How do you raise $29M as a solo founder?
Solo founder Diana Heldfond raised over $28 million for her edtech startup, Parallel, by strategically starting without a co-founder and "warming up" investors for months before her official raise. Discover her process for turning a $500K pre-seed plan into a full institutional seed round and navigating a Series A with Tiger Global as the market turned.
What 2026 exits actually pay for SaaS
Miro had $600M ARR and 250,000 enterprise customers. They sold for $1.79B — roughly 3x revenue. Their 2021 investors took a 90% haircut on their mark. This is the current market clearing price for quality horizontal SaaS. If you are building toward an exit, you need to know which multiple category your business belongs in — before your board does that math for you.
Highlights
- →Took meetings with 40+ investors in one week to close a Series A led by Tiger Global.
- →Turned a planned $500K pre-seed into a full institutional seed round with 3 term sheets.
- →Skipped a co-founder search, instead raising capital early to hire senior execs with equity.
- →Regrets not hiring a VP of Finance a year earlier to prepare for deep Series A diligence.
- →Warmed up investors for months with advice-seeking chats before officially starting the raise.
The full breakdown
Who's on this episode
Diana Heldfond is the Founder and CEO of Parallel, a virtual care platform that partners with school districts to provide services for children with learning and thinking challenges like dyslexia and ADHD. Drawing from her personal experience with these challenges, she launched Parallel as a solo founder to increase access to specialized care. Her background is in finance, and she has successfully navigated multiple funding rounds, raising over $29 million from investors including Tiger Global and Rethink Impact. Parallel combines a network of virtual providers with a proprietary platform to deliver more effective and efficient care within special education departments.
Questions answered in this episode
References & resources
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- ·Parallel Learningwebsite
- ·Tiger Global ManagementCompany
- ·Rethink ImpactCompany
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Hosted by

Podcast host, angel investor, and serial entrepreneur with 4× exits ranging from small businesses to VC-backed tech companies. Jason has been personally involved in over $100M in transactions and now helps founders close their next transaction at Thunder.vc, from pre-seed rounds to $100M exits. He coaches founders through their next major transaction and gets the deal done by introducing them to the right people in his network.
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