Bill Dillmeier

Fractional CFO | Emerging VC. I help SaaS & AI startups grow fast, stay fundable, and keep the wheels on operationally.

[Chris Saum @christophersaum]

I hear VCs go quiet during the holidays?

It’s Saturday before Thanksgiving and we’re actively working on three deals.

We love being the first believers with $500K checks to catalyze a founder’s raise. If you’re building, let’s talk.

[Bill Dillmeier @dillmeier]

Hot take: Most “we ran out of runway” stories are actually “we ran out of credibility.”

What breaks trust fastest in your view:
A) Missed targets
B) No communication
C) Last-minute surprises

[Bill Dillmeier @dillmeier]

Venture isn’t “grow at all costs” anymore.

It’s:

Clean unit economics

Honest forecasts

A GTM plan the team can actually execute

If your next round depended on one slide from your model, what would it be?

[Bill Dillmeier @dillmeier]

I just wrote my first note on Substack

https://t.co/0lgUYa8Msg

[Bill Dillmeier @dillmeier]

The 30 Day Financial Sprint: How To Get Clarity, Confidence, and Control https://t.co/7kKIObUq7w

[Bill Dillmeier @dillmeier]

𝗜𝗳 𝘆𝗼𝘂𝗿 𝗰𝗼𝗺𝗽 𝗽𝗹𝗮𝗻 𝗿𝗲𝘄𝗮𝗿𝗱𝘀 𝗮𝗰𝘁𝗶𝘃𝗶𝘁𝘆 𝗶𝗻𝘀𝘁𝗲𝗮𝗱 𝗼𝗳 𝗼𝘂𝘁𝗰𝗼𝗺𝗲𝘀, 𝘆𝗼𝘂’𝗿𝗲 𝗯𝘂𝘆𝗶𝗻𝗴 𝗿𝗲𝘃𝗲𝗻𝘂𝗲!

Want my OTE → Quota calculator & White Paper?

https://t.co/SmyIUGpsqc

[Bill Dillmeier @dillmeier]

Down Round or Bridge? Runway is a clock, not a cushion.

The question isn’t “bridge or down round?” It’s which path gets you to defensible proof by the time the clock hits zero.

Read my article on Linkedin:

https://t.co/bHKDHjiXaH

[Bill Dillmeier @dillmeier]

𝗪𝗵𝗲𝗻 𝗦𝗮𝗹𝗲𝘀 𝗮𝗻𝗱 𝗙𝗶𝗻𝗮𝗻𝗰𝗲 𝗳𝗼𝗿𝗲𝗰𝗮𝘀𝘁𝘀 𝗱𝗶𝘃𝗲𝗿𝗴𝗲, 𝘆𝗼𝘂 𝗱𝗼𝗻’𝘁 𝗷𝘂𝘀𝘁 𝗺𝗶𝘀𝘀 𝗮 𝗻𝘂𝗺𝗯𝗲𝗿 - 𝘆𝗼𝘂 𝗽𝘂𝘀𝗵 𝗰𝗮𝘀𝗵, 𝗿𝗲𝗻𝗲𝘄𝗮𝗹𝘀, 𝗮𝗻𝗱 𝗶𝗻𝘃𝗲𝘀𝘁𝗺𝗲𝗻𝘁 𝗶𝗻𝘁𝗼 𝘁𝗵𝗲 𝗳𝘂𝘁𝘂𝗿𝗲.

https://t.co/zZtYHdI4wN

[Bill Dillmeier @dillmeier]

Founders don’t need another spreadsheet. They need financial clarity - fast.
As a founder, you can’t make smart decisions if you don’t trust your numbers. And you definitely can’t raise capital if investors don’t trust them either.

https://t.co/PwVmWD3KVf

[Bill Dillmeier @dillmeier]

No, It’s Not Any Harder to Get Funded Today. Not Really. https://t.co/CssSiSh4P6

[Bill Dillmeier @dillmeier]

Dear SaaStr: What 3 Mistakes Did You Make in Your SaaS That You Wish You Could Go Back in Time and Fix, to Accelerate Growth? https://t.co/NC7MPjP7tb

[Bill Dillmeier @dillmeier]

Toast: We Made Our Sales Reps Close More, And Shrunk Their Territories. It Worked. https://t.co/Lxrlc3LlIT

[Bill Dillmeier @dillmeier]

Dear SaaStr: Who Should I Fire, Someone Who Underperforms, or Someone Who Has Questionable Ethics? https://t.co/uMQ6EY5zcx

[Bill Dillmeier @dillmeier]

10 Hacks to Have Happier Investors https://t.co/absKQCRaRk

[Bill Dillmeier @dillmeier]

Dear SaaStr: How Many More Junior Marketers Should you Hire Before Hiring a VP of Marketing? https://t.co/rupq3JIBIN

[Bill Dillmeier @dillmeier]

10 Simple Ideas to Help Manage the Burn https://t.co/5c2zzr1jwP

[Bill Dillmeier @dillmeier]

Dear SaaStr: What Was the Moment You Knew You Had to Break Up With Your Co-founder? https://t.co/Yi5jOtiHz9

[Bill Dillmeier @dillmeier]

Hiring a Great VP of Sales: The New, Latest Edition with Jason Lemkin (Video + Pod) https://t.co/9JqgncjjZZ

[Bill Dillmeier @dillmeier]

Do Angel Investors and Seed VCs Ask for Detailed Budgets Before Investing? https://t.co/H1nx8irfwf

[Bill Dillmeier @dillmeier]

SaaStr Annual 2025 is May 13-15 in SF Bay!! https://t.co/XryLgRFvqv