Six practices, each proven by Two Boots, Da Andrea and Boqueria’s own send history — what moves opens and clicks, and the deliverability risk to fix first.
Evidence base Two Boots + Da Andrea · Flodesk Boqueria · HubSpot · 2026 Competitors · Owletter Dec 2023 – May 2026
Two Boots
Sent
487.8K
Open
18.1%
Click
0.7%
16 campaigns · mixes seasonal, event & targeted-catering sends · opens peak afternoon · currently paused by Flodesk (Gmail rejecting).
Da Andrea
Sent
135.6K
Open
26.9%
Click
0.9%
9 seasonal newsletters to the full list · higher opens, but no segmentation · opens peak at night · list shrinking 16.5k→14.1k.
Boqueria HubSpot · 2026
Campaigns
35
Top open
35–42%
Best click
2.7%
Booking & offer sends lead; top sends hold 35–42% open — the 16% blended is dragged down by high-volume restaurant-week & holiday blasts to 90–160k lists.
The six practices
1
Lead with one timely, single-theme hook
42%open · Boqueria “DC Restaurant Week is Coming!”
Single-moment, time-bound sends win across all three: Boqueria’s “DC Restaurant Week is Coming!” hit 41.6% and its “All Day Happy Hour” 38.7%; Two Boots’ Mardi Gras 29.5%; Da Andrea’s seasonal newsletters average 26.5%. Generic blasts lag (Two Boots’ “10% Off” 12.9%). Freshness matters — the same “Mardi Gras” fell 29.5%→11% a year on. Tie every send to a real, current moment.
2
Segment — small, targeted lists convert far harder
2.3%click · 216-person targeted send
Two Boots’ sub-5k targeted sends clicked ~2× the mass blasts (1.17% vs 0.64%); its 216-person “Catering Offer” hit 2.3% — the best of all. Da Andrea sends every newsletter to its full ~14k list with no segmentation — its biggest untapped lever. Relevance beats reach.
3
One clear call-to-action drives clicks
2.7%click · Boqueria “Happy Hour” to 12k
Boqueria’s “All Day Happy Hour Jan 24–26” — one concrete offer — drove 2.7% clicks at 12,000 recipients, the best at-scale click of all three clients. Two Boots’ single-CTA film invite hit 1.8%, Da Andrea’s focused Thanksgiving send 1.6%. One obvious, time-bound ask out-clicks a multi-topic newsletter every time.
4
Don’t fatigue the list with rapid repeats
both clientsopens fall on re-sends
Two Boots’ “No Picnic” 1→2→3 (12 days) declined 15.4→13.7%. Da Andrea re-sent its Mother’s Day newsletter four days apart and opens dropped 13.9→13.2%. Re-sends to the full list have diminishing returns — vary the angle, or re-send only to non-openers.
5
Send for YOUR audience — timing isn’t universal
afternoon ≠ nightthe two lists peak differently
Two Boots opens peak in the afternoon (45%, 10am–4pm) and best day is Tuesday; Da Andrea’s audience opens most at night (32%, 10pm–4am). Don’t copy a generic “best time” — schedule to each list’s own behaviour. (72% of Two Boots clicks are desktop — design wide.)
6
Protect deliverability — and it’s fixable
↓ ~½opens, both Flodesk accounts
The two Flodesk accounts are falling: Two Boots 23%→15% YoY (Gmail now rejecting — Flodesk paused it); Da Andrea 44%→13–24%, list shrinking. Boqueria proves it’s reversible — its top 2026 booking/offer sends still hit 35–42%. Before any mass send: prune inactive subscribers, verify SPF·DKIM·DMARC, and re-warm with an engaged segment.
