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4 Capital Allocation Mistakes Smart SaaS Founders Avoid

… lessons I’ve learned from deploying $250m to SaaS founders over the past 5 years

Kevin Houston · Founderpath

Published September 1, 2022
About this resource

We’re big on learning from mistakes. We’ve seen (and made) quite a few ourselves.

Our head of Finance, Kevin Houston, shares the top 4 capital allocation mistakes SaaS founders make, and what you can do instead.

In 20 minutes you’ll learn:

- The hidden costs of overusing multi-year contracts

- Why Net working capital is actually better than cash

- How to use multiple sources of capital to build your balance sheet

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What you’ll learn

Kevin Houston identifies four capital-allocation mistakes for SaaS founders: overusing multi-year contracts, tolerating overdue receivables, ignoring net working capital, and mismatching funding duration to the use of capital.

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Key moments

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Comparing contract cash flow and retention

“Let’s compare these 2 contracts Comparison Contract 1 Contract 2 Average ACV $50,000 $50,000 Discount 10% N/A Year 1 CF $135,000 $40,000 Year 1 MRR $3,750 $3,333 Year 2 CF $0 $50,000 Year 2 MRR $3,750 $4,167 Year 3 CF $0 $60,000 Year 3 MRR $3,750 $5,000 Which contract is better for (✔): Contract 1 Contract 2 Cash flow day 1 Total cash collected MRR Growth Net Dollar Retention Gross Margins”

Cash flow as the key asset

“Lesson 1 Key Takeaways Multi-year contracts may help in early days but transition away from them as soon as possible TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3 Building in automatic upselling through the contract itself is an Net Dollar Retention cheat code Cash flow is your most valuable asset, maximize it to generate true cash profits”

A close-and-collect culture

“Lesson 2 Key Takeaways Ensure customers ability to pay - stay on top of news for your largest customers TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3 Instill a Close and Collect culture on your sales team Be Proactive - don’t wait to reach out for payment”

Calculating runway with net working capital

“NWC Runway = Net Working Capital / Last 3 month average Burn What Can We Do With Net Working Capital? Calculate your runway Why not just use cash?”

Matching capital to its duration

“A Mental Model for Capital Raising Credit Cards (<1 month) Marketing Spend Short Term Debt (<12 months) Other Go-To-Market (sales hires, SEO, etc.) Long Term Debt (>12 months) Equity / Retained Earnings* Product & Engineering Capital Product Duration Use of Proceeds Duration (months) As a SaaS founder, you should use a combination of capital sources so that you can invest across your organization and manage the risk of the products used. It depends on your use of proceeds: *Retained Earnings are net cash flows produced from current operations. 60+ 0 1 12 24 36 48 Duration (months)”

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About the speaker
Kevin Houston

Kevin Houston

CFO · Founderpath

Kevin House is the founder of Stealth Startup which is an intersections of SaaS, finance and growth. Previously he has been CFO of Thentia and Head of Finance for FounderPath. His interests have taken the forms of venture debt investor, CFO, advisor, and founder. Personally, he is a husband, father to two boys, and a fan of March Madness, the Toronto Raptors and sci-fi.

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36 passages

Capital allocation lessons

  1. Founder500 Sept 2022 Kevin Houston Head of Finance, Founderpath 4 Capital Allocation Mistakes Smart SaaS Founders Avoid … lessons I’ve learned from deploying $250m to SaaS founders over the past 5 years

  2. My Quick Background Run finance and underwriting at Founderpath, joined as 1st finance hire Underwritten $250 million of SaaS debt to 190 SaaS companies over last 5 years Raised over $150 million from credit funds and banks

  3. Over the next 20 minutes I’m going to show you lessons I’ve learned underwriting $250m+ SaaS deals LESSONS 1-2 LESSON 3-4 Overuse multi-year contracts (and what’s better) Let Receivables Get Delinquent Ignore Net working capital (plus why it’s better than cash) Mismatching sources and uses of capital

Multi-year contract trade-offs

  1. Lesson 1: The Downside of the Multi-Year Contract

  2. Story Time - Cash in Bank vs. Cash Flow Hardware + SaaS Company

  3. Which Contract is Better? Both contracts have average ACV of $50K

  4. Which Contract is Better? Both contracts have average ACV of $50K

  5. Let’s compare these 2 contracts Comparison Contract 1 Contract 2 Average ACV $50,000 $50,000 Discount 10% N/A Year 1 CF $135,000 $40,000 Year 1 MRR $3,750 $3,333 Year 2 CF $0 $50,000 Year 2 MRR $3,750 $4,167 Year 3 CF $0 $60,000 Year 3 MRR $3,750 $5,000 Which contract is better for (✔): Contract 1 Contract 2 Cash flow day 1 Total cash collected MRR Growth Net Dollar Retention Gross Margins

  6. Comparison Contract 1 Contract 2 Average ACV $50,000 $50,000 Discount 10% N/A Year 1 CF $135,000 $40,000 Year 1 MRR $3,750 $3,333 Year 2 CF $0 $50,000 Year 2 MRR $3,750 $4,167 Year 3 CF $0 $60,000 Year 3 MRR $3,750 $5,000 Which contract is better for (✔): Contract 1 Contract 2 Cash flow day 1 ✔ Total cash collected ✔ MRR Growth ✔ Net Dollar Retention ✔ Gross Margins ✔ Let’s compare these 2 contracts

  7. Lesson 1 Key Takeaways Multi-year contracts may help in early days but transition away from them as soon as possible TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3 Building in automatic upselling through the contract itself is an Net Dollar Retention cheat code Cash flow is your most valuable asset, maximize it to generate true cash profits

Receivables discipline

  1. Lesson 2: Bad Accounts Receivable and What to Do About It

  2. Example Company Metrics Metric Value ARR $1,400,000 Y/Y Growth Rate 53% Cash Flow Margin 14% Rule of 40 67%

  3. Can You Really Count Customer Revenue Committed But Not Paid For 90+ Days?

  4. Which Happens to These Metrics: Starting Point (⇧ / ⇩) ARR $1.4M Growth Rate 53% Cash Flow Margin 14% Rule of 40 67% Can You Really Count Customer Revenue Committed But Not Paid For 90+ Days?

