Kevin O'Leary

Kevin O'Leary has made 147 deals on Shark Tank across 18 seasons — 51 fell through after the show; biggest: $2.5M in Zipz.

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Main Shark · Seasons 1–18

AKA 'Mr. Wonderful.' Chairman of O'Leary Financial Group. Co-founded SoftKey, which he sold to Mattel for $4.2 billion. Known for royalty-based deal structures.

64% success rate96 active deals

Thriving 34

Operating 40

Struggling 1

Acquired 7

Out of Business 13

Kevin O'Leary's Shark Tank Deals

Active Deals

147 made on air

Invested

$29.2M

Deal Rate

35.8%

a deal in 132 of 369 episodes

Close Rate

62%

82 of 133 confirmed

Avg Deal

$303,750

Median Deal

$200,000

Biggest Deal

$2.5M

Zipz

Avg Valuation

$3.1M

Kevin O'Leary's Best Shark Tank Investments

#	Company	Season	On-air deal	Revenue	Source
1	Simply Fit Board	S7	$125,000	$160M	Reported lifetime sales exceeding $160M as of 2020
2	Blueland	S11	$270,000	$100M	Shark Tank update sites 2025
3	Lovepop	S7	$300,000	$100M	Estimated $100M+ in annual revenue
4	Wine&Design	S8	$500,000	$12M	reported
5	P Rx	S7	$80,000	$9M	reported

Ranked by the most recent reported or estimated annual revenue on each company page. Companies without a sourced revenue figure are not ranked.