Performance by email — ranked by open rate
Two Boots
16 campaigns · 18.1% avg open
Email
Type
Sent
Open rate
Click
Mardi GrasFeb ’25
Seasonal
39,047
29.5%
1.4%
HalloweenOct ’25
Seasonal
37,185
26.5%
0.5%
Catering OfferFeb ’26
Targeted
216
23.0%
2.3%
Yerba MadreAug ’25
Seasonal
37,471
22.6%
0.4%
Vegan MonthNov ’25
Seasonal
36,704
22.5%
0.6%
CateringApr ’25
Catering
38,299
18.8%
0.3%
Catering · Review · SpotifyJun ’25
Catering
37,788
18.5%
0.3%
Catering OutreachMar ’26
Targeted
648
17.8%
0.9%
EV NoticeMay ’26
Event
9,278
15.6%
0.5%
No Picnic – 1Apr ’26
Event
42,855
15.4%
1.8%
March MadnessMar ’26
Seasonal
42,884
15.0%
0.6%
Catering OutreachApr ’26
Targeted
644
14.0%
0.3%
No Picnic – 3Apr ’26
Event
42,652
13.8%
0.7%
No Picnic – 2Apr ’26
Event
42,744
13.7%
0.4%
10% Off – Direct OrdersMar ’26
Promo
42,973
12.9%
0.5%
Mardi Gras 2026Feb ’26
Seasonal
36,392
11.0%
0.3%
Da Andrea
9 campaigns · 26.9% avg open
Email
Type
Sent
Open rate
Click
Newsletter – LunchFeb ’24
Seasonal
16,102
44.4%
1.6%
Newsletter – GraduationApr ’25
Seasonal
15,327
36.8%
0.5%
Newsletter – ThanksgivingNov ’25
Seasonal
14,853
32.0%
1.6%
Newsletter – Mother’s DayMay ’24
Seasonal
15,655
29.6%
0.3%
Newsletter – DecemberDec ’23
Seasonal
16,537
26.6%
0.9%
Valentine’s Day NewsletterApr ’26
Seasonal
14,351
24.5%
0.8%
Valentine’s Day NewsletterFeb ’26
Seasonal
14,477
17.3%
1.3%
Mother’s Day NewsletterMay 1 ’26
Seasonal
14,182
13.9%
0.8%
Mother’s Day NewsletterMay 5 ’26
Seasonal
14,140
13.2%
0.4%
Boqueria — top campaigns
HubSpot · top 5 of 35 · Jan–May 2026 · 16% blended open
Email
Type
Sent
Open rate
Click
DC Restaurant Week is Coming!Jan ’26
Event
2,138
41.6%
1.0%
All Day Happy Hour (Jan 24–26)Jan ’26
Offer
12,090
38.7%
2.7%
Chicago Restaurant Week is Coming!Jan ’26
Event
4,910
35.4%
1.5%
Mother’s DayMay ’26
Seasonal
4,563
31.3%
0.3%
All Night Happy Hour & Cava ToastMar ’26
Offer
2,082
24.3%
0.9%
When subscribers read — and where
Two Boots peak
Afternoon
45% of opens 10am–4pm · best day Tuesday · 72% desktop clicks
Da Andrea peak
Night
32% of opens 10pm–4am — a different rhythm; schedule to each list
Both clients
Opens ↓ over time
2024 peaks 30–44% → 2026 sends 11–24% — deliverability is the throughline
What the competition is doing
A year-long Owletter capture — 1,814 emails from 104 senders across Boqueria’s 11-metro footprint (Apr 2025 – May 2026). What the competitive inbox actually looks like — and why the practices above hold.
Busiest window
Tue–Fri · 11am
306 sends hit 11am — the single peak hour — with a second wave 3–5pm. Weekends are near-empty. Beat the crowd, or own the quiet hours.
Do they discount?
~1%
Just 19 of 1,814 subject lines mention a price or deal. The field sells occasion, not discounts — exactly practice #1.
How often they send
1–2× / week
The norm — but a handful blast far more (Lettuce ~7×, Max ~3.5×). High volume is the exception, not the standard.
Most active competitors
by weekly cadence
Sender
Emails
Per week
Lettuce Entertain You
238
6.9×
Max Hospitality
181
3.5×
The Union Kitchen
104
2.0×
Independent Collection Hotels
81
1.6×
Vin sur Vingta Primidigital client
80
1.5×
Sunda New Asian
78
1.5×
What they email about
subject-line themes
Holiday / seasonal
149
Wine & sommelier
138
Gift cards
99
Brunch
72
Valentine’s / Easter
58
Happy hour
24
Occasion and experience — not price — dominate, with wine and gift cards the recurring levers. Takeaway: Boqueria’s booking/offer sends (35–42% open) already play this game well; the edge is timing around the 11am crowd and owning a moment competitors aren’t. Note: Vin sur Vingt — a Primidigital client — is in the captured set (80 emails, 1.5×/week).
⚠ Deliverability is the priority before the next campaign
Both accounts are declining: Two Boots 23%→15% open YoY and Gmail is now rejecting its mail — Flodesk has paused the account; Da Andrea has fallen from 44% (2024) to 13–24% (2026) with a shrinking list. Before resuming mass sends: prune inactive/bounced subscribers, verify SPF·DKIM·DMARC authentication, and re-warm with a small engaged segment. No best practice above matters if the email never reaches the inbox.