Cailen Dsa

Cailen Dsa Email and Phone Number

Supporting Founders and Execs from 0 to $100m+ in ARR | Placing Top 1% Talent at Top Companies @ VibeScaling
United States
Cailen Dsa's Location
San Diego Metropolitan Area, United States, United States
Cailen Dsa's Contact Details
About Cailen Dsa

Founder - T2D3 (COO/CRO Consulting Firm Supporting Founders, Execs & Employees from $0 to $100m+ ARR)Co-Creator of Silicon Sands (Private San Diego Founder/Exec/VC Network with over 200+ members)Advisory:6 of our 40+ portfolio companies (<$20m cap when we started working with them) are either public or private decacorns or unicorns in 2024, including Dropbox, Retool, Zip, Box, Front, and Productboard10 others have 9 figure valuations and have surpassed 8 figures in ARR. 8 have been acquired by companies like Stripe, PagerDuty, Hightouch, IBM, Inflection AI, Procare HR, and Gambling.comFocus Areas: Sales Development, New Business Acquisition (SMB, MM, Enterprise), Customer Success, Account Management, Partnerships, RevOps, Solutions Engineering, Marketing, Recruiting (technical / non-technical roles), People Operations, Compliance, Equity Strategy, Fundraising, etc.Current Portfolio:Cortex, Grain, Livekit, SecurityPal, Lindy, Continu, Hifive, Zip, Retool, Lavender, Grit, GlenCoco, Ratio, Paramark, Loyee.io, Avoca AI, Pylon, Parcha, Siro.ai, CandorIQ, GoGo Grandparent, Render, Ozone, Quarter20, Daydream, Opine, Inductive Bio, Supio, Arcee.ai, AireXpert, Intrinsic, LiquidText, Tome, Prospect, Daloopa, Mach9, Gather, HockeyStack, Airfold, Joist.ai, Centralize, Freeplay.ai, Ldgr, Wayfaster, Select.dev, Faliam, multiple companies in stealth.Highlights:Dropbox - First GTM hire, Series A to Series C (IPO, $12B market cap)Box - First GTM hire, Seed to Series C (IPO, $5B market cap)Front - First 8 employees & Head of Sales, Seed to Series B ($1.7B valuation)Truework - First 10 employees & VP Sales, Seed to Series B ($550m valuation)RevenueCat - First GTM hire & VP Sales, Series A to Series B ($350m valuation)Retool - Investor & Advisor @ 3 employees ($3.2B valuation)Zip - Investor & Advisor @ 2 employees ($2.2B Valuation)Productboard - Investor & Advisor @ 2 US employees ($1.7B valuation)Cortex - Investor & Advisor @ 3 employees ($470m valuation)LiveKit - Investor & Advisor @ 2 employees ($110m valuation)Arcee.ai - Investor & Advisor @ 2 employees ($120m valuation)Okay Software - Fractional CRO (Acquired by Stripe)Jeli.io - Advisor to CEO (Acquired by PagerDuty)HeadsUp - Advisor to Founders (Acquired by Hightouch)Clarent - Advisor to Founders (Acquired by ProCare HR)Jelled AI - Investor & Advisor (Acquired by Inflection AI)OddsJam - Advisor to Founders & CCO (Acquired by Gambling.com)

