperr.io’s transformation of taxation — from seasonal filings to intelligent, proactive planning and operational compliance — places it squarely in the Disruptor category. By combining AI, automation and a layered SaaS stack for both individuals and enterprises, the company is redefining financial infrastructure in an area ripe for innovation. With significant funding, product momentum and enterprise interest, Prosperr.io is poised to become a backbone for tax workflows in the modern economy.