Estimated Portfolio Value

Est. Stake Value

$50.2M

70 of 96 companies valued

Est. ROI

242%

on $14.7M, the Shark's share of the 70 valued deals

Largest Est. Stake

$7.5M

Lovepop

Company	Revenue	Multiple	Est. Value	Equity	Stake
Lovepop	$100M	2.75×	$200M	3.8%	$7.5M
Simply Fit Board	$160M	3.30×	$200M	2.5%	$4.9M
Groove Book	$5M	6.00×	$30M	10.4%	$3.1M
Blueland	$100M	2.75×	$200M	1.2%	$2.4M
MC Squares	$3.8M	2.50×	$9.5M	25.0%	$2.4M
Snarky Tea	$6M	2.50×	$15M	15.8%	$2.4M
Pho Licious	$5M	2.75×	$13.8M	12.0%	$1.7M
Toy Box	$6M	5.50×	$33M	4.9%	$1.6M
P Rx	$9M	3.30×	$29.7M	5.1%	$1.5M
Certifi KID	$5M	3.00×	$15M	8.6%	$1.3M
Wedding Weekender	$2.1M	3.00×	$6.3M	20.0%	$1.3M
REMplenish	$7M	3.85×	$26.9M	4.7%	$1.3M
Wine&Design	$12M	3.30×	$39.6M	3.0%	$1.2M
Bertello	$4M	2.75×	$11M	10.8%	$1.2M
Talbott Teas	$5M	3.00×	$15M	7.5%	$1.1M
Aira	$8M	5.00×	$40M	2.8%	$1.1M
Thrill Builders	$4.2M	3.00×	$12.6M	7.8%	$984,923
Pitt Moss	$3M	5.00×	$15M	4.5%	$671,797
Roq Innovation	$4M	2.75×	$11M	5.5%	$600,410
Nameberry	$1.1M	2.50×	$2.8M	21.6%	$594,796
Banana Loca	$3M	2.75×	$8.3M	6.8%	$557,395
Benjilock	$5M	3.30×	$16.5M	3.2%	$523,164
Le-Glue	$2M	2.50×	$5M	10.3%	$512,877
Dome Dock	$1.5M	2.75×	$4.1M	12.3%	$505,974
Prime6	$1.3M	2.50×	$3.3M	15.3%	$497,362
Bat Bn B	$1M	2.50×	$2.5M	17.9%	$448,654
Nude Foods Market	$1.8M	2.50×	$4.5M	9.5%	$428,650
Beardaments	$1M	3.00×	$3M	14.1%	$423,365
Tia Lupita	$4M	3.00×	$12M	3.5%	$415,368
Kreyòl Essence	$5M	3.85×	$19.3M	2.1%	$406,482
EZC Pak	$4M	3.50×	$14M	2.8%	$392,623
Bottle Breacher	$4M	2.50×	$10M	3.7%	$370,031
First Saturday Lime	$1M	2.50×	$2.5M	14.5%	$363,514
Hello Prenup	$1.5M	2.75×	$4.1M	8.0%	$330,365
Makers Social	$550,000	3.00×	$1.6M	18.8%	$310,350
Never Have I Ever	$1M	3.30×	$3.3M	9.3%	$307,054
Goumi	$2.1M	2.50×	$5.3M	5.8%	$304,377
Chefee Robotics	$500,000	5.50×	$2.8M	10.8%	$296,241
Psyonic	$5M	3.85×	$19.3M	1.4%	$275,140
Magic Dates	$500,000	2.75×	$1.4M	18.6%	$256,119
Woosh	$1.3M	2.50×	$3.3M	7.2%	$233,045
Round21	$1M	3.00×	$3M	6.8%	$205,376
Chalkless	$4M	3.00×	$12M	1.7%	$204,839
Va Broom	$5M	2.75×	$13.8M	1.4%	$187,628
Screen Skinz	$500,000	5.00×	$2.5M	7.1%	$176,617
Parting Stone	$1M	2.75×	$2.8M	6.4%	$175,583
ZALT	$400,000	3.50×	$1.4M	12.5%	$174,883
Turbo Trusser	$290,000	2.50×	$725,000	23.6%	$171,009
Poplight	$1M	2.50×	$2.5M	6.4%	$159,364
Ruck Pack	$2M	2.50×	$5M	3.1%	$156,937
Buggy Beds	$4M	2.50×	$10M	1.5%	$154,696
VSEAT	$500,000	3.00×	$1.5M	10.2%	$152,296
Pee Sport	$500,000	2.50×	$1.3M	11.3%	$140,843
Robo Burger	$1.4M	2.50×	$3.5M	3.7%	$128,133
Cup Board Pro	$3M	2.75×	$8.3M	1.4%	$119,140
Zip String	$650,000	2.75×	$1.8M	6.1%	$109,473
Critter Pricker	$500,000	2.50×	$1.3M	8.7%	$108,706
Legit Kits	$1M	2.50×	$2.5M	4.3%	$108,406
Au Baby	$150,000	2.50×	$375,000	28.0%	$104,917
The Pop	$1M	2.75×	$2.8M	3.3%	$90,237
Potato Parcel	$700,000	3.30×	$2.3M	2.8%	$64,753
Eyewris	$850,000	2.50×	$2.1M	3.0%	$64,046
Dingle Dangle	$150,000	2.50×	$375,000	15.9%	$59,666
Gerty	$50,000	3.00×	$150,000	27.5%	$41,318
Innovation Pet	$100,000	3.00×	$300,000	12.5%	$37,500
Wad-Free	$500,000	2.75×	$1.4M	2.7%	$36,617
Im’peccable Chicken	$200,000	2.75×	$550,000	6.6%	$36,190
Pop It Pal	$500,000	3.00×	$1.5M	2.2%	$32,849
Wicked Good Cup Cakes	$8M	3.00×	$24M	0.0%	$0
Honeyfund	$3M	5.50×	$16.5M	0.0%	$0

Stake = reported revenue × category multiple × equity share. Only 70 of 96 portfolio companies have reported revenue.

