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Logan Bartlett: WTF is Happening at Growth Stage Investing? | 20VC #920

Logan Bartlett is a Managing Director @ Redpoint, a firm with a portfolio including the likes of Stripe, Nubank, Twilio, Netflix, Snowflake and many more incredible names. As for Logan, at Redpoint he has led investments in the likes of Ramp, Monte Carlo, Cribl, Crossbeam and Acuity MD to name a few. Before joining Redpoint, Logan spent over 5 years with the team at Battery where he made investments in Pendo, Amplitude, Dataiku, Braze and Kustomer. -------------------------------------------------------- Timestamps: 0:00 Logan’s background 2:45 Takeaways from working at Battery Capital 4:20 Is is true that now is the best time to be investing? 6:40 Are prices recalibrating? 9:00 Should founders be raising money right now? 11:51 Is now the time to be aggressive in concentrating capital? 15:44 VCs have gotten lazy 18:00 Where is Redpoint being challenged today? 21:15 Branding: Personal vs. Company 23:40 Should VCs be marking down their books today? 27:28 Did you lose price sensitivity after 2021? 29:45 Why do Outcome Scenario Planning? 33:25 Do you have an ownership requirement? 34:48 Logan's Biggest Miss 37:18 Have you ever lost faith in a founder? 42:10 How many boards are you on? 43:13 What is the single best board you’re on? 46:08 Logan’s favourite book 46:38 What is going to happen to crypto? 47:20 Why do B2B marketers suck? 48:48 Why you shouldn’t pay for PR firms 50:51 Hardest element of Logan’s role at Redpoint 51:48 Most impressive crossover fund 52:57 Which crossover fund is most in trouble? 54:18 Most underrated angel investor 55:59 Have you ever had a company go bust? 57:34 Logan’s most recent publicly announced investment? -------------------------------------------------------- In Today’s Episode with Logan Bartlett We Discuss: 1.) Entry into Venture: How Logan made his way into the world of venture joining Battery Ventures? What are 1-2 of Logan’s biggest takeaways from his time with Battery? What does Logan know now that he wishes he had known when he started in venture? 2.) The Venture Landscape Today: Is now really the best time to be investing? How does Logan compare today to prior vintages? How does this differ when comparing consumer to B2B? How does Logan analyze the state of the growth market? Is anyone really doing deals today? If so, what is the discount on price vs last year? How do the public markets impact the later-stage financings which have disappeared in the last 3 months? How do the later stage financings impact the early stage? Does Logan agree that “venture has never been less collaborative as it is today”? 3.) The Role of the Venture Investor: Why does Logan believe that VCs have gotten lazy over the last 2 years? Does Logan believe we will see even more GPs at the top retire in the downturn? How does Logan analyze his role as a board member today? How has his style changed over time? What is the single best board Logan is on? Why that one? Who is the best board member Logan works with? What makes this board member so good? How does Logan assess the importance of personal brand in venture today? Why does Logan believe no company should hire PR firms from the early days? 4.) Investing Style and Lessons: What has been Logan’s single biggest hit as an investor? How did seeing that impact his mindset? What has been Logan’s biggest miss? How did not doing the investment change how he thinks about making new investments today? How does Logan assess his own relationship to price? How has it changed over time? As a growth investor today, how important is ownership? How does this change with stage? -------------------------------------------------------- Subscribe to the Podcast: https://www.thetwentyminutevc.com/logan-bartlett/ Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Logan on Twitter: https://twitter.com/loganbartlett -------------------------------------------------------- #LoganBartlett #Redpoint #HarryStebbings #20vc #venturecapital #angelinvestor

Harry StebbingshostLogan Bartlettguest
Aug 30, 202259mWatch on YouTube ↗

CHAPTERS

  1. 1:06 – 2:39

    Logan Bartlett’s path into venture and joining Redpoint

    Logan recounts finding venture “accidentally” after starting in investment banking and software advisory. He explains how early exposure to firms like Battery and Redpoint led to joining Battery first, then later coming to Redpoint as a partner.

    • Started in investment banking; learned software/tech investing through advisory work
    • Interviewed with multiple firms; Battery offered, Redpoint initially passed
    • Six years at Battery shaped his investing foundation
    • Joined Redpoint around the start of 2020 after Redpoint re-recruited him
  2. 2:39 – 4:16

    What Battery taught him: investing discipline across strategies

    Logan shares the core lessons he took from Battery’s multi-strategy platform. He emphasizes prudence, repeatable returns, and learning to evaluate opportunities across venture, growth, and buyout styles.