Cailen Dsa's Current Company Details
VibeScaling

Vibescaling

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Supporting Founders and Execs from 0 to $100m+ in ARR | Placing Top 1% Talent at Top Companies
United States
Website:
vibescaling.ai
Employees:
4
Cailen Dsa Work Experience Details
  • Vibescaling
    Supporting Founders And Execs From 0 To $100M+ In Arr | Placing Top 1% Talent At Top Companies
    Vibescaling
    United States
    View
  • T2D3 Llc
    Supporting Founders & Execs From 0 To $100M+ In Arr
    T2D3 Llc 2018 - Present
    San Diego, Us
    Advisory for Companies Scaling to 100m+ ARR6 of our 40+ portfolio companies (<$20m cap when we started working with them) are either public or private decacorns or unicorns in 2024, including Dropbox, Retool, Zip, Box, Front, and Productboard10 others have 9 figure valuations and have surpassed 8 figures in ARR. 8 have been acquired by companies like Stripe, PagerDuty, Hightouch, IBM, Procare HR & Gambling.comFocus Areas: Lead Gen, Customer Acquisition, Customer Success & AM, Partnerships, RevOps, Solutions Eng, Marketing, Recruiting, HR, Compliance, Fundraising, etc.Current Portfolio:Cortex, Grain, Livekit, SecurityPal, Lindy, Continu, Hifive, Zip, Retool, Lavender, Grit, GlenCoco, Ratio, Paramark, Loyee.io, Avoca AI, Pylon, Parcha, Siro.ai, CandorIQ, GoGo Grandparent, Render, Ozone, Quarter20, Daydream, Opine, Inductive Bio, Supio, Arcee.ai, AireXpert, Intrinsic, LiquidText, Tome, Prospect, Daloopa, Mach9, Gather, HockeyStack, Airfold, Joist.ai, Centralize, Freeplay.ai, Ldgr, Wayfaster, Select.dev, Faliam.Highlights:Dropbox - First GTM hire, Series A to Series C (IPO, $12B market cap)Box - First GTM hire, Seed to Series C (IPO, $5B market cap)Front - First 8 employees & Head of Sales, Seed to Series B ($1.7B valuation)Truework - First 10 employees & VP Sales, Seed to Series B ($500m valuation)RevenueCat - First GTM hire & VP Sales, Series A to Series B ($300m valuation)Retool - Investor & Advisor @ 3 employees ($3.2B valuation)Zip - Investor & Advisor @ 2 employees ($2.2B Valuation)Productboard - Investor & Advisor @ 2 US employees ($1.7B valuation)Cortex - Investor & Advisor @ 3 employees ($470m valuation)Okay Software - Fractional CRO (Acquired by Stripe)Jeli.io - Advisor to CEO (Acquired by PagerDuty)HeadsUp - Advisor to Founders (Acquired by Hightouch)Clarent - Advisor to Founders (Acquired by ProCare HR)Jelled AI - Investor & Advisor (Acquired by Inflection AI)OddsJam - Advisor to Founders & CCO (Acquired by Gambling.com)
    View
  • Retool
    Investor & Advisor
    Retool 2018 - Present
    San Francisco, California, Us
    The fastest way to build your own custom tools. Started working with the founders when the company was only 3 people in an apartment (3.2B Valuation).
    View
  • Zip Intake-To-Procure
    Investor & Advisor
    Zip Intake-To-Procure 2020 - Present
    San Francisco, Ca, Us
    Challenging the old guards in procurement. Working with founders since the product was a POC (1.5B Valuation).
    View
  • Cortex
    Investor & Advisor
    Cortex 2021 - Present
    San Francisco, Ca, Us
    Cortex helps your engineering team understand and improve their service-oriented architecture.
    View
  • Livekit
    Investor & Advisor
    Livekit 2021 - Present
    The open source platform for real-time communication.
    View
  • Arcee.Ai
    Investor & Advisor
    Arcee.Ai 2023 - Present
    San Francisco, California, Us
    Empowering Domain Adapted Large Language Models
    View
  • Pylon (Yc W23)
    Investor & Advisor
    Pylon (Yc W23) 2023 - Present
    San Francisco, Us
    Helping CS & Sales leaders increase NRR & speed up sales cycles.
    View
  • Avoca Ai
    Investor & Advisor
    Avoca Ai 2023 - Present
    San Francisco, Us
    Giving every business a 24/7 AI assistant.
    View
  • Lindy
    Investor & Advisor
    Lindy 2021 - Present
    San Francisco, Us
    An AI assistant that can help with tasks, from calendar management and email drafting to contract sending and beyond.
    View
  • Daydream
    Investor & Advisor
    Daydream 2023 - Present
    San Francisco, Us
    AI Co-pilot for organic growth.
    View
  • Mach9
    Investor & Advisor
    Mach9 2024 - Present
    San Francisco, Ca, Us
    The Platform for Automated Geospatial Production.
    View
  • Supio
    Investor & Advisor
    Supio 2023 - Present
    Seattle, Washington, Us
    No code workflow and document automation.
    View
  • Ratio Software, Inc.
    Investor & Advisor
    Ratio Software, Inc. 2022 - Present
    San Francisco, California, Us
    Generative AI startup focused on automating ad creation, campaign launch & management