How Kevin O'Leary Invests

Negotiation

Amount vs Ask+14.0%

Equity vs Ask+8.5pts

Top Co-Investor

Robert Herjavec

13 deals together

Deal Structures

Equity Only58

w/ Royalty29

w/ Loan9

Deals by Season

Top Categories

Home & Lifestyle

Food & Beverage

Children & Education

Fitness & Sports

Technology

Every Kevin O'Leary Shark Tank Deal (96 deals, 51 fell through)

Company	Season	Amount	Equity	Category	Where it is now
Wedding Weekender	S18	$350,000	20%	Services	Operating
ZALT	S18	$150,000	12.5%	Health & Wellness	Operating
Never Have I Ever	S17	$150,000	10%	Beauty	Thriving
Screen Skinz	S17	$300,000	15%	Technology	Operating
REMplenish	S17	$400,000	10%	Health & Wellness	Thriving
9 Strap Technology	S17	$800,000	20%	Fitness & Sports	Thriving
STOMP Athletics	S17	$50,000	15%	Fitness & Sports	Operating
Clean Green Golf Balls	S17	$350,000	15%	Outdoor & Adventure	Thriving
Makers Social	S17	$150,000	20%	Entertainment	Operating
Pee Sport	S17	$150,000	12%	Home & Lifestyle	Operating
Im’peccable Chicken	S17	$200,000	15%	Food & Beverage	Thriving
Gerty	S17	$50,000	30%	Pet Products	Operating
Nude Foods Market	S17	$250,000	20%	Food & Beverage	Operating
Pho Licious	S16	$500,000	15%	Food & Beverage	Thriving
Cow Pots	S16	$200,000	20%	Technology	Operating
Dome Dock	S16	$100,000	15%	Fashion & Beauty	Thriving
Nameberry	S16	$350,000	24.9%	Children & Education	Operating
Legit Kits	S16	$150,000	5%	Home & Lifestyle	Operating
Chalkless	S16	$400,000	4%	Fitness & Sports	Operating
The Tomte CakeFell Through	S15	$200,000	15%	Food & Beverage	Operating
Robo Burger	S15	$1.5M	9%	Food & Beverage	Operating
VSEAT	S15	$200,000	25%	Fitness & Sports	Operating
Chefee Robotics	S15	$500,000	15%	Technology	Thriving
Psyonic	S15	$1M	6%	Health & Wellness	Thriving
Au Baby	S15	$80,000	35%	Home & Lifestyle	Operating
Meatthe Mushroom	S15	$150,000	33.3%	Food & Beverage	Operating
Poplight	S15	$150,000	8%	Home & Lifestyle	Operating
Dingle Dangle	S15	$75,000	20%	Children & Education	Operating
Thrill Builders	S15	$300,000	30%	Fitness & Sports	Operating
The Square KegFell Through	S14	$300,000	20%	Food & Beverage	Out of Business
Eyewris	S14	$125,000	20%	Fashion & Beauty	Operating
Tia Lupita	S14	$500,000	5%	Food & Beverage	Acquired
Parting Stone	S14	$400,000	20%	Other	Thriving
Cabinet HealthFell Through	S14	$500,000	7%	Health & Wellness	Operating
Zip String	S14	$100,000	20%	Children & Education	Thriving
Woosh	S14	$500,000	10%	Home & Lifestyle	Operating
Turbo Trusser	S14	$100,000	33%	Food & Beverage	Operating
SongloriousFell Through	S13	$500,000	40%	Home & Lifestyle	Operating
Round21	S13	$250,000	10%	Fitness & Sports	Operating
Magic Dates	S13	$150,000	33.3%	Food & Beverage	Thriving
SunflowFell Through	S13	$1M	5%	Services	Thriving
Behave BrasFell Through	S13	$150,000	20%	Fashion & Beauty	Operating
Tristen IkaikaFell Through	S13	$250,000	15%	Home & Lifestyle	Operating
Roq Innovation	S13	$200,000	20%	Home & Lifestyle	Thriving
Va Broom	S13	$350,000	2.5%	Home & Lifestyle	Thriving
Banana Loca	S13	$250,000	25%	Food & Beverage	Thriving