    • Battery’s culture of consistent LP returns and prudence
    • Exposure to early, late, growth equity, and buyout approaches
    • Learning that there are many valid “styles” to make money
    • Generalized framework for evaluating investments regardless of stage
  3. 4:16 – 6:29

    Is now actually a great time to invest? Opportunity set + price reset

    The conversation turns to whether the current moment is truly attractive for deploying capital. Logan argues it’s among the best he’s seen due to a partial price recalibration and founders valuing more than just capital.

    • Compares today to 2014–2016 as another strong investing window
    • Recalibration in expectations: founders seek help, not just money
    • Bullish on major tech trends (software, fintech, healthcare, digital transformation)
    • Notes consumer “green shoots” returning (e.g., BeReal)
  4. 6:29 – 8:53

    Where prices are (and aren’t) recalibrating across stages

    Harry challenges whether pricing has really changed, especially at seed. Logan explains the “funnel” effect from public markets to late-stage private, the Series B–D slowdown, and why early stages can still inflate.

    • Public market repricing flows unevenly into private markets
    • Late-stage deals show more structure (converts, discounts, terms) than pure repricing
    • Series B/C/D seeing fewer deals because last-round valuations are too high
    • Capital migrating earlier squeezes seed/pre-seed and can inflate valuations
  5. 8:53 – 11:50

    Should founders raise right now? The Series B fundraising trap

    Logan outlines why Series B is uniquely awkward: fewer comps, more investor inconsistency, and more wasted cycles. He suggests raising if needed, but if possible waiting until the market’s “valuation zone” becomes more coherent.

    • Seed/A mostly “game on”; Series B is the most dislocated segment
    • Founders can get jerked around by investors claiming to be active
    • If you need capital, raise—runway is a prerequisite for success
    • If you can wait, post-Labor Day/fall may be more efficient for pricing + process
  6. 11:50 – 13:45

    Doubling down vs. catching a falling knife: concentration strategy

    Harry asks how aggressive investors should be in concentrating into existing winners amid uncertainty. Logan frames it as stage-dependent: later-stage must anchor to public comps, while earlier-stage can justify proactive doubling down if fundamentals are strong.

    • Later-stage investing constrained by eventual public-market liquidity pricing
    • Dislocation example: private rounds at huge ARR multiples vs much lower public comps
    • Earlier-stage: if a company is working and valuation is low enough, doubling down can be smart
    • Consider fund construction: blended cost, ownership, and concentration limits
  7. 13:45 – 15:44

    Why “spray and pray then concentrate” often fails—and how top firms do it

    They debate whether funds can realistically build ownership in their best companies. Logan argues it works only when investors treat early checks like real commitments, not cheap call options—and when they truly earn founder trust.

    • Some firms execute the model well (e.g., Sequoia, Founders Fund)
    • Winners don’t treat early checks as out-of-the-money options
    • High-touch support builds credibility to invest more later
    • “Sharp elbows” to box out others can backfire with founders in future rounds
    • Time is the binding constraint if you treat every small check like a big one
  8. 15:44 – 18:09

    “VCs have gotten lazy”: power shifts, competition, and the new hustle

    Logan explains how years of founder scarcity gave investors disproportionate leverage, and how the last two years flipped power to entrepreneurs. He also notes why some well-known investors retired rather than adapt to a more competitive, hustle-driven market.

    • Venture became more institutionalized recently; more competition and new entrants
    • Some investors mistook market tailwinds for skill (fooled by randomness)
    • Healthy ecosystems require tension—both sides must “earn” the deal
    • Recent years shifted leverage toward founders; now moving back toward equilibrium
    • Older-era investors often didn’t want to chase founders for allocation
  9. 18:09 – 21:14

    Where Redpoint is challenged: hyper-personalized venture and positioning

    Harry asks what competitive threats multi-stage firms feel today. Logan describes a world moving from “broadcast” to “hyper-personalized” venture, where founders can pick specialized firms for almost any preference—forcing Redpoint to win through clear individual value plus a coherent firm brand.

