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iFlip Invest GTM Playbook

GTM Audit & Playbook. ICP matrix and signal-based outbound plays, built for iFlip Invest.
Prepared for Randy
$1.53M
Revenue generated for AirOps
100/mo
Meetings booked for Peoplelogic
500+
SaaS companies scaled

Previously ran growth for 500+ SaaS companies through their product launches. Our team has also worked with companies backed by

a16z Y Combinator Sequoia Lightspeed Techstars Wing Boldstart
Booked, qualified demos within 45 days or you don't pay

This playbook maps iFlip Invest's ideal customer profile across account, prospect, and persona dimensions, then lays out 5 signal-based outbound plays. Each play fires on a specific buying signal so your outreach lands the moment a prospect is most likely to act.

01

Account Level

DimensionQualifiedPrioritization
GeographyUnited States, Canada, Australia (English-speaking markets with retail investing culture)Prioritize US-based prospects in high-income metros such as San Francisco, New York, Austin, Chicago, and Seattle
Employee CountIndividual retail investors, RIAs with 1-10 advisors, small family offices with 1-20 staffPrioritize solo RIAs and independent financial advisors managing client portfolios of $500K to $5M
Industry / VerticalPersonal finance, independent financial advisory, retail investing, fintech early adopters, self-directed retirement account holdersPrioritize independent RIAs, retirement rollover seekers, and fintech enthusiasts who have left traditional brokerages
Key Qualifying SignalProspect has a self-directed brokerage account or IRA with investable assets between $10K and $250K and is actively comparing AI investing toolsPrioritize accounts showing platform comparison behavior on G2, Reddit personal finance communities, or App Store reviews of Betterment, Wealthfront, or Robinhood
Tech StackUses Robinhood, Webull, TD Ameritrade, Fidelity, or Schwab as primary brokerage. Engages with fintech apps on iOS or Android.Prioritize users who have downloaded or reviewed robo-advisor or algorithmic trading apps in the past 90 days
Revenue / FundingHousehold investable assets of $10K to $500K. Annual income of $60K or above.Prioritize prospects with $25K to $250K investable assets who are currently in a robo-advisor or self-managed brokerage
Intent SignalsSearching for AI investing tools, robo-advisor alternatives, or automated portfolio management. Commenting on market downturn protection. Posting about dissatisfaction with Betterment or Wealthfront.Prioritize prospects who have posted or engaged with content on Reddit (r/investing, r/personalfinance) or LinkedIn about AI stock tools in the last 30 days
02

Prospect Level

DimensionQualifiedPrioritization
SeniorityIndividual retail investor, independent financial advisor, solo RIA, self-employed professionalPrioritize self-employed professionals aged 35-60 with disposable income actively managing their own brokerage accounts
Primary TitlesIndependent Financial Advisor, Registered Investment Advisor, Personal Investor, Portfolio Self-Manager, Retirement Planning SpecialistPrioritize Independent Financial Advisors and RIAs who manage both personal and client accounts under $5M AUM
Secondary InfluencersPersonal finance content creators, fintech community moderators, retirement planning consultants, CPAs who advise on investment vehiclesPrioritize CPAs and personal finance influencers who have audiences actively seeking automated investing alternatives
LinkedIn KeywordsAI investing, robo-advisor, automated portfolio, SmartFolio, self-directed IRA, algorithmic trading, wealth protection, market downside protection, ETF automation, passive investingPrioritize profiles that list robo-advisor frustration, market volatility concerns, or AI fintech interest in their activity or bio
03

