Founder Files

Cypher

Founder Files is a podcast about the real decisions behind scaling a business. Hosted by Salma Hatim, Founder and CEO of Cypher, the show features candid conversations with founders, operators, and industry leaders building and supporting high-growth companies. We unpack what actually happens behind the scenes as companies scale, from financial systems and forecasting to revenue, funding decisions, and the tradeoffs leaders make along the way.

  1. 2월 10일

    29. SaaS Revenue Recognition Explained: Bookings, Billing, Metrics

    It’s essential to understand how bookings, billing, and revenue recognition translate into real financial performance in a subscription-based business, particularly SaaS and AI models.  I spoke with Suezann Holmes, Founder & CEO of ScaleXP, to break down how SaaS revenue is actually earned over time, why invoicing is one of the most critical data sources in a subscription model, and how core SaaS metrics are built from that data.  The conversation focuses on the realities founders face as they scale, including revenue timing, common invoicing and reporting mistakes, and what it takes to maintain financial credibility with investors and boards. If you’re leading a SaaS or subscription-based company and preparing for fundraising or board-level reporting, this episode is especially relevant. You’ll learn how revenue recognition under ASC 606 or IFRS 15 impacts ARR, MRR, retention, and growth metrics, and why getting this wrong early creates compounding risk as the business grows. (00:00) Introduction (01:55) A founder’s $5M “revenue” mistake: bookings vs real revenue (02:22) Why revenue matters: profitability, cash burn, and usage (03:27) Revenue vs contract value: what you’ve earned vs what’s promised (05:06) Bookings and contract value as leading indicators (06:19) Why invoicing is not just a back-office task (07:17) How to avoid invoicing and revenue recognition mistakes (09:23) CRM data requirements for clean billing and integrations (10:00) Internal controls for invoicing, revenue, and AR (11:32) Investor expectations: metrics founders must know by Series A and B (13:19) How ScaleXP pulls data from Xero and QuickBooks (13:42) Automating SaaS metrics with a calculation engine (15:12) ASC 606 and IFRS 15 explained for SaaS founders (17:41) Credibility as the most important KPI for founders If you’re a SaaS or subscription business looking to get revenue recognition right, learn more at cypherfin.com.

    19분
  2. 2월 5일

    28. Investor-Ready Financial Model for Startups: Forecasting, Revenue, and Assumptions

    An investor-ready financial model shows how a startup turns strategy into numbers. It connects the business model, revenue drivers, costs, assumptions, and cash implications into a clear picture founders and investors can rely on.The CEO owns the story. This includes the vision for growth, strategic priorities, pricing approach, and hiring plan. The financial model exists to test and support that strategy, not to create it.The finance team’s role is to bring the strategy to life through numbers. This means turning the vision into assumptions, building forecasts, running scenarios, and showing whether the strategy is financially viable.There are two primary forecasting approaches. Top-down forecasting starts from market size and market share to define long-term potential. Bottom-up forecasting starts from internal drivers like pricing, conversion rates, sales capacity, and hiring to model near-term execution. Strong models use both.Assumptions are the foundation of the model. They define how revenue grows, how costs scale, how hiring progresses, and how cash moves. Credible assumptions are grounded in historical data, benchmarks, market research, and operating realities.For SaaS and AI companies, revenue modeling requires separating bookings, billings, recognized revenue, and cash. These do not occur at the same time. Subscription revenue builds over time through an ARR snowball as new bookings stack on top of existing recurring revenue.Costs and hiring plans are major drivers of margins and cash usage. Modeling COGS, operating expenses, and headcount timing shows how growth decisions impact profitability and runway.Once revenue and costs are built, the model produces outputs investors care about. These include financial statements, operational cash flow forecasts, and KPIs that show performance, liquidity, and efficiency.Scenario planning pressure-tests the model. Base, downside, and upside cases help founders understand risk, identify pressure points, and make informed growth decisions before committing capital.At Cypher, we help SaaS, AI, and e-commerce companies build investor-ready financial models that turn strategy into clear, defensible numbers.

    13분
  3. 1월 27일

    #27 - Fundraising in 2026: 5 Things Founders Must Get Right

    Fundraising in 2026 is more selective. Here are the 5 things founders need to get right in 2026: (00:00) - Introduction (01:09) - 1️⃣ Be clear about your fundraising strategy and your capital choices How much do you actually need, and why? Raising too much implies a high valuation. A higher valuation puts you in a tougher competitive set. The real question is whether you can back it up with traction, data, or momentum. Agile fundraising is often the smarter move. You don’t need the full amount on day one.  (05:07) - 2️⃣ Get investor-ready before you fundraise Your story and your financial model must align. Assumptions should be defensible and grounded in data. Serious conversations should never start without a clean data room, including your deck, financials, forecasts, cap table, legal docs, team, and operating plans. (07:07) - 3️⃣ Governance matters more than founders think Before you raise, model dilution and understand how ownership evolves. Use proper cap table tools like Carta, Pulley, Capbase, or Cake. Review ASC 718 or IFRS 2 early. Equity compensation issues surface fast during diligence. Plan for QSBS eligibility from day one. Governance mistakes destroy leverage. (08:29) - 4️⃣ AI changed the game Building software is cheaper and faster than ever. The product alone is no longer the differentiator. Simply “using AI” is not a strategy. Investors care about real usage, real demand, distribution, and the strength of the team executing. (09:18) - 5️⃣ Don’t stop networking Fundraising doesn’t start when you need money. Strong networks are built ahead of time. Access still flows through trust, timing, and warm introductions.