    • Analogy: broadcast TV → cable → streaming/TikTok personalization
    • Specialists exist for every founder preference (domain, hands-on, hands-off, capital)
    • Each partner must stand for something to cut through the noise
    • Firm brand must mean something beyond any individual partner
    • Goal: win a fair share of best deals despite specialists and mega-brands
  10. 21:14 – 23:39

    Branding debate: partner-led stars vs. unified firm identity

    Harry pushes back on whether a firm can simultaneously amplify individual partner brands and a single cohesive firm brand. Logan concedes tension exists, but argues both “before and after the @” (individual and firm) should accumulate value over time.

    • Trade-off between star-partner brands and firm-first brand strategies
    • Practical signal: where content lives (personal Substack/domain vs firm site)
    • Andreessen cited as a firm that elevated individuals while building a mega-brand
    • Logan’s heuristic: the value of the name before and after the email @
    • Aim: compounding reputational equity for both partner and platform
  11. 23:39 – 29:45

    Marking down books, transparency, and the 2021 price-sensitivity hangover

    They discuss why many funds haven’t marked down portfolios despite public-market declines. Logan argues stage matters and valuation is illiquid, but pretending nothing changed erodes LP trust; disciplined, transparent marking policies matter most. He also reflects on how 2021 forced underwriting adjustments even if the return framework stayed consistent.

    • Early-stage marks can be hard to justify down (or even justify up) based on company progress
    • Late-stage marks held at last-round can be “superficial” versus public comps
    • LP incentives differ: some want stable marks (fund-of-funds), others need denominator relief
    • Key is a consistent, explained methodology—not arbitrary across-the-board cuts
    • Redpoint’s growth underwriting: 3–5x target with 10x+ upside; 2021 altered price sensitivity via public comps
  12. 29:45 – 34:19

    Outcome scenario planning vs. winner underestimation + ownership philosophy

    Harry challenges scenario planning because it can underweight extreme winners. Logan acknowledges false precision risk, but uses probability-weighted thinking to make the best decisions under uncertainty, sharing Braze as a case where the actual outcome far exceeded expectations. He also clarifies Redpoint’s focus on dollar multiples more than strict ownership targets at growth.

    • Scenario planning can mislead, but helps structure probabilistic decision-making
    • Concept of “resulting” and separating decision quality from outcome (Annie Duke)
    • Braze example: haggling over entry price mattered far less than being in the deal
    • Lesson: if you want the company “within the margin,” don’t over-optimize small price deltas
    • Ownership: Redpoint growth focuses on multiple-on-dollars; early-stage team cares more about % ownership
  13. 34:19 – 42:13

    Biggest miss, founder faith, and the real job of a board member

    Logan names passing on Snowflake at Battery as a major miss, driven by near-term customer feedback and fear of competing with AWS—rather than “downfield” inevitability thinking. He then addresses losing faith in founders and the ethics of CEO replacement, emphasizing trust-building, soft diplomacy, and avoiding boardroom power plays unless necessary.

    • Missed Snowflake due to over-focusing on current signals vs long-term inevitability
    • Lesson: if a shift seems inevitable and the team is right, don’t wait for perfection
    • Has lost faith when execution missed a window; rarely due to misreading on entry
    • Prefers not to “oust” founders; aims for pragmatic alignment and diplomacy
    • Board role as trusted confidant; voting to remove CEO suggests relationship breakdown
  14. 42:13 – 59:48

    Board load, what makes a great board, and rapid-fire takes (crypto, PR, funds)

    Logan discusses how many boards is sustainable and calls out a favorite board experience and standout board members. The episode closes with rapid-fire opinions on books, crypto’s likely shakeout, why B2B marketing underperforms, why early PR outsourcing fails, crossover funds (best and most at risk), and his recent investment AcuityMD.

    • On five boards; thinks 8–10 is a realistic upper bound given other responsibilities
    • Enjoys Crossbeam board dynamics; highlights qualities of great board members (e.g., empathy + backbone)
    • Favorite book: Team of Rivals; leadership through conflicting viewpoints
    • Crypto: some real use cases, but venture dollars likely far exceeded true utility; expects many zeros
    • PR and marketing: early founders should build relationships and messaging in-house; avoid PR agency black-boxing
    • Crossover commentary: admires Coatue; warns newer/scaled-too-fast entrants may face reckoning; expects potential moves to family-office model
    • Recent investment: AcuityMD—vertical CRM/targeting for medical devices; strong insight + disciplined founders

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