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How We Fixed Our Growth After Getting Stuck At $7m ARR

Moving upmarket with security features and new positioning, then cutting burn from $400K a month to profit

Kyle Racki · Proposify

Published September 6, 2024
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What you’ll learn

Kyle explains why moving into the midmarket required security features, integrations, and messaging centered on control over sales proposals. Kyle describes the cash warning from his COO and CFO, the subsequent headcount reduction, and the shift toward cash-flow break-even.

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Repositioning Proposify for larger customers

Kyle explains why moving into the midmarket required security features, integrations, and messaging centered on control over sales proposals.

Summary ·Watch at 04:52

Reducing burn to keep the company alive

Kyle describes the cash warning from his COO and CFO, the subsequent headcount reduction, and the shift toward cash-flow break-even.

Summary ·Watch at 09:37

Addressing cultural debt and hard conversations

Kyle discusses replacing an overly comfortable culture with candid conversations, more experiments, and a focus on delivering customer value.

Summary ·Watch at 13:26

Finding the engineering leader who could change delivery

Kyle describes how a new engineering leader combined a practical technical vision with a focus on the shortest path to solving customer problems.

Summary ·Watch at 15:21

Moving upmarket

“ProductClosed some gaps (Salesforce, SSO, SOC-2) Positioning around control + visibility (hired April Dunford) Pricing Moved to per-seat, CSM, professional services How We Moved Upmarket 3 things allow us to have mid-five and six figure customers TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3”

Growth by segment

“Growth by Segment Small segment began declining rapidly in 2022 Large segment grew steadily and now same in ARR as small Our initial growth was driven by small self-serve customers”

The profitability reset

“Yearly Net Income Loss From Burning $400,000/month to profitable in 2 years Headcount over time by department”

Building a performance culture

“Fixing Our Culture Debt Building a performance-driven culture Getting scrappy again Making tough conversations the norm”

Solve the biggest constraint

“Solve for your biggest constraint Leaders are your leverage SaaS is a marathon, not a sprint Takeaways Momentum is hard to rebuild once you lose it. TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3”

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About the speaker
Kyle Racki

Kyle Racki

CEO & Co-founder · Proposify

Co-founder & CEO of Proposify, a software that helps companies streamline their proposal creation and management process.

Company revenue
$10M

Slide text

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14 passages

Proposify’s stalled-growth context

  1. SaaSOpen, September 2024 How We’re Fixing Growth Our After Getting Stuck At $8m ARR Kyle Racki CEO & Co-Founder, Proposify

  2. The good old days High growth, high NPS

Moving upmarket

  1. ProductClosed some gaps (Salesforce, SSO, SOC-2) Positioning around control + visibility (hired April Dunford) Pricing Moved to per-seat, CSM, professional services How We Moved Upmarket 3 things allow us to have mid-five and six figure customers TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3

Segment growth and stagnation

  1. Growth by Segment Small segment began declining rapidly in 2022 Large segment grew steadily and now same in ARR as small Our initial growth was driven by small self-serve customers

  2. How We Got Here Product stagnation started around here Growth slowed during 2021

Restoring profitability

  1. Yearly Net Income Loss From Burning $400,000/month to profitable in 2 years Headcount over time by department

  2. One of the Toughest Days of My Life Helped us get to profitability Reset the culture Got us back to startup mode But also one of the best things we did

  3. 2023 Financials We became profitable in 2023 Buying us time to innovate our product 2023

Culture and technical-debt repair

  1. Fixing Our Culture Debt Building a performance-driven culture Getting scrappy again Making tough conversations the norm

  2. Meeting My New VP Engineering One developer changed everything Shout out to Mathieu 2023

  3. Fixing Our Technical Debt

Recovery lessons

  1. We’re Not Out of the Woods Decline flattening out Most new product features haven’t launched yet External market conditions still tough It takes time to fix things when you’re stuck

  2. Solve for your biggest constraint Leaders are your leverage SaaS is a marathon, not a sprint Takeaways Momentum is hard to rebuild once you lose it. TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3

  3. SaaSOpen, September 2024 Thank you! [redacted email] Kyle Racki CEO & Co-Founder, Proposify