Hello Prenup	S13	$150,000	30%	Home & Lifestyle	Thriving
Wad-Free	S13	$200,000	5%	Home & Lifestyle	Thriving
54 ThronesFell Through	S13	$250,000	17.5%	Fashion & Beauty	Operating
TabbyFell Through	S13	$300,000	30%	Technology	Out of Business
Flasky FlowersFell Through	S13	$75,000	30%	Home & Lifestyle	Out of Business
Animated LureFell Through	S12	$325,000	10%	Outdoor & Adventure	Out of Business
LARQFell Through	S12	$1M	4%	Health & Wellness	Acquired
Step N PullFell Through	S12	$300,000	6%	Home & Lifestyle	Out of Business
Mountain Flow Eco-WaxFell Through	S12	$300,000	20%	Outdoor & Adventure	Thriving
Swipe N SnapFell Through	S12	$120,000	50%	Children & Education	Operating
Prime6	S12	$200,000	25%	Home & Lifestyle	Operating
Pooch PaperFell Through	S12	$250,000	—	Home & Lifestyle	Thriving
Blueland	S11	$270,000	3%	Home & Lifestyle	Thriving
MC Squares	S11	$300,000	25%	Home & Lifestyle	Out of Business
First Saturday Lime	S11	$100,000	25%	Home & Lifestyle	Operating
Critter Pricker	S11	$115,000	15%	Home & Lifestyle	Operating
Goumi	S11	$1M	10%	Children & Education	Operating
BohanaFell Through	S11	$200,000	8%	Food & Beverage	Operating
Bertello	S11	$120,000	25%	Home & Lifestyle	Thriving
The Measuring Shovel	S11	$40,000	30%	Home & Lifestyle	Operating
EZC Pak	S11	$125,000	5%	Health & Wellness	Operating
Aira	S11	$500,000	15%	Technology	Operating
Boost Oxygen	S11	$1M	6.3%	Health & Wellness	Thriving
Beardaments	S11	$150,000	25%	Services	Operating
Kreyòl Essence	S11	$400,000	5%	Health & Wellness	Thriving
Desk View	S10	$150,000	20%	Home & Lifestyle	Out of Business
Le-Glue	S10	$80,000	20%	Children & Education	Operating
BundilFell Through	S10	$100,000	50%	Technology	Out of Business
Cup Board Pro	S10	$100,000	20%	Home & Lifestyle	Thriving
Pop It Pal	S10	$250,000	5%	Other	Acquired
Monti Kids	S10	$200,000	2.5%	Children & Education	Operating
Toy Box	S10	$150,000	13%	Technology	Thriving
Certifi KID	S10	$600,000	19%	Children & Education	Acquired
Basepaws	S10	$250,000	10%	Pet Products	Acquired
Bat Bn B	S10	$100,000	33.3%	Home & Lifestyle	Operating
Snarky Tea	S9	$150,000	50%	Food & Beverage	—
Waive Car	S9	$500,000	2%	Automotive	Out of Business
Drain Wig	S9	$300,000	15%	Home & Lifestyle	Thriving
Benjilock	S9	$200,000	10%	Fitness & Sports	Thriving
The Pop	S9	$250,000	10%	Children & Education	Thriving
Rounder Bum	S9	$150,000	5%	Fashion & Beauty	Thriving
FrywallFell Through	S9	$100,000	10%	Home & Lifestyle	Thriving
InboardFell Through	S8	$750,000	4%	Fitness & Sports	Out of Business
ToorFell Through	S8	$500,000	10%	Home & Lifestyle	Out of Business
Potato Parcel	S8	$50,000	10%	Entertainment	Thriving
Tek Dry	S8	$500,000	5%	Technology	Struggling
SunscreeenrFell Through	S8	$800,000	33.3%	Health & Wellness	Out of Business
Bridal BuddyFell Through	S8	$75,000	30%	Fashion & Beauty	Thriving
Wine&Design	S8	$500,000	10%	Entertainment	Thriving
Apollo PeakFell Through	S8	$100,000	20%	Pet Products	Thriving
Rareform	S8	$300,000	10%	Fashion & Beauty	Thriving
PinblockFell Through	S8	$100,000	50%	Children & Education	—
DigiwrapFell Through	S8	$150,000	20%	Home & Lifestyle	Thriving