    View
  • Prospect
    Investor & Advisor
    Prospect 2024 - Present
    New York, Ny, Us
    Project your equity and compensation value
    View
  • Freeplay
    Investor & Advisor
    Freeplay 2024 - Present
    Boulder, Colorado, Us
    A better way to build with LLMs. Prompt engineering, testing & evaluation tools for your whole team.
    View
  • Securitypal
    Investor & Advisor
    Securitypal 2021 - Present
    San Francisco, California, Us
    Security Posture as a Service.
    View
  • Grit
    Investor & Advisor
    Grit 2022 - Present
    Grit is an AI-powered assistant that pays down technical debt and maintains clean code.
    View
  • Paramark.Com
    Investor & Advisor
    Paramark.Com 2023 - Present
    San Mateo, Ca, Us
    Fixing marketing attribution.
    View
  • Parcha
    Investor & Advisor
    Parcha 2023 - Present
    San Francisco, Ca, Us
    Creating the efficiency layer using enterprise-grade AI agents.
    View
  • Quarter20 Inc.
    Investor & Advisor
    Quarter20 Inc. 2023 - Present
    Los Angeles, Ca, Us
    Building documentation tools for hardware engineering.
    View
  • Lavender
    Investor & Advisor
    Lavender 2022 - Present
    New York, Ny, Us
    Lavender helps you write better emails, faster. (#1 on Product Hunt)
    View
  • Inductive Bio
    Investor & Advisor
    Inductive Bio 2022 - Present
    Unlocking better treatments for patients in biotech.
    View
  • Jelled
    Investor & Advisor
    Jelled 2022 - Present
    Palo Alto, California, Us
    Integrated Planning and Observability Platform for teams.
    View
  • Grain
    Investor & Advisor
    Grain 2021 - Present
    San Francisco, California, Us
    Highlight the moments that matter during your video calls and share them anywhere you can paste a link.
    View
  • Glencoco
    Investor & Advisor
    Glencoco 2022 - Present
    New York , New York, Us
    SDR-as-a-Service
    View
  • Siro
    Investor & Advisor
    Siro 2023 - Present
    New York, Ny, Us
    AI coach for field sales. Sales reps have recorded 700,000+ conversations using Siro.
    View
  • Loyee.Io
    Investor & Advisor
    Loyee.Io 2023 - Present
    San Francisco, California, Us
    Decision Intelligence Platform for GTM teams.
    View
  • Opine
    Investor & Advisor
    Opine 2023 - Present
    Durham, Us
    Building the future of enterprise technology evaluation
    View
  • Candoriq
    Investor & Advisor
    Candoriq 2023 - Present
    San Francisco, California, Us
    Compensation Management from hire to retire.
    View
  • Select
    Investor & Advisor
    Select 2024 - Present
    Toronto, Ontario, Ca
    The Snowflake optimization and cost management platform.
    View
  • Subbase
    Investor & Advisor
    Subbase 2024 - Present
    Fort Lauderdale , Fl, Us
    SubBase simplifies outdated procurement workflows in construction materials management.
    View
  • Gogograndparent
    Advisor & Interim Cro
    Gogograndparent 2023 - Present
    San Francisco, California, Us
    GoGoGrandparent helps people live independently in their home for as long as possible by focusing on the independent activities of daily living like transportation, meal management, grocery management, medication management and more.
    View
  • Gather
    Advisor
    Gather 2024 - Present
    Https://Www.Gather.Town/, Us
    Bring the best of in-person collaboration to distributed teams.
    View
  • Render
    Advisor
    Render 2024 - Present
    San Francisco, California, Us
    The modern cloud provider for all your apps and websites.
    View
  • Tome
    Advisor
    Tome 2024 - Present
    San Francisco, Ca, Us
    Augment your sales team with AI.
    View
  • Oddsjam
    Advisor (Acquired By Gambling.Com)
    Oddsjam 2024 - Present
    New York, Us
    Premium sports betting news coverage, betting tools and data.*Acquired by Gambling.com for $160m
    View
  • Airfold
    Advisor
    Airfold 2024 - Present
    San Francisco, Ca, Us
    The first realtime, AI-powered platform for data analysis.
    View
  • Hockeystack
    Advisor
    Hockeystack 2024 - Present
    San Francisco, California, Us
    The Command Center for B2B Revenue Teams.
    View
  • Faliam
    Advisor
    Faliam 2024 - Present
    Los Angeles, Ca, Us
    FinOps for the Healthcare Industry.
    View
  • Wayfaster
    Advisor
    Wayfaster 2024 - Present
    Never interview an unqualified candidate again using AI
    View
  • Daloopa
    Advisor
    Daloopa 2024 - Present
    New York, Ny, Us
    AI copilot for financial institution infrastructure
    View
  • Fyxerai