    11분
  4. 1월 20일

    #26 - Sales Tax for SaaS Explained: Nexus, Taxability, and Scaling Risk

    Sales tax is often overlooked by SaaS, AI, and e-commerce companies until it becomes urgent, expensive, and unavoidable. In this episode of the Founder Files podcast, Salma Hatim sits down with Monika Miles, President of Miles Consulting Group, to break down how sales tax actually works today for modern SaaS businesses. They cover what nexus really means, the difference between physical and economic nexus, why SaaS is often taxable even when teams assume it is exempt, how contract language can change tax outcomes, and where sales tax software helps and falls short. The conversation also explains why sales tax issues tend to surface during fundraising, audits, loans, and M&A, and what leadership teams can do to address risk before it becomes a blocker. (00:00) Introduction (02:08) What Nexus Really Means Today (06:58) Are Your Products or Services Taxable (09:47) Why Automation Alone Isn’t Enough for Sales Tax (15:28) How to Start the Sales Tax Conversation as a Company (19:51) Sales Tax Considerations Before a Fundraise or VC Round (23:02) Knowing When Sales Tax Is and Isn’t a Priority Yet (26:10) What an Initial Call with Miles Consulting Group Looks Like (30:48) Why Sales Tax Should Be a Leadership Priority Before Diligence 💡 New episodes drop every Tuesday at 7 AM EST. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Talk to Cypher⁠⁠⁠⁠⁠ Learn more about ⁠⁠⁠Cypher⁠⁠⁠. Tech-Enabled Accounting & Finance. Built for Growth.

    33분
  5. 1월 13일

    #24 - Cash vs Accrual: When Growing Companies Need GAAP

    Cash accounting shows what’s in the bank. That works early, when transactions are simple, and the main concern is liquidity. As companies grow, revenue becomes recurring, hiring accelerates, and financials start driving real decisions. Accrual accounting changes how revenue and expenses are recognized and gives a clearer view of performance. It introduces deferred revenue, prepaid expenses, and proper expense matching. But accrual alone does not mean GAAP-compliant. (00:00) Introduction (03:39) The Difference Between Cash and Accrual Accounting (07:11) When Cash Accounting Still Works (Sole Proprietors and Simple Businesses) (07:40) Pros and Cons of Accrual Accounting (10:55) How Accrual Changes Revenue Recognition (13:09) Top 3 ASC Guidelines AI Companies Should Know for US GAAP Compliance (17:11) The Biggest GAAP Challenge for SaaS and AI Companies: Revenue Recognition (24:00) US GAAP Resources for Founders (Guidance + Compliance Checklist) (25:15) Why Inaccurate Reporting Breaks SaaS Metrics and Decision-Making (28:12) Why Accrual Alone Is Not Enough and When US GAAP Becomes Critical (32:14) Final Takeaways and Closing Thoughts Cash stops working once growth adds complexity. Accrual fixes performance visibility, but without GAAP discipline, gaps still surface.  Confusion between bookings, invoices, cash received, and recognized revenue is one of the most common issues during fundraising, audits, lending, and M&A.  SaaS and AI-specific GAAP topics like revenue recognition, software cost capitalization, and diligence questions from investors come up repeatedly. If your company is growing toward fundraising, an exit, institutional lending, or audits, this helps clarify whether your financials support those goals. Want a copy of our US GAAP resources? We have two practical guides we reference often: • US GAAP compliance checklist for growing companies • ASC guidance applicable to SaaS and AI businesses Email salma@cypherfin.com and I’ll share them with you. 💡 New episodes drop every Tuesday at 7 AM EST. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Talk to Cypher⁠⁠⁠⁠ Learn more about ⁠⁠Cypher⁠⁠. Tech-Enabled Accounting & Finance. Built for Growth.

    34분
  6. 1월 6일

    #23 - Why Founders Outgrow Their Tax Advisor | Fractional CFOs, Projections & Year-Close (Part 2)

    Tax issues can come from filing mistakes, but they also come from missing financial context. In Part 2 of this conversation, I continue my discussion with Bayaan Oluyadi, CPA and founder of KTB Services, focusing on what happens AFTER compliance, and why growing companies often need more than a tax advisor alone as they scale. We talk through how founders and CEOs should think about fractional finance teams, projections, clean books, and the collaboration required to avoid surprises and missed opportunities when closing out the year. We cover: • Why clean, up to date books matter more than most founders realize • How CPAs, CFOs, and bookkeepers work together effectively • When a fractional CFO makes sense for growing companies • Why projections change tax and planning conversations • Common write-off misconceptions and audit risk • What real year-close readiness looks like for scaling companies (01:24) Entity structure as the first lever to avoid overpaying (03:56) Why clean books drive better tax outcomes (04:30) Write off myths, audit risk, and the dog story (06:34) The role of a tax advisor and why collaboration matters (06:59) Why fractional finance teams exist (09:13) When a fractional CFO becomes necessary (12:24) Education, scope clarity, and finance roles (16:11) Year-close planning tips Want a copy of our Year-End Financial Checklists? Email salma@cypherfin.com and we’ll share it with you. 💡 New episodes drop every Tuesday at 7 AM EST. ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Talk to Cypher⁠⁠⁠ Learn more about ⁠Cypher⁠. Tech-Enabled Accounting & Finance. Built for Growth.

    18분

소개

Founder Files is a podcast about the real decisions behind scaling a business. Hosted by Salma Hatim, Founder and CEO of Cypher, the show features candid conversations with founders, operators, and industry leaders building and supporting high-growth companies. We unpack what actually happens behind the scenes as companies scale, from financial systems and forecasting to revenue, funding decisions, and the tradeoffs leaders make along the way.