Simply Fit Board	S7	$125,000	20%	Fitness & Sports	Thriving
FeltFell Through	S7	$225,000	10%	Home & Lifestyle	—
PetnosticsFell Through	S7	$300,000	20%	Pet Products	Out of Business
VengoFell Through	S7	$2M	10%	Food & Beverage	Thriving
Innovation Pet	S7	$250,000	12.5%	Pet Products	Out of Business
Ilumi Bowl	S7	$100,000	25%	Home & Lifestyle	Operating
P Rx	S7	$80,000	20%	Fitness & Sports	Thriving
Extreme Sandbox	S7	$150,000	20%	Children & Education	Operating
Lovepop	S7	$300,000	15%	Home & Lifestyle	Thriving
Geek My Tree	S7	$225,000	50%	Home & Lifestyle	Out of Business
Sarah Oliver Handbags	S7	$250,000	30%	Fashion & Beauty	Out of Business
XCraftFell Through	S7	$1.5M	25%	Technology	Operating
Green BoxFell Through	S6	$300,000	10%	Food & Beverage	Acquired
Pitt Moss	S6	$600,000	35%	Technology	Operating
Frill Clothing	S6	$100,000	20%	Fashion & Beauty	Out of Business
Zipz	S6	$2.5M	10%	Food & Beverage	Out of Business
Bottle Breacher	S6	$150,000	20%	Food & Beverage	Operating
Honeyfund	S6	$400,000	—	Technology	Thriving
Breathometer	S5	$1M	30%	Health & Wellness	Out of Business
Fun Time ExpressFell Through	S5	$125,000	20%	Children & Education	Out of Business
Velocity Signs	S5	$225,000	30%	Services	Out of Business
Boo Boo GooFell Through	S5	$100,000	25%	Health & Wellness	Operating
Groove Book	S5	$150,000	80%	Technology	Acquired
Yubo	S5	$150,000	20%	Children & Education	Out of Business
Paparazzi ProposalsFell Through	S5	$250,000	33%	Home & Lifestyle	Thriving
Total Merchant ResourcesFell Through	S5	$200,000	50%	Services	Thriving
Lidd Up	S4	$100,000	33%	Food & Beverage	Out of Business
Verbalize ItFell Through	S4	$250,000	20%	Services	Out of Business
Mee-Ma's GumboFell Through	S4	$200,000	50%	Food & Beverage	Operating
Wicked Good Cup Cakes	S4	$75,000	—	Food & Beverage	Acquired
Ruck Pack	S4	$150,000	20%	Fashion & Beauty	Operating
Drive SuitsFell Through	S4	$150,000	30%	Other	Out of Business
SBUFell Through	S4	$300,000	33%	Fitness & Sports	Out of Business
CAT EappFell Through	S4	$75,000	30%	Technology	Out of Business
Buggy Beds	S4	$250,000	25%	Home & Lifestyle	Operating
How Do You Roll?Fell Through	S4	$1M	20%	Food & Beverage	Out of Business
Coffee JouliesFell Through	S4	$150,000	—	Food & Beverage	Out of Business
Talbott Teas	S3	$250,000	35%	Food & Beverage	Acquired
Uni Key TechnologiesFell Through	S3	$500,000	40%	Technology	Operating
FlipoutzFell Through	S2	$100,000	33%	Children & Education	Out of Business
First Defense Nasal ScreenFell Through	S2	$750,000	30%	Health & Wellness	Operating
Toygaroo	S2	$200,000	40%	Children & Education	Out of Business
Gift Card RescueFell Through	S1	$200,000	50%	Technology	Out of Business
Jump ForwardFell Through	S1	$600,000	50%	Children & Education	Acquired
Soy-Yer-DoughFell Through	S1	$300,000	51%	Food & Beverage	Acquired
A Perfect PearFell Through	S1	$500,000	50%	Food & Beverage	Out of Business
My Therapy JournalFell Through	S1	$80,000	51%	Health & Wellness	Out of Business
Classroom JamsFell Through	S1	$250,000	100%	Children & Education	Out of Business