    Advisor
    Fyxerai 2024 - Present
    London, England, Gb
    Save an hour a day in your inbox.
    View
  • Centralize (Yc W24)
    Advisor
    Centralize (Yc W24) 2024 - Present
    The AI-powered relationship intelligence platform for enterprise sales
    View
  • Liquidtext
    Advisor
    Liquidtext 2023 - Present
    South Salem, New York, Us
    LiquidText is the first Reading, Note taking and Document Analysis app to win Editor’s Choice from both Apple and Microsoft.
    View
  • Continu
    Advisor
    Continu 2021 - Present
    San Francisco, California, Us
    Workplace Learning Platform for modern teams.
    View
  • Hifive
    Advisor
    Hifive 2021 - Present
    Austin, Texas, Us
    Hifive is a SaaS platform for B2B sales teams that surfaces customer and prospect overlap with partners to drive the exchange of warm introductions.
    View
  • Ozone
    Advisor
    Ozone 2023 - Present
    San Francisco, Us
    Ozone combines the power of the cloud and AI to build the future of creative tools. Our mission is to make the world a more creative place.
    View
  • Joist Ai
    Advisor
    Joist Ai 2024 - Present
    San Diego , Ca, Us
    Transforming AEC marketing through artificial intelligence.
    View
  • Bookvid
    Advisor
    Bookvid 2023 - Present
    San Francisco, California, Us
    Work smarter with the AI platform for group calls, packages and 1-on-1 video sessions
    View
  • Intrinsic
    Advisor
    Intrinsic 2023 - Present
    Connect your Trust & Safety team with world-class tooling.
    View
  • Airexpert
    Advisor
    Airexpert 2023 - Present
    Buffalo, New York, Us
    AirXpert supports millions of people who work behind the scenes to keep aviation & aerospace safe and reliable.
    View
  • Crv
    Investor
    Crv 2022 - Present
    Palo Alto, Ca, Us
    CRV (Charles River Ventures) is an early-stage venture capital firm that has backed over 500 startups in its 50-year history, including Airtable, Doordash, Drift, Dropbox, HubSpot, Postman, Twitter and Zendesk. The firm focuses on enterprise & consumer investing globally.
    View
  • Fika Ventures
    Advisor
    Fika Ventures 2024 - Present
    Culver City, California, Us
    Fika Ventures is an early-stage venture capital firm focused on B2B software startups, with an emphasis on pre-Series A companies. Our expertise spans vertical SaaS, fintech, commerce enablement, healthcare, and marketplaces, particularly those harnessing AI to drive innovation. We pride ourselves on a hands-on, collaborative approach, viewing ourselves as true partners in building your business—not the other way around.
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  • Recall Capital
    Advisor
    Recall Capital 2024 - Present
    San Francisco, Ca, Us
    Recall Capital is a pre-seed fund that partners with founders to solve the equation: product market fit + repeatable revenue = traction.https://www.recall.capital/network
    View
  • Will Reed
    Advisory
    Will Reed 2023 - Present
    Dallas, Texas, Us
    Advise Will Reed Portfolio Companies across GTM & other biz functions
    View
  • Primeset
    Limited Partner
    Primeset 2019 - Present
    We are a group of senior engineers, engineering leaders and experienced operators in product, sales and marketing. We have created and scaled critical systems, important organizations, and popular open source software. We co-invest alongside top tier VCs and help the founders with our network and expertise.https://www.primeset.com
  • Neo.Tax
    Coo
    Neo.Tax 2022 - 2024
    Mountain View, California, Us
    AI Tax & Accounting Software that automates Section 41 (R&D Credit) & ASC350-40 (internal-use software capitalization).Oversaw all business functions including Legal, Finance, Accounting, Biz Ops, People Ops, Recruiting, Marketing, Sales, Customer Success, Partnerships, and Compliance.Grew revenue 6x in first 24 months while launching two new products.
    View
  • Clarent (Acquired By Procare Hr)
    Investor & Advisor (Acquired By Procare Hr)
    Clarent (Acquired By Procare Hr) 2021 - 2024
    ERP for Senior Living (July 2023)
    View
  • Headsup
    Investor & Advisor (Acquired By Hightouch)
    Headsup 2021 - Nov 2023
    San Francisco, California, Us
    Acquired by Hightouch (November 2023)Score Leads and Accounts without writing SQL or code.
    View
  • Okay
    Interim Cro, Investor & Advisor (Acquired By Stripe)
    Okay 2021 - Aug 2023
    San Francisco, California, Us
    Acquired by Stripe (August 2023)
    View
  • Jeli.Io
    Advisor (Acquired By Pagerduty)
    Jeli.Io 2023 - 2023
    San Francisco, Us