  5. Answers Which Happens to These Metrics: Starting Point (⇧ / ⇩) ARR $1.4M ⇩ Growth Rate 53% ⇩ Cash Flow Margin 14% ⇩ Rule of 40 67% ⇩

  6. Lesson 2 Key Takeaways Ensure customers ability to pay - stay on top of news for your largest customers TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3 Instill a Close and Collect culture on your sales team Be Proactive - don’t wait to reach out for payment

Net working capital

  1. Lesson 3: Why Net Working Capital is Good for Your (Balance Sheet) Health

  2. Remember Lehman’s Commercial Paper Problem? Commercial Paper Demise Total Commercial Paper Outstanding, USD Billions

  3. What is Net Working Capital? Net Working Capital = Current Assets - Current Liabilities Current Assets Includes Current Liabilities Includes Cash Accounts Receivable (under 90 days) Inventory - I remove this unless it’s high margin Prepaid Expenses - I remove this as it doesn’t convert to cash Accounts Payables Accrued Expenses Credit Cards Short Term Debt Deferred Revenue - I remove this for high margin SaaS (65%+ Gross Margins)

  4. NWC Runway = Net Working Capital / Last 3 month average Burn What Can We Do With Net Working Capital? Calculate your runway Why not just use cash?

  5. Cash is not king. Net working capital is. Raising Debt With < 12 Month Maturity Raising Debt With > 12 Month Maturity Cash Working Capital Long Term Liabilities Current Liabilities Current Assets Current Assets Current Liabilities Long Term Liabilities (>12) Working Capital

  6. Lesson 3 Key Takeaways Look at both cash and net working capital when thinking about your Runway TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3 Be careful with short term debts if you are planning to use the capital for growth Spend time with your balance sheet each month to see how accounts are trending

Matching sources and uses of capital

  1. Lesson 4: Match Your Sources and Uses of Capital

  2. Uses of Proceeds Good Use of Debt? Bad Use of Debt? Marketing Program with a Return On Ad Spend (ROAS) of 1.5x

  3. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? X Short term debt is a great option Marketing Program with a Return On Ad Spend (ROAS) of 1.5x

  4. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? Cash is tight and you are worried about next payroll X Short term debt is a great option Marketing Program with a Return On Ad Spend (ROAS) of 1.5x

  5. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? Cash is tight and you are worried about next payroll X Short term debt is a great option X Equity capital is best here Marketing Program with a Return On Ad Spend (ROAS) of 1.5x

  6. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? Cash is tight and you are worried about next payroll X Short term debt is a great option X Equity capital is best here Marketing Program with a Return On Ad Spend (ROAS) of 1.5x Hire a sales rep with a ramp time of 6 months that can reliably produce $500K ARR / year

  7. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? Cash is tight and you are worried about next payroll X Short term debt is a great option X Equity capital is best here X Long term debt would be better Marketing Program with a Return On Ad Spend (ROAS) of 1.5x Hire a sales rep with a ramp time of 6 months that can reliably produce $500K ARR / year

  8. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? Cash is tight and you are worried about next payroll X Short term debt is a great option X Equity capital is best here X Long term debt would be better Marketing Program with a Return On Ad Spend (ROAS) of 1.5x Hire a sales rep with a ramp time of 6 months that can reliably produce $500K ARR / year An Engineer hire to work on a new complementary product

  9. Uses of Proceeds Answers Good Use of Debt? Bad Use of Debt? Cash is tight and you are worried about next payroll X Short term debt is a great option X Equity capital is best here X Long term debt would be better Marketing Program with a Return On Ad Spend (ROAS) of 1.5x Hire a sales rep with a ramp time of 6 months that can reliably produce $500K ARR / year An Engineer hire to work on a new complementary product X 48+ month debt, equity, or profits best for this X 48+ month debt, equity, or profits best for this

  10. A Mental Model for Capital Raising Credit Cards (<1 month) Marketing Spend Short Term Debt (<12 months) Other Go-To-Market (sales hires, SEO, etc.) Long Term Debt (>12 months) Equity / Retained Earnings* Product & Engineering Capital Product Duration Use of Proceeds Duration (months) As a SaaS founder, you should use a combination of capital sources so that you can invest across your organization and manage the risk of the products used. It depends on your use of proceeds: *Retained Earnings are net cash flows produced from current operations. 60+ 0 1 12 24 36 48 Duration (months)

  11. Lesson 4 Key Takeaways You can use multiple sources of capital to build your balance sheet TAKEAWAY 1 TAKEAWAY 2 TAKEAWAY 3 Manage risk through your sources and uses of capital Create buffer in your plan to maximize optionality

  12. Key Takeaways 4 MISTAKES AVOID Founders top job is to mitigate risk Bootstrapping requires patience Double down on small experiments to control risk Multi-year contracts Receivables (watch out!) Net working capital Matching capital sources and uses

  13. Over the last 20 minutes I showed you lessons I’ve learned underwriting $250m+ SaaS deals LESSONS 1-2 LESSON 3-4 Downside of multi-year contracts (and what’s better) What to watch for with your receivables Net working capital (and why it’s better than cash) Matching sources and uses of capital

  14. Sept 2022 Kevin Houston Head of Finance, Founderpath