Persona Matrix

PersonaLevelKPIsRelated ChallengesIntent SignalsRelated Benefits
Self-Directed Retail InvestorIndividualPortfolio return vs S&P 500, drawdown percentage during downturns, monthly subscription cost vs AUM growthNo time to monitor markets daily, fear of losing gains in corrections, overwhelmed by manual rebalancing decisionsSearching robo-advisor comparisons on Reddit, downloading fintech apps, commenting on AI investing YouTube videosAI-automated SmartFolios rebalance daily without manual input, flat subscription fee replaces percentage-based advisor costs, built-in downside protection limits drawdown
Independent Financial AdvisorAdvisor, Solo RIAClient retention rate, AUM growth, cost of portfolio management tools per client, time spent on rebalancingManaging multiple client portfolios manually is time-intensive, expensive institutional tools are out of reach, clients demand better performance than index fundsSearching for white-label robo-advisor platforms, attending fintech webinars, posting about AI tools on LinkedInSmartFolios allow advisors to automate client portfolio management at a flat rate, freeing time and reducing operational cost per account
Pre-Retirement ProfessionalIndividual, 45-65 age bracketPortfolio preservation rate, retirement account balance growth, fee-to-return ratio on IRA or 401K rolloverApproaching retirement with fear of a major market correction erasing years of savings, frustrated by high advisor fees on rollover accountsResearching IRA rollover options, reading about 2020 or 2022 crash protection strategies, comparing Betterment vs Wealthfront vs alternativesiFlip's AI protection signals automatically reduce exposure during downturns, preserving retirement capital with a flat monthly fee instead of AUM-based charges
Fintech Early AdopterIndividual, Tech-Savvy Millennial or Gen XApp store rating of investing tools, return vs S&P benchmark, automation depth of platformTraditional platforms feel outdated, wants algorithmic sophistication without institutional minimums, frustrated by passive ETF underperformance during volatile periodsActive in fintech Reddit communities, follows AI investing influencers on YouTube, has reviewed multiple trading apps in the past 60 daysiFlip delivers Wall Street-grade AI automation at a $7 to $47 per month price point, with real-time SmartFolio adjustments accessible via mobile app
Small Family Office ManagerManager, 1-5 person teamAUM performance vs benchmark, fee efficiency, downside protection ratio, reporting simplicityManaging multiple accounts across family members, need institutional-grade automation without institutional pricing, lack of staff to monitor positions dailyEvaluating automated portfolio tools, attending wealth management webinars, searching for multi-account management platformsExecutive tier pricing supports up to $50K per SmartFolio with custom pricing above that threshold, enabling multi-account automation at predictable cost
Signal-Based Plays

Outbound Play Breakdown

PLAY 01 · Robo-Advisor Dissatisfaction Play

Signal-BasedTrigger: A prospect posts, comments, or engages on Reddit (r/investing, r/personalfinance, r/Bogleheads) or the App Store expressing frustration with Betterment, Wealthfront, or Robinhood in the past 30 days

What We Do

We capture retail investors and RIAs who are actively venting dissatisfaction with competing robo-advisors and reach out with a direct comparison showing iFlip's AI downside protection and flat-fee model. These prospects are in an active switch mindset and convert at above-average rates.

Reddit Post Monitor
Reddit Post Monitor
App Store Review Scrape
App Store Review Scrape
G2 Review Monitor
G2 Review Monitor
Listen, De-anon & Enrich
Issue tracker · activity · headcount
Identify Profile
Find Work Email
Verify Email
Identify Buying Committee
Self-Directed InvestorIndependent Financial Advisor
Email
01Day 1: Pain-led cold email referencing competitor frustration02Day 4: Follow-up with 2020 crash protection stat03Day 8: Case study on iFlip vs S&P outperformance04Day 14: Final breakup email with free trial CTA
OutcomeFree Trial Sign-Up or Demo Booked
PLAY 02 · Market Downturn Fear Play

Signal-BasedTrigger: A macro market correction event (S&P 500 drops 3% or more in a single week) triggers outreach to prospects who have engaged with market volatility content on LinkedIn or YouTube in the prior 14 days

What We Do

We monitor LinkedIn and YouTube engagement around market fear and correction content, then immediately activate outreach to prospects who are in a heightened emotional state about portfolio losses. iFlip's downside protection story is most compelling exactly when the market is declining.

Signal Sources
LinkedIn Post Engagers
YouTube Comment Scrape
Market Dip Trigger
Enrich Account
Profile Identification
Email Lookup
LinkedIn Profile Enrich
Qualified ICP Filter
US investor aged 35 to 65Engages with investing content weeklySelf-directed brokerage user
Email
01Day 1: Timely email referencing current market drop and iFlip protection stats02Day 3: Follow-up with 2020 crash case study data03Day 7: Social proof email with customer testimonials on downside protection
LinkedIn
01Day 2: LinkedIn connection request with market context note02Day 5: DM sharing SmartFolio protection explainer
OutcomeFree Trial Sign-Up or Demo Booked
PLAY 03 · Competitor Follower Scraping Play

Signal-BasedTrigger: A prospect follows or engages with the LinkedIn or social pages of Betterment, Wealthfront, M1 Finance, or Acorns, signaling active evaluation of automated investing platforms

What We Do

We scrape the follower and engagement lists of iFlip's direct competitors on LinkedIn and target users who are in an active platform evaluation phase. These prospects are already sold on AI investing and need only a compelling reason to choose iFlip.