    Acquired by PagerDuty (Nov 2023)Respond faster, see patterns, learn from your incidents.
    View
  • Craft Ventures
    Scout
    Craft Ventures 2021 - 2022
    San Francisco, California, Us
    Craft Ventures is an early-stage VC fund dedicated to the craft of building great companies.
    View
  • Revenuecat
    Vp Sales
    Revenuecat 2020 - 2022
    San Francisco, California, Us
    First GTM & Leadership Hire (employee #10)We make tools that help developers make more money with their apps. Top apps like VSCO, Cameo, and Notion use RevenueCat to power their In-App Payment & Subscription infrastructure. I oversaw our Sales, Partnerships, and Solutions Engineering teams. During my tenure, our revenue grew 350%, our customer count increased from 2,000 to 10,000, and our partner ecosystem expanded to 15 partners, including Stripe, Braze, Amplitude, and many others.$300m valuation
    View
  • Bhuma
    Advisor
    Bhuma 2020 - 2021
    Frisco, Texas, Us
    Automating Vision into UI.
    View
  • Truework
    Vp Sales
    Truework 2018 - 2020
    San Francisco, California, Us
    First leadership hire (Employee #7) - Drove 7.5x growth Oversaw all GTM teams, including Customer Development, Acquisition, and Customer Success---Truework is changing the way sensitive information is verified during loan applications, home purchases, and employment screenings. Backed by Sequoia, Khosla Ventures, Founder Collective, Menlo Ventures, Crunchfund, and many other great investors.
    View
  • Productboard
    Advisor
    Productboard 2018 - 2019
    San Francisco, California, Us
    Worked with the CEO when the company was only 2 people in a WeWork. (1.7B Valuation).productboard is the all-in-one tool for product management that helps teams understand what users need, prioritize what to build next, and earn buy-in for their plans. Its Research board consolidates user research and feedback streaming in from a variety of integrated sources. Additional boards help product managers collaboratively organize, prioritize, and plan feature ideas, as well as share an auto-generated roadmap. productboard is the tool of choice for product teams striving to build something that truly matters.
    View
  • Front
    Head Of Sales (First Exec Hire)
    Front 2015 - 2018
    San Francisco, California, Us
    First leadership hire (Employee #8) - Drove 50x growth in ARR10 consecutive quarters of revenue overachievement (120% Average Org Attainment)Maintained 80%+ quota attainment rateHelped scale global team from 8 to 60+ people (personally referred 10% of the workforce through my network)1.7B Valuation
    View
  • Dropbox
    First Gtm Hire
    Dropbox 2010 - 2015
    San Francisco, California, Us
    Employee #17 & First business hire (launched Dropbox's first B2B product)0-30m ARR in 2 years (exceeded target for 8 consecutive quarters before moving to other functions)Acquired and onboarded first 1000 customersRecruited & mentored first 15 hires across sales & account managementLed early efforts across smb, mid-market and enterprise segments, including key strategic wins: Red Bull, Atlanta Falcons, NBC Universal, CSU Fullerton, MIT, Intuit, GrouponGrew Dropbox globally from 17 to 1500 people across 12 geographiesCreated and launched first business rotation program for new grads (2013)Performed diligence and led integration efforts for various strategic acquisitions: CloudOn, Predictive Edge, Pixelapse, and MobileSpan
    View
  • Box
    First Gtm Hire
    Box 2007 - 2010
    Redwood City, Ca, Us
    Employee #16 & First sales hire (Pre-Product)0-20m ARR in 2.5 yearsHelped pioneer and operationalize the freemium land-and-expand sales model, which is now a core SaaS GTM methodology.Sales Person of the Year (2008-mid 2010) - survived 2008 market crash and exceeded performance goals while selling to the most impacted audience (SMB)Closed landmark deals across all major verticals, including new named accounts: Six Flags, MTV Networks, Grammy Foundation, 3M, McCarthy Building Companies, U.S. Bancorp, New York Jets, Disney, Teach For America, Harley-Davidson, Chevron, Avery DennisonHelped scale the team from 1-30 people across pre and post sales + sales engineering
    View
  • Nanoexa
    Marketing & Engineering Intern
    Nanoexa 2006 - 2007
  • University Tutoring
    Founder & Ceo
    University Tutoring 2003 - 2007
    K-12 & Higher Ed in-home tutoring service in the Greater Bay Area. Grew the business to 100 paid clients and 10 active tutors while taking a full course load at SJSU
  • Flex
    Marketing & Document Control Intern
    Flex 2005 - 2006
    Austin, Texas, Us
    View