Signal Sources
Competitor LinkedIn Followers
Competitor Page Engagers
Profile to Email Match
Profile to Email Match
Email Verification
Email Verification
AUM Tier Estimation
AUM Tier Estimation
Identify Buying Committee
Self-Directed InvestorIndependent Financial AdvisorFintech Early Adopter
Email
01Day 1: Direct comparison email iFlip vs competitor followed02Day 5: Follow-up with flat-fee vs AUM-fee savings calculation03Day 10: SmartFolio performance data email04Day 16: Free 21-day trial CTA with urgency
LinkedIn
01Day 3: Connection request with platform comparison hook02Day 7: DM with link to iFlip vs Betterment comparison
OutcomeFree Trial Sign-Up or Demo Booked
PLAY 04 · Retirement Rollover Intent Play

Signal-BasedTrigger: A prospect searches for or engages with content about IRA rollovers, 401K transfers, or retirement account self-management within the past 21 days, captured via intent data or LinkedIn content engagement

What We Do

We target individuals who are actively in a retirement account transition moment, the exact point when they are most receptive to a new automated platform. iFlip's IRA rollover support and AI-driven protection make it a natural fit for this high-intent audience.

Signal Sources
Bombora Intent Feed
LinkedIn Rollover Post Engagers
Reddit IRA Thread Monitors
Pain Keywords
IRA rollover401K transfer to self-directedbest IRA platform 2024automated retirement investingrollover to Schwab alternative
Enrich & Score
Match · enrich · score
Contact Identification
Email Lookup
Verify and Score
Identify Buying Committee
Pre-Retirement ProfessionalIndependent Financial Advisor
Email
01Day 1: IRA rollover-specific email with iFlip broker partner mention02Day 4: Follow-up with crash protection stat for retirement accounts03Day 9: Testimonial email from retiree segment04Day 15: Free trial CTA with rollover support offer
OutcomeDemo Scheduled or Free Trial Started
PLAY 05 · Fintech LinkedIn Topic Monitoring Play

Signal-BasedTrigger: A prospect publishes or comments on a LinkedIn post about AI investing tools, algorithmic trading, or automated portfolio management in the past 14 days

What We Do

We monitor LinkedIn for real-time topic activity around AI investing and algorithmic trading, then engage prospects at the exact moment they have demonstrated top-of-mind interest. These prospects are educationally primed and require minimal awareness-building.

Signal Sources
LinkedIn Topic Monitor
AI Investing Hashtag Scrape
Influencer Post Engagers
Qualified Filter
Active LinkedIn posterInvesting or fintech interestUS or English-speaking market
Enrich
Profile Enrichment
Email Discovery
AUM and Seniority Filter
Buying Committee
Fintech Early AdopterIndependent Financial AdvisorSelf-Directed Investor
LinkedIn
01Day 1: Connection request referencing their recent AI investing post02Day 3: DM with iFlip SmartFolio overview tied to their stated interest03Day 7: Follow-up DM with free trial link
OutcomeFree Trial Sign-Up or Demo Booked
How the engagement works

What you get

Demos in 45 Days

You'll have qualified demos booked in your calendar within 45 days: infrastructure, sequences, and live campaigns installed for you.

No Retainer

You don't pay a retainer. Everything we build belongs to you from day one: data, playbooks, and infrastructure.

You Don't Pay If It Doesn't Work

If by day 45 you aren't seeing qualified demos booked in your calendar, we keep working completely for free until you do.

Put these plays into production

Ready to build your revenue engine?

We build and install a fully automated, signal-based outbound system, outbound, ads, and content, in a 45-day sprint. No retainer, and you own everything. Demos booked in 45 days or we work free until they are.

Leo Bosuener  ·  Founder, GTM Agency