Cailen Dsa Skills

Enterprise Software Lead Generation Sales Saas Start Ups Management Salesforce.com Business Development Mobile Devices Marketing Product Management Recruiting Entrepreneurship Strategy Strategic Partnerships Cloud Computing Crm Software As A Service Contract Negotiation Sales Process Analytics E Commerce Sales Growth Product Development Direct Sales Solution Selling Networking Product Marketing Go To Market Strategy Customer Relationship Management

Cailen Dsa Education Details

  • San José State University
    San José State University
    Business Administration & Marketing
  • Yokohama National University
    Yokohama National University
    International Business
  • Lynbrook High School
    Lynbrook High School

Frequently Asked Questions about Cailen Dsa

What company does Cailen Dsa work for?

Cailen Dsa works for Vibescaling

What is Cailen Dsa's role at the current company?

Cailen Dsa's current role is Supporting Founders and Execs from 0 to $100m+ in ARR | Placing Top 1% Talent at Top Companies.

What is Cailen Dsa's email address?

Cailen Dsa's email address is ca****@****hoo.com

What is Cailen Dsa's direct phone number?

Cailen Dsa's direct phone number is +141553*****

What schools did Cailen Dsa attend?

Cailen Dsa attended San José State University, Yokohama National University, Lynbrook High School.

What skills is Cailen Dsa known for?

Cailen Dsa has skills like Enterprise Software, Lead Generation, Sales, Saas, Start Ups, Management, Salesforce.com, Business Development, Mobile Devices, Marketing, Product Management, Recruiting.

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